Cool Beans Cruises

4.9 (172 reviews)

Boat Charters

Closed • 8:30 am - 6:00 pm

Add Review

Call

Directions

Website

Services - Cool Beans Cruises

Boat charters

Cool Beans Cruises Photos

Cool Beans Cruises - Thanks for the cool photo Kyle! - Boat Charters Near Me - Naples, Florida

Cool Beans Cruises - Beautiful Sunset - Boat Charters Near Me - Naples, Florida

+188

Cool Beans Cruises - Boat Charters Near Me - Naples, Florida

You might also consider

Recommended Reviews - Cool Beans Cruises

Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.

Start your review...

Browse more easily on the app

Reviews With Photos

Sue D.

Cool Beans Cruises never disappoint! I always cruise with them when I'm in Naples or Marco Island. Friendly crew. They always go out of their way to make sure everyone on the boat is having a fantastic time! Highly recommend them!

Tiffany Z.

Captain Dan & Kyle were AWESOME! They were both very professional & personable to everyone on the boat! The dolphins were out, the weather was great & we had an AMAZING sunset! We would highly recommend Cool Beans Cruises to EVERYONE we know!!!

Dene R.

I highly recommend using Cool Beans Cruises! I found them on a Google search and loved the setup of the website. Additionally, information on availability, types of boating options and pricing was provided and ease for me to figure out what would be best for our family. I called and immediately they answered the phone. We setup a pontoon 2.5 hour cruise. Absolutely wonderful. Safety was a high priority for us due to having a toddler on board. Cool Beans went over all of the safety features and was very professional throughout the cruise. Margo our captain was amazing!!!! We saw dolphins, a turtle, beautiful birds, went shelling at Keewaydin and enjoyed the beautiful weather, saw some awesome yachts and beautiful homes. We will definitely be back!

We had the best time on the Pontoon cruise with Captain Dave! The communication was easy and smooth from the beginning as well as a text reminder the day before. The arrival instructions were easy to follow and we were greeted as soon as we arrived. We saw dolphins playing in the Bay as soon as we left the dock! We took a ride around the Mangroves and learned a lot of information about the area, nature, & animals we saw along the way. Captain Dave took us over to the more secluded end of Keewaydin Island where we walked a short path over to the Gulf side. The water was beautiful. We saw iguanas and a turtle on our path. We swam and collected shells for about an hour and then headed back to the boat for a scenic ride back in. We passed some beautiful houses on the Isle of Capri and learned some history. We had the best time! I would highly recommend Cool Beans Cruises to book with & I can't wait to book again the next time we come back to Naples!

See all

David K.

113

502

851

6 months ago

It all starts with great people! These folks run a tight ship, but everyone has a lot of fun. Can't wait to bring the wife back for this one. Highly recommended, well worth the price, just great. read more

Cool Beans Cruises - My son's 30th - Boat Charters Near Me - Naples, Florida

See all

Business owner information

Sharon C.

David, thank you so much for bringing your son out for his 30th…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Allyson M.

0

4

2

18 days ago

Such an awesome trip with Cedric at the helm. We loved every minute he was so educated and knew all the best spots to go to enjoy the environment. read more

Cool Beans Cruises - Shells - Boat Charters Near Me - Naples, Florida

Cool Beans Cruises - Boat Tour Osprey - Boat Charters Near Me - Naples, Florida

See all

Business owner information

Sharon C.

Thank you for taking the time to write about your excursion with Cool…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Kaleen D.

0

3

5

8 months ago

I cannot say enough great things about our boat cruise and our captain Dave! Shawn and Kelly made it so easy to book on the day of and made a really really special night for us at sunset on the boat. From beginning to end, everyone was fantastic to work with and Dave who drove our boat was just the sweetest most knowledgeable guy we could've asked for! Don't bother looking anywhere else - this company is affordable and delivers a once in a lifetime experience! read more

See all

Business owner information

Sharon C.

Thank you, Kaleen for taking the time to write this wonderful review…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Carol C.

0

1

0

2 months ago

We had an awesome time with Capt Cedric at the helm of the pontoon. He somehow managed to inspire 4 dolphins to swim along with us jumping in and out of our wake! He eagerly shared his extensive knowledge of the ecology of the Florida waterways. Highly recommend. Will definitely come back! read more

Business owner information

Sharon C.

Thank you for taking the time to write about your excursion with Cool…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Sue D.

0

4

1

11 months ago

Cool Beans Cruises never disappoint! I always cruise with them when I'm in Naples or Marco Island. Friendly crew. They always go out of their way to make sure everyone on the boat is having a fantastic time! Highly recommend them! read more

Cool Beans Cruises - Cool Beans Cruise! - Boat Charters Near Me - Naples, Florida

Helpful 0

Thanks 0

Love this 0

Oh no 0

Tiffany Z.

5

62

13

1 year ago

Captain Dan & Kyle were AWESOME! They were both very professional & personable to everyone on the boat! The dolphins were out, the weather was great & we had an AMAZING sunset! We would highly recommend Cool Beans Cruises to EVERYONE we know!!! read more

Cool Beans Cruises - Gorgeous sunset! - Boat Charters Near Me - Naples, Florida

Cool Beans Cruises - Amazing evening! - Boat Charters Near Me - Naples, Florida

Cool Beans Cruises - Cheers! - Boat Charters Near Me - Naples, Florida

See all

Helpful 0

Thanks 0

Love this 0

Oh no 0

Karen R.

0

2

1

6 months ago

Always enjoy our experience with Cool Beans. Captain Kelly and Marshall provide great service and a wonderful ride.

