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    Sail Away

    5.0 (39 reviews)
    Closed 9:00 am - 5:00 pm

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    Jason-Matthew G.

    "Awesome tour! Captain Bryan is friendly, charismatic, and accommodating. We would go again and again just to hear his stories against the backdrop of the sunset. Highly recommended!"

    Aislynn M.

    Sailaway with Captain Brian was awesome! He was all about making sure we had a great time! We learned a lot about the area and had a ton of fun! Would definitely go again...maybe tomorrow!

    Angela M.

    Captain Brian is the best. This was our third time sailing with him and we had an amazing time. Saw lots of dolphins and a gorgeous sunset while listing to our favorite tunes and enjoying our beverages. He knows so much about Destin and we learn something new everyone we see him. Highly recommend! We will be back!!!

    Thomas M.

    Bryan, you rock! Family had an amazing time. It was educational, fun, casual, comfortable and gorgeous. Thanks for being highlight of our trip!

    Sheena H.

    What a great time! We met up with Captain Brian at the Marina Cafe and were sailing in less than 10 minutes. Boat stocked with coolers so we could bring snacks and water, iPod dock so we could play our own tunes and more than enough space for us to spread out. Got to experience a beautiful sunset over the bay, and multiple pods of dolphins. We even saw a manta ray! Capt Brian even had fishing rods and we had the opportunity to reel in a mackrel! Great catch and release experience for my husband! Brian was knowledgeable about the area and sailing was smooth. We will definitely be back!

    Boat in Destin

    The most amazing 30th wedding anniversary celebration!Captain Bryan was sure to point out the different types of birds and was great at finding dolphin. This was the highlight of our trip to Florida!

    Sunset cruise

    This experience was everything I had hoped for. It was so relaxing and the views were breathtaking. Captain Bryan shared his knowledge of Destin's history as he navigated us through the sunset cruise. The private setting was so worth the cost as we are quiet people and not trying to be elbow to elbow with a bunch of strangers. I would give 10 stars if u could!

    Brain was great, very attentive! Boat was newer/very clean. We had an amazing time, we ended up doing it all over again the next day. Great price, awesome experience, 10 out of 10 recommend!!

    Charles F.

    Absolutely wonderful start to our trip in Destin. Growing up, about 15 years ago, my family and I took private charters with captain, Bryan, so it was very fun to take a private sunset Cruise with my wife for our babymoon. Bryan was so friendly and full of information, he is truly an experienced captain. He accommodated us in everyway possible and knew where all of the good spots around Destin were. We went to crab island, snorkled, went sea-shelling, dolphin watching, fishing and topped our time off with a beautiful sunset. We highly recommend this to anyone looking for an awesome experience while in Destin. Also, very affordable for the privacy and experience.

    Teresa B.

    We sailed with Brian tonight and it was an awesome experience. He was a great guide and sailor. It felt like we were sailing with a friend. We saw dolphins playing and he told us about the various sites we were passing!! Highly recommend!!! Would do it again, no question!! Thank you!!

    Tracey K.

    Capt. Bryan has been sailing Destin waters for years - he will customize your trip to include snorkeling, visiting Crab Island, or in my case, seeking out the best sailing. What a wonderful way to enjoy the waters of the Emerald Coast! It was delightful to return after ten years and feel like a friend was taking you out for a sail. Take snacks and drinks, a bathing suit if you want to swim, and get ready to see dolphins, eagles, herons, turtles, all the beautiful boats on the water, and interesting aircraft as well.

    Captain Bryan

    Amazing trip! Absolutely the best, would not have wanted to spend the day any other way. Safe, beautiful, an adventure! We will be back.

    Sunset cruise.

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    7 years ago

    Captain Brian was great! Our boys spent some time snorkeling and we enjoyed the amazing weather and views. Wonderful sunset cruise!

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    9 years ago

    Great experience. Went out for sunset cruise saw a ton of dolphins. Captain was great even when weather turned. Overall fantastic!

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    Ask the Community - Sail Away

    Review Highlights - Sail Away

    Captain Bryan shared his knowledge of Destin's history as he navigated us through the sunset cruise.

    Mentioned in 19 reviews

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    Beach Weekend

    Beach Weekend

    3.9
    (26 reviews)

