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Hemingway Water Shuttle

4.9 (27 reviews)

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Tobipitu R.

Family run business. Really friendly, took the time to get all passengers familiar with Marco Island and some of the history. We ran into some dolphins and captain stopped for us to take pictures and appreciate the moment. Their dog Jack was onboard - adorable!

John David F.

What a great time! We did the Keewaydin Island trip! The two people running the trip were very nice people. My girlfriend and I were in town for vacation and had arrived only about an hour or so earlier. We were at lunch a few minutes away talking about things to do when we came across this one. In our mind, there was no way we could get to the 1:30 trip in time. But with a call and a little patience on the Hemingway's side, they accommodated us for the trip. They stop the boat and talk about things with the island as well as some wildlife and sea creatures (dolphins, turtles, etc). Once we got to the island we were blown away by how private-esque it seemed. Thanks so much for accommodating us and making the first excursion we went on during our vacation in Marco Island, one of our favorites!

Captain Jack
Randi M.

We were looking for something to do in Marco and came across Keewaydin Island. I booked this online 2 days before and it was an easy process. We were staying in an Airbnb right behind the marina so it was easy peasy for us. The ride to Keewaydin was slow so we could see the marine life and enjoy Capt. Jack!! Val rolls out a ramp to walk off the boat once you get to the island. The island is gorgeous and a perfect relaxing/shelling spot. Make sure you bring plenty of sunscreen!! I'm already planning our next trip to Marco, and you can be sure Hemingway Shuttle will be on that trip.

Highly recommend owners are super friendly and always stop the boat so we can see the dolphins and captain Jack is the cutest captain ever Thank you Hemingway I had an amazing time...

Looking out headed north ... I think :)
Daniel O.

It was great. They are very accommodating as you are allowed to bring your dogs on board. They know the area well and are full of interesting tidbits about Marco and Keewaydin. It's a quick 30 minute ride and there are frickin' dolphins swimming alongside you. I highly recommend it

Christina B.

Another awesome trip out to Keewaydin Island for my shelling! Something very magical about going out to a private and serene island! Steve and Val are very knowledgeable about the local area and wildlife! Thx Riley the dog for helping find all those dolphins! Make sure you bring your appetite! There's a food boat, Best Burgers, that serves up a great burger! And a ice cream boat for everyone! See you again guys!!

We had a fabulous trip! Captain Jack kept an eye out for dolphins the whole time. Val was very knowledgeable about the area and made sure to point out everything. Captain Steve got us to the perfect shelling spot. Highly recommend!

Our Captains: Steve and Val Hemingway

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6 years ago

The nicest couple. They are happy to help in any way to make your trip the best it can be.

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8 years ago

Great way to get to Keewaydin! The whole grew was so friendly and great guides. Highly recommend!

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Ask the Community - Hemingway Water Shuttle

Review Highlights - Hemingway Water Shuttle

“So glad my husband booked this excursion to Keewaydin Island with Hemingway Water Shuttle, which is the easiest way to get to the island.”

Mentioned in 7 reviews

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Sand Dollar Shelling - Two shells

Sand Dollar Shelling

(63 reviews)

This was our first experience doing a shelling tour and chose Sand Dollar Shelling because of…read morefamily members who have taken tours with them. We are so happy that we went with this company because they deliver above and beyond the expectations. Our tour guides were Joey and Taylor Nadotti who were very knowledgeable about the area and what to expect and look for while we were on the boat. I really enjoyed both of them and we will definitely be back to tour again and will definitely be requesting them for our tours. Taylor walked the islands with us and found us all kinds of unique shells, sand dollars, and conch's. Joey turned the boat around so that the dolphins would play in the wake. He also kept us all informed about any weather conditions that might have affected our trip and diverted us to another location while the storm passed by and then finished our excursion. We got to watch the sunset over the Gulf and then a beautiful ride back to the dock. If you're looking for something that is very exciting and informative, then you have to book with them. Our granddaughters fell in love with them both.

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.

Conrad Joe Charters

Conrad Joe Charters

(3 reviews)

Tony and Ellen were fantastic hosts! Conrad Joe was clean, modern, spacious and just the way to…read morecelebrate the Fourth of July! My now fiancé had been working secretly with Ellen for months planning a 5 hour sunset Fourth of July cruise for the two of us. When I walked onto the boat I even thought Tony and Ellen were family friends I've never met as they were so welcoming and treated us as if they've known us for years. I was nervous at first as since it was a surprise I hadn't packed any food or sunscreen and to my excitement Ellen had taken care of it all! She had variety of healthy appetizers set for us as well as sandwich platter and a bottle of sparkling wine. Although we did bring beer and a bottle of champagne I thought it was sweet of them to supply us with another bottle. They took us to the dome homes and gave us a brief history on the architecture and location of the now abandoned yet oddly beautiful landmarks. We cruised around and took in the Florida sunset as we anchored up in the perfect location for the fireworks off of Marco Island. Since Tony has extensive expierince with boating and the local area, he knew exactly where to take us to be close enough for a great view, but far enough from the boating masses. They also had a co-captain on board (Calvin)who shared stories of his life travels and casually snapped some amazing photos of my fiancé and I, memories I would not have been able to capture. We have already booked our trip back to Naples, and will be reaching out to Ellen and Tony for another visit!

There is not a better sunset experience on Marco Island than cruising with Tony and Ellen aboard…read morethe Conrad Joe. Tony is a master captain and Ellen is the consummate hostess. They provide an amazing cruise, fantastic snacks and beverages, and wonderful company. Don't miss out on this trip!

Hemingway Water Shuttle - boatcharters - Updated October 2026

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