Business owner information

Sharon C.

Thank you for taking the time to write about your experience with…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Mary L.

38

7

0

1 year ago

I found cool beans last year and it was my second time going when I travel to Florida. Each time I go I have to come here it's the highlight of my trip. Amazing day with friends and family and a great way to cool off in the heat. They pour you endless glasses of wine and beer and are very attentive to your needs. Nice bathrooms and very clean boat. Captain is Ok lol just teasing. If you're looking for an adventure this is the place to go and it's also reasonably priced. Will not go to my Florida trip every year without booking this excursion. read more

Business owner information

Sharon C.

Thank you Mary for your continued business and support!

Helpful 0

Thanks 0

Love this 1

Oh no 0

Lilly F.

0

6

4

10 months ago

Experienced a great time on an afternoon catamaran cruise. Captain Dan and first mate Jack were pleasant and accomodating. Jack always made sure we had plenty to drink and Captain Dan paused long enough for us to enjoy watching lots of playful dolphins. We then we had an easy, unrushed swim to Keewaydin Island from the boat. Highly recommend. read more

Business owner information

Sharon C.

Thank you for taking the time to write about your sailing excursion…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Sandra G.

2

12

0

1 year ago

We enjoyed a fantastic sunset cruise with Captain Dan and Kyle. The weather was perfect, the boat was so much fun, and the sunset was amazing. This was our second trip with Cool Beans, and we'll absolutely be planning another one again in the not too distant future. read more

Business owner information

Sharon C.

Thank you, Sandra for taking the time to write about your sailing…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Karen R.

0

4

6

1 year ago

Love this company! Fabulous champagne sunset cruise. Beer and wine, dolfins, poetry, everything you could ask for!

Helpful 1

Thanks 0

Love this 0

Oh no 0

felicia a.

0

1

0

8 months ago

The crew and the sunset sailing were amazing! I've lived in Naples for 5 years and never saw so many Dolphins. When approaching them be sure to make an 'ekkk. ekkk' sound. They think it's another dolphin & just pop up. Amazing! We saw a Mom & her twins, which is rare! Really great trip. Highly recommend it! read more

Business owner information

Sharon C.

Thank you for taking the time to write about your sailing excursion…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Mark G.

Elite 26

62

113

8

2 years ago

Just an amazing cruise and a beautiful sunset. Captain is experienced and makes the trip a trip to remember.

Business owner information

Sharon C.

We are so happy that you had a memorable day sailing with us. We hope…

Helpful 0

Thanks 0

Love this 0

Oh no 1

Michael C.

0

2

0

7 months ago

My wife and I, along with her brother and our sister-in-law, sailed on the catamaran on Tuesday, 10/14/25. We all enjoyed the cruise and a beautiful sunset! Captain Patrick was very professional. He was very accessible, as we asked multiple questions during the tour. He was humorous and engaging. First mate Kyle seemed to be everywhere, tending to customers' needs. Overall, this was a highly enjoyable cruise! read more

Business owner information

Sharon C.

Thank you for taking the time to write about your sailing excursion…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Dene R.

Elite 24

47

112

57

3 years ago

I highly recommend using Cool Beans Cruises! I found them on a Google search and loved the setup of the website. Additionally, information on availability, types of boating options and pricing was provided and ease for me to figure out what would be best for our family. I called and immediately they answered the phone. We setup a pontoon 2.5 hour cruise. Absolutely wonderful. Safety was a high priority for us due to having a toddler on board. Cool Beans went over all of the safety features and was very professional throughout the cruise. Margo our captain was amazing!!!! We saw dolphins, a turtle, beautiful birds, went shelling at Keewaydin and enjoyed the beautiful weather, saw some awesome yachts and beautiful homes. We will definitely be back! read more

See all

Business owner information

Sharon C.

Thank you for taking the time to write about your pontoon excursion…

Helpful 1

Thanks 1

Love this 1

Oh no 0

Gary C.

0

1

0

1 year ago

Definitely recommend The orientation was quick & easy to understand. The catamaran was very clean, spacious. The captain & first mate made our cruise fun with a relaxed atmosphere....make sure to put it on your bucket list! Thank u Cool Beans read more

Helpful 0

Thanks 0

Love this 0

Oh no 0

C C.

0

3

7

10 months ago

We had the best time on the Pontoon cruise with Captain Dave! The communication was easy and smooth from the beginning as well as a text reminder the day before. The arrival instructions were easy to follow and we were greeted as soon as we arrived. We saw dolphins playing in the Bay as soon as we left the dock! We took a ride around the Mangroves and learned a lot of information about the area, nature, & animals we saw along the way. Captain Dave took us over to the more secluded end of Keewaydin Island where we walked a short path over to the Gulf side. The water was beautiful. We saw iguanas and a turtle on our path. We swam and collected shells for about an hour and then headed back to the boat for a scenic ride back in. We passed some beautiful houses on the Isle of Capri and learned some history. We had the best time! I would highly recommend Cool Beans Cruises to book with & I can't wait to book again the next time we come back to Naples! read more

Cool Beans Cruises - A turtle on the walking path to the Gulf side of the Island. - Boat Charters Near Me - Naples, Florida

See all

Business owner information

Sharon C.

Well, that sounds like a perfect day to me too! Thank you for taking…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Bonnie U.

0

2

0

11 months ago

Had the best time on the "Lil' Beans" Luxury Pontoon. We saw dolphins, wildlife and we all enjoyed spending time in the Gulf. Captain Dave made the trip extra special. Can't wait to do this again. read more

Helpful 0

Thanks 0

Love this 0

Oh no 0

Frank G.

