Discover the stunning beauty of Naples, Marco Island, and the Ten Thousand Islands with a local expert at the helm! Let Captain Jeremy guide you through pristine estuaries, hidden beaches, and crystal-clear waters.
"Our guide was extremely hospitable and the diversity of panoramic vistas from the mangroves, the private beach, the pods of dolphins which were frolicking around, ending with the majestic sunset truly was both inspiring and calming." — Sheila,
- trips fromUS $350
Naples Yacht Rental
Naples+7Experience the ultimate luxury on the water with Naples Yacht Rental, a beautifully restored 2001 Uniesse 42 Open Motor Yacht based in stunning Downtown Naples.
"Captain Paul and beautiful stewardness Maggie were so awesome." — Judith,trips fromUS $1,800Mar Brisa
NaplesStep aboard Mar Brisa, a brand-new 2024 SunTracker Party Barge Pontoon, and experience Naples from the water like never before.
"This experience was absolutely wonderful in every way. The location and parking were convenient, and the communication from the captain was clear and helpful." — Payal,trips fromUS $380Sea Chase Rubicon
Naples+4Experience the ultimate adventure aboard Sea Chase Charter, a 2017 Pursuit DC325 Dual Console based in Naples, perfect for up to 10 guests.
"Michael and his assistant were fantastic. We had several kids ages 10-16." — Dennis,trips fromUS $1,465Artistic Angler Charters
Naples+2Explore Naples in Style with Artistic Angler Charters! Discover the captivating beauty of Naples, Florida, with Artistic Angler Charters.
"This was our second time with this captain, and we will definitely always choose this charter." — Rehanon,trips fromUS $300Sea Chase Marquiz
NaplesExperience luxury on the water with Sea Chase Charter, a beautifully restored 2007 Marquis 55LS Motor Yacht. Based in stunning Naples, this vessel is perfect for up to 13 guests, offering a blend of elegance and adventure.
"Captain Bob and First Mate Jill were absolutely wonderful. We boated all through the Gordon River and Port Royal and then into to the Gulf for a really fun time swimming." — Caroline,trips fromUS $2,250- +4
Dancing Queen Boat Charter invites you to experience the beauty of Naples in style aboard a luxurious 2023 Chaparral OSX 300 Cruiser.
"Captain’s Billy and Eddie were both amazing! Billy captained the boat like an absolute pro and Eddie was equally as skilled at ensuring our groups’ every need was met!" — Denise,trips fromUS $550 - +3
Step aboard Pursuit of Hoppiness Charters, a sleek 2021 Crownline 252 EX Bay boat perfect for unforgettable adventures on the waters of South Jersey.
"We rented the boat for a 4 hour cruise and hang out at Keewaydin Island in FL!" — Isabella,trips fromUS $475 Island Girl Tour
Naples+3Set out on the beautiful waters of Naples aboard Island Girl Tour, a 2006 Key West 210 LS deck boat designed for comfortable, memorable days on the water.
trips fromUS $300
Top Keewaydin Island Destinations
Frequently Asked Questions about Boat Tours in Keewaydin Island
- 2-hour boating trips – US $412
- 3-hour boating trips – US $1,385
- 4-hour boating trips – US $1,630
- 5-hour boating trips – US $2,274
- 6-hour boating trips – US $2,254
- 8-hour boating trips – US $900
- 2-hour boating trips – US $412
- 3-hour boating trips – US $1,385
- 4-hour boating trips – US $1,630
- 5-hour boating trips – US $2,274
- 6-hour boating trips – US $2,254
- 8-hour boating trips – US $900
What people said about boating in Keewaydin Island
- 5.0/5(4 Hour – Island Hop & Beach Day)
Best Time - Snokeling & Fishing
You can request shelling, snorkeling, fishing, lounging, etc. Our Captain budgeted our time so that we could do it all.
- 5.0/5(3 Hour – Naples Cocktail Cruise)
We had dolphins following our boat!
Be sure to take an Uber or give yourself plenty of time to walk from a nearby lot. No parking at dock.
- 5.0/5(2 Hour – Boat Cruise)
Captain Christina rocks!!!
Definitely recommend for friendly fishing….my son and I both caught and he brought us home dinner. Captain Christina knew exactly where to go and was a great help the whole way through!!!
- 5.0/5(2 Hr – Sunset and Dolphin Tour)
An unforgettable sunset sail with an outstanding captain
If you’re boating with a dog, a sunset sail is calm, scenic, and a perfect first experience.
- 4.7/5(4 Hour Trip – Island Hopping (AM))
Fun and Simple!
Take your time to see the mangroves and go shelling. The private boat allows you to focus on what you enjoy.
- 5.0/5(3 Hour Trip – Cruise (AM))
Perfect day on the water
We’ve been to Naples several times and never did a boat trip for just our family. All three of our kids, ages 16-23, loved this trip. We did three hours, but you could easily do 4-5. Bring chairs for the beach.
How people rated boat trips in Keewaydin Island
5.0/5(4 Hour Charter)This was an amazing day!
