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Keewaydin Island Boat Tours

The best out of 17 boat tours in Keewaydin Island - enter dates to check availability

Keewaydin Island Boat Tours

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Top Boat Tours in Keewaydin Island

Keewaydin Island: 17 boats available

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Meet the Captain
24 ft
Up to 6 people
Surreel Life – Living the Dream
5.0
/5
(11 reviews)
Naples
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 from
US $350
Listing image
42 ft
Up to 10 people
Naples Yacht Rental
5.0
/5
(15 reviews)
Naples
Experience 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,
+6
trips from
US $1,650
Listing image
24 ft
Up to 6 people
Mar Brisa
5.0
/5
(16 reviews)
Naples
Step 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 from
US $380
Listing image
Meet the Captain
22 ft
Up to 6 people
Artistic Angler Charters
5.0
/5
(7 reviews)
Naples
Explore 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,
+2
trips from
US $300
Listing image
32 ft
Up to 6 people
Dancing Queen Boat Charter
5.0
/5
(5 reviews)
Naples
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,
+4
trips from
US $550
Listing image
25 ft
Up to 6 people
Pursuit of Hoppiness Charters
5.0
/5
(13 reviews)
Naples
Step aboard Pursuit of Hoppiness Charters, a sleek 2021 Crownline 252 EX Bay boat perfect for unforgettable adventures on the waters of South Jersey.

"Beau was a great captain. Very patient w families. Nice boat and equipment." —⁠ Andrew,
+3
trips from
US $475
Listing image
57 ft
Up to 12 people
Sea Chase Marquiz
4.8
/5
(7 reviews)
Naples
Experience 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.

"The yacht, captain, crew, and entire trip exceeded our expectations in the best way!" —⁠ Tom,
trips from
US $2,250
Listing image
34 ft
Up to 10 people
Sea Chase Rubicon
5.0
/5
(1 review)
Naples
Experience 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 from
US $1,465
Listing image
21 ft
Up to 6 people
Island Girl Tour
New
Naples
Set 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.
+3
trips from
US $300
Listing image
23 ft
Up to 6 people
“Sand Happens” in SWFL
4.9
/5
(3 reviews)
Naples
Sand Happens in SWFL is a fully restored 2013 Hurricane 2200 Deck Boat (2024) based out of beautiful Naples, offering the perfect vessel for up to six guests to explore the stunning waters of Southwest Florida.

"Owner responds quickly to questions and was flexible. Captain Lauren was very nice and curated a timed experience that suited us." —⁠ Michelle,
trips from
US $600

Top Keewaydin Island Destinations

Frequently Asked Questions about Boat Tours in Keewaydin Island

According to customer reviews, some of the most popular boat tours in Keewaydin Island are:
Full list of top boat tours in Keewaydin Island
According to customer reviews, some of the most popular boat tours in Keewaydin Island are:
Full list of top boat tours in Keewaydin Island
The average price for a private 4 hour Keewaydin Island boat trip is US $1,096, while an 8 hour private trip will cost you US $2,688 based on prices on BoatBooker.com.
The average price for a private 4 hour Keewaydin Island boat trip is US $1,096, while an 8 hour private trip will cost you US $2,688 based on prices on BoatBooker.com.
The top 5 boating-related activities in Keewaydin Island are:
The top 5 boating-related activities in Keewaydin Island are:
The top 5 most popular boat types you can rent in Keewaydin Island, by number of boats available are:
The top 5 most popular boat types you can rent in Keewaydin Island, by number of boats available are:
The top 5 most popular boat categories you can rent in Keewaydin Island, by number of boats available are:
The top 5 most popular boat categories you can rent in Keewaydin Island, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Keewaydin Island are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Keewaydin Island are:
The average price of boat tours in Keewaydin Island is:
  • 2-hour boating trips – US $412
  • 3-hour boating trips – US $1,139
  • 4-hour boating trips – US $1,776
  • 5-hour boating trips – US $1,911
  • 6-hour boating trips – US $2,254
  • 8-hour boating trips – US $900
The average price of boat tours in Keewaydin Island is:
  • 2-hour boating trips – US $412
  • 3-hour boating trips – US $1,139
  • 4-hour boating trips – US $1,776
  • 5-hour boating trips – US $1,911
  • 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.
    Rehanon P.
    Rehanon P.
    Reviewed on June 10, 2026
  • 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.
    Laurie D.
    Laurie D.
    Reviewed on February 18, 2026
  • 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!!!
    Scott C.
    Scott C.
    Reviewed on January 15, 2026
  • 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.
    Linda E.
    Linda E.
    Reviewed on January 1, 2026
  • 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.
    Michelle G.
    Michelle G.
    Reviewed on December 23, 2025
  • 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.
    Kathryn S.
    Kathryn S.
    Reviewed on December 22, 2025