0

7

2

1 year ago

Excellent experience. Incredible service. Beautiful scenery. Wished we would have sailed more than motoring but understand that the sea state is not for everyone. read more

Helpful 0

Thanks 0

Love this 0

Oh no 0

Diana M.

0

1

0

1 year ago

They take your money and leave early and then say you were late. I have traveled all over the world and I've never had a problem, but I have to say beware to any consumer who wants to go on a sunset cruise through this company. read more

Business owner information

Sharon C.

This is Captain Kelly Callahan, Owner of Cool Beans Cruises.…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Ann G.

40

30

1

3 years ago

So much fun, and relaxing. Capt. Patrick and Matt were informative and a hoot. Safety first always and well equipped. Saw dolphins,,manatee, and sharks. We watched a man catch a large tarpon on another boat. Under sail most of the time, quiet and relaxing read more

Cool Beans Cruises - Beautiful - Boat Charters Near Me - Naples, Florida

Business owner information

Sharon C.

Thank you for taking the time to write about your Sailing Excursions…

Helpful 0

Thanks 0

Love this 0

Oh no 1

Katie F.

0

2

0

1 year ago

Our family had the best time on our afternoon catamaran cruise with Cool Beans! Captains Patrick and Marcus were SO fun and were always one step ahead of all of our needs. My kids had the best time swimming in the water, spotting dolphins, and finding their favorite shells at Keewaydin island (and the captains even had shell collecting bags for all of the kids!). Highly recommend this cruise to anyone in the area wanting to get out for a fun day on the water! read more

Business owner information

Sharon C.

Thank you for taking the time to write this wonderful review. So…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Diane T.

0

11

0

1 year ago

Smooth sailing with Cool Beans. Captain Patrick and 1st mate Marshall were great. Very informative with info on the local waters, and quick to refill whatever beverage you were having. read more

Helpful 0

Thanks 0

Love this 0

Oh no 0

Erin R.

0

9

2

2 years ago

We had such a great experience chartering a pontoon with Cool Beans! For a family of five, with the cash discount, this was actually cheaper than 5 tickets for most other 'eco cruise' experiences. Our kids range in age and interest, and our 10 year old has pretty significant special needs. Doing our own boat made it easy to keep all of the kids happy, and mom and dad had a pretty amazing afternoon too! We saw dolphins, found beautiful shells, and got to experience a couple really special beaches. It was the highlight of our Naples trip! read more

See all

Helpful 0

Thanks 0

Love this 0

Oh no 0

Karen L.

Elite 26

140

624

1325

4 years ago

We had the absolute best time on a noon cruise for our recent vacation. By some miracle, we were the only three on there! Had an amazing afternoon cruising, seeing dolphins and swimming to the island. I would recommend this for anyone that is looking for a fun time. The crew was awesome and I can't wait to do it again next time I'm visiting my parents. read more

See all

Business owner information

Sharon C.

We are so happy that you enjoyed your sailing excursion with Cool…

Helpful 1

Thanks 0

Love this 2

Oh no 0

Kristy M.

0

4

1

1 year ago

We had a great time. The captain Dan and his helper Kyle were super. We got in the water and swam to the island to collect shells. After we sailed around saw many dolphins. Our guests loved it. We will definitely do it again. read more

Helpful 0

Thanks 0

Love this 0

Oh no 0

Frank W.

0

4

0

1 year ago

We are local and had company in from out of town. We had a fantastic time. The captain and first mate were accommodating, funny and extremely competent. My company raved about the trip. Beverages were included and not only were they not stingy but would bring you a refill anywhere you were on the ship. It was a late January sail and the temperature was low 70s but the captain maneuvered the boat so that we were warm in the sun for our voyage. We really enjoyed the trip. read more

Helpful 0

Thanks 0

Love this 0

Oh no 0

Karen L.

0

34

3

2 years ago

Loved our sunset cruise! Enjoyed beverages, family bonding time, beautiful tour, sunset champagne toasts and photos. And, the bonus was dolphins!! Can't wait to do it again. read more

Business owner information

Sharon C.

Thank you for taking the time to write about your sailing excursion…

Helpful 0

Thanks 1

Love this 0

Oh no 0

Joe K.

0

19

0

3 years ago

Magnificent experience. The crew was very accommodating with the refreshments and hospitality. With calm seas, warm temperatures and cloudless skies, the stars were surely aligned as the sun placidly decended below the horizon. Cool Beans knows how to make things right. read more

Business owner information

Sharon C.

Thank you for taking the time to write such a nice review! We’re glad…

Helpful 1

Thanks 0

Love this 0

Oh no 1

Christine B.

4

13

1

2 years ago

The six of us had a lovely time on the private pontoon boat Sunset Cruise. Jerry was a knowledgeable and friendly captain. We enjoyed seeing the abundant number of birds. I would highly recommend this boating experience. read more

See all

Business owner information

Sharon C.

Thank you for taking the time to write about your excursion with Cool…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Tom C.

0

2

3

3 years ago

Fantastic sunset cruise. Wonderful captain and crew. We will be back with friends and family! read more

Cool Beans Cruises - CoolBeans sunset cruise - Boat Charters Near Me - Naples, Florida

Helpful 0

Thanks 0

Love this 1

Oh no 0

Lots P.

98

28

4

2 years ago

Had a great time. The crew was amazing! I can't believe the drinks were free. I tipped big; everyone should!

Helpful 0

Thanks 0

Love this 0

Oh no 0

Chris J.