    We rented for a special occasion ! This was our 4th time renting from beach weekend ! It was our…read morefriends sons graduation trip and this was supposed to be best day of the 6 day stay with us on emerald coast . I speak highly of beach weekend because the kids working the docks are always so nice and accommodating . But this time we waited 20 mins with our dolley cart loaded while everyone working inflated floats for customers and walked around ...... we were just about to say something then someone walked up to give my hubs the boat walk through . This time we didn't get a boat with the complimentary huge cooler . It was a smaller boat . Too late to switch but ask for that one if you can because it's nice transferring everything to there big cooler and not have 5/7 yetis on one pontoon . This trip the boat we rented broke down 1/2 way to crab ..... it delayed us over an hour waiting for new boat . We swam around where we were parked and chilled. Totally fine and happy waiting in gorgeous clear water off oakaloosa . When they came to replace it we had to unload current boats bags and coolers for 10 people to new boat . Not bad but kinda added more time to find where everyone's stuff was after we quickly moved . We were kinda annoyed he said we could have an extra 30 mins added to our trip . We told him we were delayed over an hour so he said 1 hour passed our time scheduled to return ...... It's likely we will rent from them again in July because of all the great experiences we've had in the passed . They do military discounts and it's pretty reasonably priced . Plus they drive the boat out and in the marina for you...... I would have been happy if they gave us more then an additional hour that we missed or a discount on the next rental ..... we got there at 10:30am . 30 mins before our check in time . But we legit didn't get to crab till after 1 between waiting to load then the boat beeping and stalling out 1/2 way there .

    Our group had fun but definitely were not satisfied with the experience. I'm giving it 2 stars due…read moreto it being easy to book, comparable in prices to other companies doing the same thing, and every employee we encountered was nice & friendly. The reasons it wasn't 5 stars was mainly due to the equipment you get. The boat is your typical double decker pontoon boat with a 115 on it. The problem was that the propeller was so worn out that we weren't able to drive it like we should have. Took almost an hour to get to crab island from their dock. We were getting passed by all sorts of boats with the same & smaller motors like we weren't even moving. To make it worse, they don't have speakers on the boats and suggest you rent their TurtleBox speaker. No problem right? We spent $50 to rent it only for it to die in less than 2 hours. We called back to the receptionist to let them know about our issues. After a little time they said they would refund us 50% of what we paid plus take off the $75 Lilly Pad rental. About 2 hours later I got an email saying that I was refunded a little over $181. So they felt refunding $181 out of our $1362 bill was going to be okay. Wouldn't recommend this company, bring your own boat or use someone else.

    Buccaneer Pirate Cruise

    Buccaneer Pirate Cruise

    4.5
    (136 reviews)

    An interactive, fun experience for families that have young children. I even noticed preteens…read morehaving a blast. Unfortunately, for myself and my family we were sold on this idea of a pretty cool pirate ship that tours the island of Destin. Not at all with this ship does. This cruise is solely intended to entertain children while you explore a small area of the waters for example passing crab Island starting just a short distance away from Harbor Walk. We were lucky enough to see a dolphin take a quick flip above water, but if you blinked and missed it, which some people in my group did, then you missed it but it's not advertised as part of the experience so for those of us that saw it, we were lucky. I do find that there are many dolphins and you get to see them probably any day you're on the water. The ship is exceptionally clean, and I loved the laboratory facilities. Not your typical tiny bathrooms that you find on a boat. We did order the fast on boarding Tickets, which I did not feel were necessary. No one asked us for it and when we got to the ship, we were instructed to walk to the front just like everybody else and had to wait for one family to board ahead of us as they only board one group at a time. In my mind that family did not have a fast on boarding, however, who knows. We were not asked for the Pass and there was no line or sign to indicate what side to stand on if you had a fast on boarding. Maybe this is more valuable during peak season but definitely not now.

    We did this cruise in June 2026. Our two 5 year old grandsons had a ball. The pirate actors were…read moreincredible and believable. The kids participated in sword fights, water gun fights, a treasure hunt and more. This is a must do with kids. It is action packed the whole time and well worth the money!

    Southern Star Dolphin Cruise

    Southern Star Dolphin Cruise

    4.3
    (158 reviews)

    Had a great experience with this company in Destin. A group of friends and I traveled to Florida in…read moreFebruary and there wasn't a ton of options that early in the season for boat cruises but southern star was open lucky for us! Very convenient location at the boardwalk. We booked for 7 of us ahead of time (about a month ahead of time online) with no issues. They started the cruise right on time and there was plenty of seating on a dual level boat. They took us out into the harbor for dolphin watching. The crew said there was no guarantee to see dolphins but they were very confident we would get some action and they were right! We saw SO many dolphins and they came so close to the boat, swimming in their schools. It was so cool. The crew member manning the intercom was also giving tips during the ride for how to attract the dolphins closer. We also saw a beautiful sunset. It was a great time. Would definitely recommend dolphin/sunset cruises through them!

    It was our first visit to the area and we wanted to do a boat cruise but had our 1 year old…read moregrandson with us. We decided to do the sunset boat cruise and it was perfect. The boat had indoor/outdoor seating, along with restrooms and snack stand. We sat on the upper deck the majority of the cruise had great views and our captain was awesome spotting the dolphins and turning the boat around so both sides could see. They also have a spot on the tour where the birds follow the back of the boat looking for snacks, you can feed them chips. It was gross but cool at the same time. My grandson loved it. We had great views of the harbor and sandbar, plus some awesome dolphin sightings.

    Sail Away - boatcharters - Updated August 2026

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