How people rated boat trips in Keewaydin Island

  • Dancing Queen Boat Charter
    Dancing Queen Boat Charter
    Boat rentals in Keewaydin Island
    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.
    Jill M.
    Jill M.
    Reviewed on Aug 31, 2026
  • Dancing Queen Boat Charter
    Dancing Queen Boat Charter
    Boat rentals in Keewaydin Island
    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!
    Matthew H.
    Matthew H.
    Reviewed on Jul 30, 2026
  • Naples Yacht Rental
    Naples Yacht Rental
    Boat rentals in Keewaydin Island
    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
    Ronald T.
    Ronald T.
    Reviewed on Jul 6, 2026
  • Surreel Life – Living the Dream
    Surreel Life – Living the Dream
    Boat rentals in Keewaydin Island
    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!!
    Sheila T.
    Sheila T.
    Reviewed on Jun 19, 2026
  • Mar Brisa
    Mar Brisa
    Boat rentals in Keewaydin Island
    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!
    Rebecca O.
    Rebecca O.
    Reviewed on May 28, 2026
  • Surreel Life – Living the Dream
    Surreel Life – Living the Dream
    Boat rentals in Keewaydin Island
    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!
    ANA F.
    ANA F.
    Reviewed on May 18, 2026
  • Mar Brisa
    Mar Brisa
    Boat rentals in Keewaydin Island
    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!
    Nikki E.
    Nikki E.
    Reviewed on May 16, 2026
  • Mar Brisa
    Mar Brisa
    Boat rentals in Keewaydin Island
    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
    Betty C.
    Betty C.
    Reviewed on May 11, 2026
  • Sea Chase Marquiz
    Sea Chase Marquiz
    Boat rentals in Keewaydin Island
    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.
    Tom P.
    Tom P.
    Reviewed on Apr 24, 2026
  • Naples and Port Royal  Sunset & Dolphin Tours
    Naples and Port Royal Sunset & Dolphin Tours
    Boat rentals in Keewaydin Island
    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!)
    Jenn P.
    Jenn P.
    Reviewed on Apr 18, 2026
  • Naples Yacht Rental
    Naples Yacht Rental
    Boat rentals in Keewaydin Island
    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!
    Lily K.
    Lily K.
    Reviewed on Apr 4, 2026
  • Naples Yacht Rental
    Naples Yacht Rental
    Boat rentals in Keewaydin Island
    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!
    Heidi M.
    Heidi M.
    Reviewed on Mar 30, 2026
  • Mar Brisa
    Mar Brisa
    Boat rentals in Keewaydin Island
    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!
    Jen H.
    Jen H.
    Reviewed on Mar 28, 2026
  • Mar Brisa
    Mar Brisa
    Boat rentals in Keewaydin Island
    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!
    Jennifer M.
    Jennifer M.
    Reviewed on Mar 27, 2026
  • Surreel Life – Living the Dream
    Surreel Life – Living the Dream
    Boat rentals in Keewaydin Island
    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!
    Denise M.
    Denise M.
    Reviewed on Apr 7, 2026
  • Naples Yacht Rental
    Naples Yacht Rental
    Boat rentals in Keewaydin Island
    5.0
    /5
    (3 Hour – Naples Cruise afternoon)

    Great trip!

    I highly recommend this cruise! Great captain and first mate! Well organized!
    Warren S.
    Warren S.
    Reviewed on Mar 23, 2026
  • Dancing Queen Boat Charter
    Dancing Queen Boat Charter
    Boat rentals in Keewaydin Island
    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.
    Ken M.
    Ken M.
    Reviewed on Mar 25, 2026
  • Mar Brisa
    Mar Brisa
    Boat rentals in Keewaydin Island
    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.
    Michael M.
    Michael M.
    Reviewed on Mar 16, 2026
  • Mar Brisa
    Mar Brisa
    Boat rentals in Keewaydin Island
    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. 🏖️
    Carin D.
    Carin D.
    Reviewed on Mar 13, 2026
  • Surreel Life – Living the Dream
    Surreel Life – Living the Dream
    Boat rentals in Keewaydin Island
    5.0
    /5
    (8 Hour Trip – Cruise )

    Great day exploring islands with Captain Jeremy!

    Captain Jeremy was great at catering to our group and showing us wonderful spots to explore! Communication was wonderful ahead of time. We thoroughly enjoyed our day! Highly recommend!!!
    John B.
    John B.
    Reviewed on Mar 13, 2026