0

5

2

2 years ago

Great tour of the Naples/Marco Island area. Very relaxing enjoying spectacular views, saw dolphins, and had complimentary drinks, all at a very reasonable price. Family wants to go again. Will try the sunset cruise next! read more

Business owner information

Sharon C.

Thank you, Chris for taking the time to write about your ceiling…

Helpful 0

Thanks 0

Love this 0

Oh no 1

Tammy D.

0

7

2

2 years ago

Great experience. We booked last minute and it was a great experience. DAVE our captain was very good. He pointed out many things. Took us to a great shelling place and even tried getting some dolphins to play in the wake of the boat. Highly recommend. read more

Helpful 0

Thanks 0

Love this 0

Oh no 0

Corey W.

5

11

3

4 years ago

Had an amazing cruise this past weekend with the girls. Will definitely visit again! Everyone was amazing and Captain Dan was a good sport with our silly group. Mike kept the drinks coming through the cruise and made sure we were all comfortable! read more

Cool Beans Cruises - Ocean view - Boat Charters Near Me - Naples, Florida

See all

Helpful 1

Thanks 0

Love this 1

Oh no 0

Jm H.

0

4

1

1 year ago

Book the Miss Naples instead. It's a bigger, more comfortable and nicer boat, there aren't as many rules other than required by law. Also, the route of the Miss Naples is more scenic. The Miss Naples captain isn't rude and confrontational with paying customers. I was on board recently when he became angry and beligerant with my husband and ME. The group couldn't believe what they were witnessing. He listened in on a private conversation and began berating us, in front of all of our friends, when he could have had a private conversation about a non-situation. Someone had to step in and tell the Captain to LET IT GO! Utterly disrespectful, unprofessional and should be FIRED. Witnessed by many. What a disgrace. Spend your money on Miss Naples. We've had many wonderful, warm nights on THAT catamaran and will only be patronizing them. You have a choice. Don't pay a fortune to get verbally abused and ruled to death. read more

Business owner information

Sharon C.

As the business owner, it is disturbing to read how unpleasant your…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Tayla N.

355

2

0

2 years ago

I would highly recommend using cool beans for your next boat trip! We had a great experience. We took a pontoon boat out with a family of 6 and there was plenty of room and shade. Our driver was very knowledgeable and welcoming! Will definitely book again. read more

Business owner information

Sharon C.

Thank you for taking the time to write about your boating excursion…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Brandi D.

0

2

4

2 years ago

Super easy to book online. Got immediate confirmation of our cruise. The crew was great! Informational also. Got more than just a sunset, got a brief tour of the isle. Will go again! read more

See all

Helpful 0

Thanks 0

Love this 0

Oh no 0

Mark B.

0

7

0

2 years ago

Did sailboat sunset cruise and it was awesome. 5* Magic Mike did get stingy with the included free beer.

Helpful 0

Thanks 0

Love this 0

Oh no 0

Amanda S.

22

166

62

3 years ago

We loved this excursion so much that we decided booked it twice! We were 2 weeks on Marco with the first week with 3 adults, 7, 8, 12 and 14 year olds and everyone had a blast! The next week the young ones left and it was adults and teens. Half our group did the sunset cruise which everyone loved and the other half did the sail and swim. One thing to note is that you can't go to the island with the pristine gorgeous shells in the afternoon because of the tide. The tiger tail beach swim was still nice because we pulled up many huge starfish in the sand at the shore. read more

Cool Beans Cruises - Sailors - Boat Charters Near Me - Naples, Florida

Cool Beans Cruises - Swimming - Boat Charters Near Me - Naples, Florida

Cool Beans Cruises - Cruising - Boat Charters Near Me - Naples, Florida

Cool Beans Cruises - Sunset - Boat Charters Near Me - Naples, Florida

Cool Beans Cruises - Legs - Boat Charters Near Me - Naples, Florida

See all

Business owner information

Sharon C.

Thank you so much for sailing with Cool Beans Cruises! We’re so happy…

Helpful 0

Thanks 0

Love this 0

Oh no 0

Page 1 of 5

See more reviews

More info about Cool Beans Cruises

377 Capri Blvd
Naples, FL 34113
Directions
(239) 777-0020
Call Now
Visit Website
http://www.coolbeanscruises.com

Payment methods

Does Cool Beans Cruises take credit cards?

Yes, Cool Beans Cruises takes credit cards.

Other Amenities

Does Cool Beans Cruises have free WiFi?

No, Cool Beans Cruises does not have free WiFi.

From the Business

Specialties

Escape to the beautiful waters of the Gulf of Mexico to relax and enjoy your sailing experience on your our beautiful Catamaran while watching the abundant sea life and native birds of Southwest Florida. If you so desire, we can stop along one of the many beautiful beaches of Southwest Florida - Keeywaydin Island, a barrier island off of South Naples to swim, explore , and collect shells.

History

Established in 2008.

Started our business in 2008 with a love of sailing the Beautiful waters of the Gulf of Mexico, we wanted others to feel what we feel when we sail and explore wildlife. Our background in customer service with our level of expertise in sailing led us to open Cool Beans Cruises.

Meet the Business Owner: Sharon C.

Business is owed and operated by Captain Kelly and his wife Sharon for over 10 successful years. Our passion for value, high level of hands on customer service , friendly and entertaining staff and making memorable moments for our guests have been paramount to our success.

More Info

Hours

Review Highlights - Cool Beans Cruises

“Captain Kelly and his mate were very wonderful and helped make the sunset cruise a fun and friendly atmosphere!”