Captain Bob and First Mate Jill were absolutely wonderful. We boated all through the Gordon River and Port Royal and then into to the Gulf for a really fun time swimming. Bob and Jill made the entire trip effortless for us-serving nine of us drinks and our food all day. We give the entire experience an A+.
5.0/5(Naples Tour (2 hr minimum) $275/Hr)Naples
Eddie and Billy were very accommodating and made the trip very enjoyable. Great recommendations on lunch, kept our drinks full and cold! Also loved all the floats that they supplied.
5.0/5(Naples Tour (2 hr minimum) $275/Hr)Great captain, first mate and boat!
Very nice crew with great set up for the kids. Lots of toys, floats etc. highly recommend for family outing!
5.0/5(4th of July Sunset Firework Cruise)perfect Trip
Excellent trip and took aplus care of all our guests gotta take a trip this is yhe one
5.0/5(2 Hour Trip – Sunset Cruise (PM))memorable experience
Our guide was extremely hospitable and the diversity of panoramic vistas from the mangroves, the private beach, the pods of dolphins which were frolicking around, ending with the majestic sunset truly was both inspiring and calming. Will do it again and mayhap, book a fishing cruise with this guy and grill watever we catch on the beach!!
5.0/5(Naples Bay and Keewaydin)Awesome!
My family had a great boat tour, and Capt Yago was awesome!! He was very friendly, knowledgeable, and made sure the adults and kids all had a blast. Highly recommend!
5.0/5(Naples Bay and Keewaydin)Book this trip!
Literally the highlight of our trip and the best day on the water! Capt Yago made the experience exactly what we wanted and provided top notch customer service. Don’t debate booking with him, you will have the most special day on the water!
5.0/5(Special 5 hour trip for Ankarfer Services Llc)Awesome Experience
We had an amazing experience this Saturday in Naples with Captain Jeremy! He did a fabulous job from start to finish. Very knowledgeable, professional, and made the entire trip fun and relaxing. You can truly tell he loves what he does. Thank you for an unforgettable day on the water — highly recommend!
5.0/5(Naples Bay and Keewaydin Sunset)Sunset Cruise was spectacular
Wonderful time. Did a private cruise so just the 2 of us. Really relaxing. Saw dolphins. Would recommend
5.0/5( 5 Hour Charter)Sea Chase Marquiz
The yacht, captain, crew, and entire trip exceeded our expectations in the best way! Highly recommend for any occasion.
5.0/5(2 Hr – Sunset and Dolphin Tour)Excellent!
We loved Captain Alex! He brought us to Port Royale and we saw tons of dolphins. He was able to get them to swim in our wake which was really cool! Highly recommend (Alex is 21 years old with his captains liscense and so much fun!)
5.0/5(5 Hour – Naples and Keeweydin tour)A perfect day!
Sara and Paul are fantastic! They are very hospitable, patient, helpful and easy to communicate with. The boat is clean and organized. We had a wonderful time!
5.0/5(3 Hour – Naples Cruise afternoon)Look no further! This is the boat for you!
We had a wonderful experience with Captain Paul and his fantastic wife, Sara. The boat is beautiful and kept super clean and decorated so nicely. We brought some fruit and sandwiches from Publix and Sara took care of the rest. An amazing day and will definitely book again for future trips. Thanks Paul and Sara for a great time!
5.0/5(Naples Bay and Keewaydin)Wonderful boat ride
We had such an enjoyable time out on the water in Naples Bay and then over to Keeywaydin Island. Captain Yago was a great host and skilled driver. Highly recommended!
5.0/5(2 Hour Trip – Sunset Cruise (PM))Fun family adventure!
We all loved cruising in this comfortable boat with a great captain, Mike. He was full of facts and information!
5.0/5(Naples Bay and Keewaydin Sunset)Beautiful Scenic Boat Trip!
We had a wonderful evening with Captain Yago. He personalized our cruise and took us on a lovely tour of Naples on the water. We ended up in the Gulf with a gorgeous sunset and dolphins swimming around us. It was perfect and we look forward to our next water adventure with Captain Yago!
5.0/5(3 Hour – Naples Cruise afternoon)Great trip!
I highly recommend this cruise! Great captain and first mate! Well organized!
5.0/5(Naples Tour (2 hr minimum) $275/Hr)Great day aboard The Dancing Queen!
Captain Billy and his mate Ed were awesome. Experienced seamen and very knowledgeable of the local waterways. The boat was Immaculate with plenty of room on board. And, reasonably priced. We would definitely book with Dancing Queen again. Thank you for the great time. Ken and the VT gang.
5.0/5(Naples Bay and Keewaydin)lovely afternoon
Capt Yago was an excellent skipper and host for a beautiful tour of port royal and onto the gulf over the course of 2 hours for my wife and I and our 3 friends. His pontoon boat is super comfortable. i highly recommend.
5.0/5(Naples Bay and Keewaydin)Easy, relaxing boating day🌞
Yago will accommodate any plan you may have. We had a great time looking for dolphins then lunch on the beach. 🏖️











