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Chokoloskee, Florida Boat Rentals

Page 1 of 124 listings

Full Day Rentals • All Ages Welcome! • 21ft Deck Boat • Up to 6 People
Powerboats in Everglades City · 6 guests

Full Day Rentals • All Ages Welcome! • 21ft Deck Boat • Up to 6 People

New
$57hour
Be your own Captain! 22ft Sea Pro Pontoon
Powerboats in Everglades City · 6 guests

Be your own Captain! 22ft Sea Pro Pontoon

New
$57hour
Hurricane 24ft DeckBoat for the entire Family Delivered to your Dock!
Powerboats in Marco Island · 12 guests

Hurricane 24ft DeckBoat for the entire Family Delivered to your Dock!

5.0
$240-$595day
22ft Cobia Center Console with 150 hp Yamaha outboard in Marco Island
Powerboats in Marco Island · 9 guests

22ft Cobia Center Console with 150 hp Yamaha outboard in Marco Island

5.0
$440day
100' Broward Luxury Power Mega Yacht Charters in Marco Island, Florida
Events in Marco Island · 12 guests

100' Broward Luxury Power Mega Yacht Charters in Marco Island, Florida

New
$800hour
Bay Boat Dolphin/Shelling Adventures in Marco Island, Florida
Powerboats in Marco Island · 6 guests

Bay Boat Dolphin/Shelling Adventures in Marco Island, Florida

5.0
$99hour
Marco Island - Shelling / Keewaydin Island
Powerboats in Naples · 6 guests

Marco Island - Shelling / Keewaydin Island

New
$150hour
2020 Sea Fox 228 Commander Center Console-Marco Island *5 Day Min*
Powerboats in Naples · 9 guests

2020 Sea Fox 228 Commander Center Console-Marco Island *5 Day Min*

New
$55hour
Key West 219fs Center Console In Marco Island
Powerboats in Naples · 8 guests

Key West 219fs Center Console In Marco Island

5.0
$100hour
2020 Suntracker Party barge Tri-toon 150 HP Marcury,  Naples/ Marco Island
Powerboats in Naples · 12 guests

2020 Suntracker Party barge Tri-toon 150 HP Marcury, Naples/ Marco Island

New
$49hour
Sportsman 227 Center Console Rental in Naples, Florida
Powerboats in Naples · 8 guests

Sportsman 227 Center Console Rental in Naples, Florida

4.9
$225-$380day
Enjoy Marco Island, Naples, etc. on a new 32' boat - (turn-key w/ Captain)!
Powerboats in Naples · 6 guests

Enjoy Marco Island, Naples, etc. on a new 32' boat - (turn-key w/ Captain)!

5.0
$180-$200hour
Yacht retreat in Naples/Marco Island, make your own unforgettable experience with 52' Ocean Alexander Motor Yacht!!
Events in Marco Island · 10 guests

Yacht retreat in Naples/Marco Island, make your own unforgettable experience with 52' Ocean Alexander Motor Yacht!!

New
$495hour
Twin Engine Power Boat VIP Adventure  in Marco & Surrounding Barrier Islands
Powerboats in Marco Island · 6 guests

Twin Engine Power Boat VIP Adventure in Marco & Surrounding Barrier Islands

5.0
Superowner
$120hour
Marco Island Luxury Prestige 550 Flybridge Yacht With Flybridge 59ft
Events in Marco Island · 13 guests

Marco Island Luxury Prestige 550 Flybridge Yacht With Flybridge 59ft

5.0
Best of 2023
$400hour
Charter the Entertainer Motor Yacht
Events in Naples · 40 guests

Charter the Entertainer Motor Yacht

New
$2,000hour
Boston Whaler Outrage Center Console Rental in Naples, Florida
Powerboats in Naples · 6 guests

Boston Whaler Outrage Center Console Rental in Naples, Florida

New
$162hour
Hurricane FunDeck 200hp 12 Guests in Naples & Marco Island /Captain available!/
Powerboats in Naples · 12 guests

Hurricane FunDeck 200hp 12 Guests in Naples & Marco Island /Captain available!/

5.0
$399day
Naples and Marco Island: Best Boating Adventure:
Events in Naples · 6 guests

Naples and Marco Island: Best Boating Adventure:

5.0
$140-$165hour
Robalo R245 Twin Engine Power Boat for RENT in Naples, Marco Island, Bonita
Events in Naples · 6 guests

Robalo R245 Twin Engine Power Boat for RENT in Naples, Marco Island, Bonita

4.8
Superowner
$429day
Naples Backwater Fishing Charter 4hrs Half Day
Fishing in Naples · 2 guests

Naples Backwater Fishing Charter 4hrs Half Day

New
$140hour
Naples Tour Private Beaches and Mangrove Tunnels
Tours in Naples · 2 guests

Naples Tour Private Beaches and Mangrove Tunnels

New
$150hour
Inshore 3/4 Day Fishing Charter in Naples, Florida with Captain Tim
Fishing in Naples · 3 guests

Inshore 3/4 Day Fishing Charter in Naples, Florida with Captain Tim

New
$117hour
Amazing Half Day Inshore Fishing Charter in Naples with Captain Tim
Fishing in Naples · 3 guests

Amazing Half Day Inshore Fishing Charter in Naples with Captain Tim

New
$138hour

Top Destinations Nearby

Chokoloskee Reviews

  1. GH

    Gary

    Enjoy Marco Island, Naples, etc. on a new 32' boat - (turn-key w/ Captain)!

    Great boat with speed to spare (my personal favorite) but a smooth ride (my wife’s personal favorite). Although we know the area well we followed a classic tourist itinerary. Keeweedin Island for a walk and ice-cream, cruise up the inter-coastal where I got some great pics, admired and ogled some of the Gold Coast homes, late lunch at a waterfront restaurant and a relaxing off shore ride back with a little tour of some of the islands and the channel maze off south Marco.

  2. Barbara

    Barbara

    Marco Island Luxury Prestige 550 Flybridge Yacht With Flybridge 59ft

    The Jennifer is an absolutely perfect boat. Armand was responsive and exceptionally helpful. The boat is beautiful, well-appointed, and stunning to enjoy. Our co-captains, Craig and Russ, were wonderful. They make our excursion truly special.

  3. Katheen

    Katheen

    Hurricane 24ft DeckBoat for the entire Family Delivered to your Dock!

    The boat was in excellent condition. The best we have ever gotten in Naples/Marci Island. Josh was a great guy and very knowledgeable. Would recommend anyone to check his boat out.

  4. PO

    Peter

    Key West 219fs Center Console In Marco Island

    Had a great time, the boat is in great condition and Manny was very easy to communicate with. Thanks for an awesome day on the water!

  5. RA

    Robert

    Twin Engine Power Boat VIP Adventure in Marco & Surrounding Barrier Islands

    We felt safe with Fred. We had a great time, thank you!

  6. NK

    Nicholas

    Hurricane 24ft DeckBoat for the entire Family Delivered to your Dock!

    Joseph is very easy to work with! Very accommodating on delivery and pickup! I highly recommend to anyone looking for a longer term rental for the family and would definitely rent again! Boat in great condition, fun on the water, and easy to drive! Thanks!