Mentioned in 31 reviews

You might also consider

Sponsored

Sand Dollar Shelling

4.8 (50 reviews)

Shelling, Sand Dollar Shelling, Tours, Beach Tours, Fishing Charters, Boat Charter,… read more

Pirates of Marco Island

(17 reviews)

Booked this on a whim and so glad we did! We did the sunset cruise with our 2 kids and we all had…read moreso much fun! They got our kids dancing and made sure everybody on the boat was having a good time. They serve beverages on board which was great! Our kids wanted to do it again the next night. Watching the sunset over the golf was amazing. One of the best things we did on our trip!!

My friends and I declare that the Pirates of Marco Island is our FAVORITE outing...and we all live…read morehere! We had such an amazing time out on the boat for the sunset cruise. For $30 in season, this is a great deal for a 1.5 hour boat ride that leaves from Rose Marina. The boat had about 100 guests on it that night and still didn't feel too crowded. There aren't seats for everyone, but you really do just want to stand along the side of the boat for the best views as you cruise alone the Marco Island canals up to the Esplanade and then out to the Gulf for the sunset. The DJ and cruise director was outstanding, keeping us all dancing and having fun as soon as we stepped onto the boat. The bar serves beer, wine, and a few cocktails, as well as soda and water. The bar line was quite long and slow-moving as soon we boarded, but it opened up a bit halfway through the ride. And definitely bring cash (there's a $3 service charge for using credit cards). We all got off the boat and cannot wait to do this again!

Off the Hook Adventures

(23 reviews)

Love Off the hook! Cory is very knowledgeable and very…read moregenerous with his time and snacks!! The kids love this part of our trip and we make sure to include OFF THE HOOK in our plans every trip to Marco Island

Captain was knowledgeable and accommodating to scheduling and requests to see specific features of…read morethe island, would highly recommend this for your special occasion as a must do on Marco Island.

Sunshine Tours

(44 reviews)

This is our go-to charter every year because they run shared charters. Good boats, good captains…read moreand good fishing. Smaller results this year, but a lot of that driven by the weather. Other years have been outsized catches! Offshore, near shore and backwater all available.

First time trying Sunshine Tour, thought all they did was boat tours, but they also do backwater…read moreand offshore fishing charters. Today we went out and hit sheepshead and a nice keeper redfish at the first stop. Capt. Trent aka "Mr. Try It Again" was awesome, and we have booked again for later this week.

Hemingway Water Shuttle

(27 reviews)

Very satisfied customer here!! So glad my husband booked this excursion to Keewaydin Island with…read moreHemingway Water Shuttle, which is the easiest way to get to the island. The owner and his son so friendly and super generous, allowing for slight detours and stops to watch numerous dolphins swim along marina and the Gulf of Mexico. Saw more dolphins on this trip than the ones we paid exclusively for dolphin watching. The shuttle is pet friendly. As a matter of fact, our Captain was a puppy Australian Labradoodle, named Jack . Best captain ever!! Gentle and friendly. He kept a close watch for the dolphins. Highly recommend Hemingway Water Shuttle.

We have taken the Hemingway water shuttle 2 times now and it was amazing each time. It is a…read morewonderful family run business. Everyone is super welcoming. It's not just a shuttle it's like a little guided tour out to the island. They are also great with kids! I can't forget Jack being the perfect host! Oh and so many great shell finds!!

Sand Dollar Shelling

(50 reviews)

We took two tours with Sand Dollar Shelling. We went to the 10,000 on the first day and did a…read moreprivate tour that left out of Naples the next day. The tour guides were absolutely wonderful. They were very professional and knowledgeable. Everything was smooth from booking to checking in. Top notch. My husband even found the "holy grail" of shells...that's right a Junonia!!!!!!

I chose this particular boat tour due to the rave reviews…read more First of all there was no stand or building where they are located, so we walked around the parking lot and shopping center until we could get in touch with the driver. Turns out you just have to look for their truck in the parking lot. That wasn't made clear at the time of booking. It was a fine boat ride, but felt more like a water taxi than a tour. We saw dolphins on the way to go shelling which was neat... but so did every other boat in the vicinity. We only had about 1.5 hours to go shelling which wasn't nearly enough time. Keewaydin Island was beautiful but we didn't have time to enjoy it. After our boat taxi ride was over we tipped the driver $30. Mind you this ride didn't include food, drinks (other than water) or snacks. A day later we got an automated email asking us for a tip (if we hadn't already). Mind you we did NOT take a private tour- it was two groups of 3 people. The email said: "If you have not tipped * Boat captains often rely on tips as a significant part of their income, particularly in the tourism industry where tipping is customary. A 20% gratuity or Minimum of $100 per Captain on Private tours is customary for this type of tour. If the captain was amazing feel free to tip more." Excuse me? We paid $370 for 2 adults and 1 child for a less than 3 hour excursion to Keewaydin Island. They were expecting an additional $50-$75 in tips? This was by far the most expensive boat "tour" we've been on, and we've done many- Italy, Mexico, Zimbabwe, Hawaii, California, Maine, and three others in Florida. I wrote the company an email bc they send out 2-3 emails afterwards asking you to leave a review... and if it's not 5 stars to email them directly. They never responded. Two sets of my in-laws were wanting to go on a tour in the coming weeks and we told them both not to waste their money on Sand Dollar Shelling. So now I'm telling you too.

Key West Express

(12 reviews)

I don't normally take the time to write reviews unless service was exceptional or awful. this one…read moreis due to above and beyond every step of the way. from the time we got there staff could not of been nicer. ease of the entire experience, and this includes a canceled trip due to weather. refunded and actually got to talk to someone on the phone. honestly just great all the way around.

Imp,ractic J0kers and other shows of people getting hurt played on TV. So far that is allTthey've…read moreshown. These shows are totally inappropriate for a day cruise. They feature people getting hurt or humiliated for laughs, which kills the relaxed, fun vibe people come here for. It's uncomfortable to watch, and super hard to ignore. It doesn't belong in a setting meant for enjoyment, this low brow cringe. Sat in a puddle in the open seat upstairs. Grumpy am attendants. The captain was very nice and gracious and so were most of the employees on the boat. Food is toxic factory food on PFAS paper plates l, PFSS Styrofoam cups, etc.

Keewaydin Island

(14 reviews)

Oh, you want to go to Keewaydin?…read more I would rent a boat. I would also recommend purchasing a boat, if you have the means. If you do not have a boat, there are plenty to rent - coming from Naples that is. I'm sure Marco Island has boats too. Don't like boats? Get personal with a jet ski or...stand up paddle board? Just don't plan on walking there. I would arrive early. When the weather is nice, the non-gulf side unofficial watercraft parking lot fills up quickly. I must have gone up and down the bay side 7 or 8 times trying to muster the gusto to park my rental boat in between (what looked like) very expensive, very owned boats. Even tried to park a boat in water thats moving? You can't inch up to it...its all or nothing. Good luck. Should you prove conservative in your boat parking endeavor, the "gulfish" side has plenty of room to throw and anchor and swim up. There are too many people swimming on that side to ram a boat up the shore. This is the route we opted for. Note: make sure your anchor is secure. Otherwise, you will be eating tuna from a pouch and having hummus and pita chips in such a nonchalant fashion that you won't really notice you are drifting....into the sandbar. That area is very not deep. Get on the island, hang at the beach, grab shells, and mingle with other boat people. Observe the many happy puppies in the water. Visit the food boat and enjoy burgers, grouper, and beer. Look to the gulf side and you can see into forever. Look on the bay side and I challenge you to find a car or truck (or road) anywhere nearby. As busy as it is at times, it is very peaceful. While we were here, the weather was stellar, the storms were to the north (Naples) and we had a fantastic show to watch while still basking in the warm sun's warm sunny warming glow. Now reapply your sunscreen, because your back (like mine) will get burnt in very little time. Keewaydin is a clear watered, soft sanded, and very relaxing escape from the 'ness of everyday life. Be on a boat. Escape the 'ness. Go to Keewaydin.

WOW! What an Island! After renting a boat we decided to spend our day here and we could not have…read morehad more fun! This spot has everything to offer from Flat Soft White Sand, Oodles and Oodles of Seashells, Starfish Sightings, Pup Friendly, and FOOD BOATS!! Yes you heard correct; a handful of Food Boats anchor up at this Island for your enjoyment! This Island itself is 7 miles long with endless actives to do! Most people bring their own entertainment such as Games- Grills- Booze- you can pretty much bring anything you want to fill your day! I would recommend taking Beach Chairs, Your Furry Baby, Umbrella, Frisbee, Any kind of Water Sport Games, and an Endless Supply of Booze & Snacks! Everyone was super friendly and interacted with each other! The Island does get pretty busy by 3pm we were side by side with boats lined up and down the whole River Side! On the Island you have the River Side aka where all the boats anchor up and then on the other side is the beach. There are trails that go from one side to the next; Be Very Careful of the small Thorny Stickers! They like bare feet and will cling onto you! We found so many different shells, sand dollars, and starfish on the beach side! There is a small sandbar also over there making for a leisurely walk in the Ocean! The Food Boats!!! This is the first time I have ever experienced a Food Boat and by how much I love Food Trucks I was over the top excited to see these! They sell anything and everything from Ice Cream, Brats, Burgers, Grouper Sandwich, Chicago Dogs, French Fries, Nachos, Grilled Cheese, Bloody Mary's, Long Island Iced Tea, Rum Runners, Beer, and Much Much More! The drinks are strong and the prices are great! Much better than Food Truck prices in SoFL! Most all of them accept cards! In a nutshell we had an absolute blast and if we lived on the West Coast this would be a weekend event for us for sure! You can not miss such an Awesome, Beautiful, Scenic Island! You are sure to have an amazing day!!

Capt Ron's Awesome Everglades Adventures

(28 reviews)

Captain Ron is THE BEST in the business. Always safety first and he tailors the trip to the skill…read morelevel of his riders. I've been on several trips with Ron from a 3 hr ride out of Goodland to a 3 day technical ride on the Suwannee. If Ron is available, he is your Guide.

We have done this tour twice now with Captain Ron and really enjoyed it. Capt Ron is big on safety…read moreand making sure his group is well cared for. He knows the area extremely well so if you have special requests like I want to see a turtle or dolphin, he knows where to take you. He does a great job of pointing out uniquenesses in the area. On our last trip, the water was so calm it was like glass, reminded me of our MN lakes. It made for fast, fun, smooth trails through the Florida mangroves. On a long straightaway, I got up to about 60mph, fast enough for me. I liked the weaving better. Our group size was 4 plus Capt Ron so it was perfect for staying together. Hope to do this again.

Why does Yelp recommend reviews?

Hundreds of millions of reviews are posted on Yelp, and our automated recommendation software works in the background to showcase the reviews that it …

24 reviews that are not currently recommended

The reviews below are not factored into the business's overall star rating.

Erika H.

0

1

0

5 months ago

Our sunset sail with Cool Beans was the perfect ending to our Marco Island vacation. There were seven of us, including three kids aged 10, 8, and 8. We were joined by just one other small group of four, so it almost felt like a private tour. The location was easy to find, we arrived a little early as requested- filling out the paperwork was quick and straightforward. First Mate Kyle offered his hand from the dock to the deck and Captain Patrick warmly greeted each of us. From the moment we stepped aboard, both men were absolute gentlemen. Once aboard, Captain Patrick introduced himself and shared his personal sailing experience, which not only put us at ease but was also very fascinating. He emphasized safety and carefully explained the necessary precautions ensuring we all felt secure and prepared for our journey. First Mate Kyle was attentive, always ready with a refill, ensuring our glasses were full as we enjoyed the beautiful scenery. The two hours spent aboard the boat was incredibly smooth and calming, we had plenty of space to walk around the boat freely. Captain Patrick positioned the boat just right for the sunset, First Mate Kyle took photos of everyone with the perfect sea and sky backdrop. We were treated to champagne as Captain Patrick gave a heartfelt speech that made us all feel deeply connected--not just to each other, but to the boat, the water, and the world around us. It was such an endearing, memorable moment! We were fortunate enough to witness a green flash- a rare, fleeting phenomenon where the top of the setting sun briefly appears green just as it dips below the horizon. So cool! Overall, it was definitely worth every moment, and we would love to sail with Captain Patrick and Kyle again! Highly recommend this experience for anyone looking to enjoy a beautiful sunset on the water. Cheers! read more

Karen S.

0

1

0

2 years ago

We took a Day Sail out of Isle of Capri! This was my third Catamaran ride with Cool Beans and I will do it again and again! A shout out to Captain Patrick- a true professional - his knowledge and expertise put us all at ease! He was kind and attentive to our every need all while placing safety and quality first! Our trip to the Island where we could get off the boat and swim and shell was extraordinary! Captain Patrick's first mate Marshall was fun and interactive along with his knowledge of the area added to this special trip. There was also a sweet man training and he couldnt have been kinder! He knew a lot about wildlife and was willing to share with my grandsons. ( sorry I can't recall his name). We highly recommend both the day and sunset trips. Great team on the Catamaran! Thank you all! Karen S read more

Kristen N.

172

1

2

7 years ago

My friends and I went on a day sail with Cool Beans and had the best time! We found them on yelp and wanted to experience it for ourselves. The boat was spacious and very clean, and even has 2 bathrooms onboard! We relaxed in the sun on the netting upfront. The captain and crew were fun and very accommodating. They dropped anchor in the Gulf of Mexico at Keewaydin Island for about 30 minutes to go shelling. Just know that you must get into the water and swim to shore. The price is reasonable for what you get.... beer, wine, soda and water. We will definitely be back! Thanks Cool Beans for making this experience the best part of our trip. We'll see you soon! read more

Barbi A.

0

2

0

8 years ago

We would like to thank Captains Kelly & Dan for helping make our friends' 50th Anniversary Special Day so wonderful, and setting up such a great sunset too! Captain Kelly was always quick to respond to our questions/emails, which was greatly appreciated, since we were planning a full day of fun events. Cool Beans is a very comfortable catamaran, with lots of seating both indoors & out. Their service with beverages (quality stuff...not 2 $ chuck or low shelf offerings) as well as the shrimp cocktail were all done efficiently, with plenty to offer and no one going thirsty;-) We highly recommend Cool Beans for your next cruise while in Florida! read more

Kathy T.

19

2

0

7 years ago

We had an amazing afternoon sailing with captains Josh and very soon to be Master Captain Daniel! Captain Josh made sure we saw plenty of Florida wildlife (dolphin, stingray, osprey) while Daniel was incredibly informative regarding history of the surrounding area of Isles of Capri and Marco. We have cruised with Cool Beans three times now and continue to be impressed by the cleanliness of the boat, the professionalism of the crew and efficiency of a company well run. We live in the area but love to bring guests along with us on Cool Beans because we know it's always a great time! read more

Carissa C.

0

1

0

3 years ago

We booked the Lil' Beans private pontoon for a Bachelorette evening and absolutely loved it! The excursion was perfect. Captain Dave took us down waterways to see some of the homes that line Marco Islands channels. Stopped at a secluded island to take some pictures of the sunset and finished the evening on the water against the beautiful sky colors. The boat was very clean. The weather was perfect. Excellent value! Definitely recommend. It was the relaxing evening we wanted to start off our weekend in Marco. Thanks, Captain Dave and Cool Beans Cruises! read more

Taylor D.

151

33

149

10 years ago

FUN. FUN. FUN. Cool Beans Cruises is the best experience since moving to the Fort Myers/Naples area. Everything about the boat trip was nothing less than spectacular. It was such perfect weather, the captain was hilarious and was the perfect combination of letting you relax and coming around to talk a bit. We even were brought close to the beach so that we could jump off into the ocean and swim for a while! Would recommend to anyone and everyone who is looking for a fun getaway!! read more

Arlene G.

0

1

0

8 years ago

Know what makes a business stand out? In the middle of spring break peak season they get right back to you and you get 5 slots on a day cruise when you really wanted the sunset cruise...they find that out and you get a call when someone cancels and you make it to said sunset cruise. Beautiful weather, beautiful boat and a wonderful time. Shrimp cocktail, champagne toast and dolphin sightings for the win. Thank you Cool Beans Cruises! read more

Kellie Q.

209

18

75

10 years ago

All I can say is: SO. MUCH. FUN. Cool Beans Cruises was one of the best experiences I've had since moving to the Fort Myers/Naples area. The catamaran ride I went on with my boyfriends family was nothing less than spectacular. The boat captain was top notch, free beer and wine included, and even let us jump off the boat into the ocean! Would recommend to anyone and everyone who loves a fun, relaxing, enjoyable catamaran ride!! read more

Kay S.

17

2

0

10 years ago

We had an incredible afternoon with Captain Paul and First Mate Daniel, on our first ever sailing excursion! Cool Beans Cruises hospitality and professionalism are beyond compare. The trip gave us a whole new perspective of our gorgeous surroundings from dolphins to lovely secluded beaches to the majesty of the sails being unfurled! We highly recommend this wonderful adventure! read more

Joann S.

0

1

0

2 years ago

Our 2 hour sunset pontoon cruise with Cedric was amazing. He was so personable and knowledgeable of the area, the water, the plant life, birds, dolphins, manatees, etc. We enjoyed every single minute of it Sean was also very pleasant to deal with making our reservation. He was professional and friendly. We are happy to recommend this company for their cruises. read more

Lisa N.

2

7

2

5 years ago

What a fabulous time! We enjoyed the smaller passenger size and wonderful tour of the area. Our capt kept us smiling and safe. Weather was brewing that brought us in about 30 minutes sooner but it didn't dampen our spirits or the evening. We enjoyed an amazing dinner after at the Osteria Capri! Simply an awesome time for which I would highly recommend. read more

Diane C.

0

1

0

6 years ago

What a wonderful experience! Beginning with our initial call-Sharon was friendly, courteous and very helpful. Once onboard, Captain Kelly showed us a fun evening. He was quite knowledgeable and what a host-Our glasses were never empty! We viewed dolphins, enjoyed a smooth ride and even saved my hat that had blown overboard. Can't wait for our next trip read more

Rose L.

0

4

0

5 years ago

What an amazing adventure. There were 18 of us celebrating the marriage of dear friends on the sunset cruise. It was perfect. Capt. Kelly and crew were fun, informative and made the trip extra special for all of us. I highly recommend this company and to take the sunset champagne cruise. It was spectacular. read more

Kristen H.

0

1

0

2 years ago

10/10 would recommend Cool Beans Cruises. We did their sunset sailboat ride, and it was absolutely beautiful. The staff was very professional and made it an enjoyable experience for all. I hope to sail with them again in the future. read more

Dr. Michael S.

0

4

0

9 years ago

We highly recommend this amazing adventure to anyone who is a local or a visitor! The experience of sailing is so exciting and it is provided in a professional and fun manner, thanks to Captain Kelly and his wonderful staff! read more

Elizabeth S.

0

4

2

2 years ago

Captain Jerry took us out for a private charter and we had such a great time. Everything from booking to departing was fantastic. Great company and we had a fabulous time watching rays, dolphins and the water read more

joyce b.

0

1

0

2 years ago

We had a great experience with Cool Beans on 8/10/24 ! Beautiful day, wonderful cruise and a great time was had by all! Thank you for making our first trip to Marco Island enjoyable! read more

Sandi S.

0

1

0

7 years ago

I have been on the sailboat cruise many times and it is absolutely great! I loved Daniel's history lesson and knowledge of shells!!!! I highly recommend this cruise!!! read more

Denise D.

0

1

0

1 year ago

captain Patrick and first mate Marshall made our trip so wonderful that we booked a 2nd trip for the very next day!! very accommodating to everyone on the boat!! read more

See more unrecommended reviews

Cool Beans Cruises - boatcharters - Updated May 2026

People found Cool Beans Cruises by searching for…

Browse Articles

Articles by date

People who viewed Cool Beans Cruises also viewed

Gulf Breeze Charters

7 reviews

Sweet Liberty Catamaran Sailing & Boat Tours

67 reviews

Off the Hook Adventures

23 reviews

Naples Princess

136 reviews

Naples Water Tours

45 reviews

Capt Ron's Awesome Everglades Adventures

28 reviews

Six Chuter Charters

30 reviews

Naples Nantucket Yacht Group

5 reviews

Pure Florida

265 reviews

Treasure Seekers Shell Tours

42 reviews

Cool Beans Cruises

Request quote & availability

Services - Cool Beans Cruises

Cool Beans Cruises Photos

You might also consider

Recommended Reviews - Cool Beans Cruises

Reviews With Photos

More info about Cool Beans Cruises

Payment methods

Other Amenities

Ask the Community - Cool Beans Cruises

Review Highlights - Cool Beans Cruises

You might also consider

Why does Yelp recommend reviews?

24 reviews that are not currently recommended

Cool Beans Cruises - boatcharters - Updated May 2026

Browse Nearby

Browse Brands

Related Cost Guides

Related Searches in Naples, FL

People found Cool Beans Cruises by searching for…

Trending Searches in Naples, FL

Browse Articles

People who viewed Cool Beans Cruises also viewed

Cool Beans Cruises

Request quote & availability

Services - Cool Beans Cruises

Cool Beans Cruises Photos

You might also consider

Recommended Reviews - Cool Beans Cruises

Reviews With Photos

More info about Cool Beans Cruises

Payment methods

Other Amenities

Ask the Community - Cool Beans Cruises

Review Highlights - Cool Beans Cruises

You might also consider

More businesses like Cool Beans Cruises

24 Cool Beans Cruises reviews that are not currently recommended

Why does Yelp recommend reviews?

24 reviews that are not currently recommended

Cool Beans Cruises - boatcharters - Updated May 2026

Browse Nearby

Browse Brands

Related Cost Guides

Related Searches in Naples, FL

People found Cool Beans Cruises by searching for…

Trending Searches in Naples, FL

Browse Articles

People who viewed Cool Beans Cruises also viewed