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Browse Islamorada Boat Rentals.

Page 1 of 227 listings

2022 Sea Chaser 22 HFC Rental in Tavernier, Florida
Powerboats in Tavernier · 8 guests

2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

5.0
$50+/hour
Private Tiki Boat Charters for up to 18 Passengers
Events in Islamorada · 18 guests

Private Tiki Boat Charters for up to 18 Passengers

5.0
$333+/hour
Sail & Explore Islomorada Waters with Our Searay Bowrider!
Powerboats in Islamorada · 10 guests

Sail & Explore Islomorada Waters with Our Searay Bowrider!

5.0
$70+/hour
Enjoy & Explore the Waters of Islamorada on Our 21ft Searay Bowrider!
Powerboats in Islamorada · 10 guests

Enjoy & Explore the Waters of Islamorada on Our 21ft Searay Bowrider!

5.0
$70+/hour
31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida
Powerboats in Islamorada · 6 guests

31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida

5.0
$150/hour
Instant Book
Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo
Events in Islamorada · 13 guests

Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

4.3
Superowner
$225+/hour
29' GRADY WHITE FOR FISHING AND LEISURE TRIPS IN FLORIDA KEYS!
Fishing in Islamorada · 7 guests

29' GRADY WHITE FOR FISHING AND LEISURE TRIPS IN FLORIDA KEYS!

5.0
$125+/hour
Instant Book
Yamaha 242XE - Top of line entertainment boat for any adventure - Islamorada
Powerboats in Islamorada · 11 guests

Yamaha 242XE - Top of line entertainment boat for any adventure - Islamorada

5.0
Superowner
$150/hour
All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More
Powerboats in Islamorada · 6 guests

All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More

5.0
$125+/hour
Fun Keys Charter in Islamorada
Tours in Islamorada · 6 guests

Fun Keys Charter in Islamorada

5.0
$175+/hour
Sea Fox 24 Commander Great for Cruising, Sand Bar, or Fishing
Fishing in Islamorada · 10 guests

Sea Fox 24 Commander Great for Cruising, Sand Bar, or Fishing

5.0
$67+/hour
26' Twin Vee With Great Extra Features For Exploring the Islamorada Area
Powerboats in Islamorada · 10 guests

26' Twin Vee With Great Extra Features For Exploring the Islamorada Area

New
$180/hour
21' Shearwater - Captained Islamorada Sandbar, Snorkeling, or Sunset Cruise
Powerboats in Islamorada · 5 guests

21' Shearwater - Captained Islamorada Sandbar, Snorkeling, or Sunset Cruise

5.0
$125/hour
Instant Book
Twin Vee 26 Great for Scuba Diving, Snorkeling, Fishing, Lobstering, or Sand Bar
Powerboats in Islamorada · 10 guests

Twin Vee 26 Great for Scuba Diving, Snorkeling, Fishing, Lobstering, or Sand Bar

New
$110+/hour
Pursuit Duel Console Lots of Shade, Great for the Sand Bar or Fishing
Fishing in Islamorada · 12 guests

Pursuit Duel Console Lots of Shade, Great for the Sand Bar or Fishing

New
$95+/hour
Mako Marine 33' Express Cabin
Powerboats in Islamorada · 6 guests

Mako Marine 33' Express Cabin

5.0
$250/hour
All-Inclusive SANDBAR, Snorkeling, BBQ, Sightseeing & Sunset 26’ Boat
Powerboats in Islamorada · 6 guests

All-Inclusive SANDBAR, Snorkeling, BBQ, Sightseeing & Sunset 26’ Boat

New
$175+/hour
Twin Vee 240 Great for Snorkeling, Fishing, or Cruising
Powerboats in Islamorada · 8 guests

Twin Vee 240 Great for Snorkeling, Fishing, or Cruising

New
$73+/hour
22'  Trophy Center Console Great for the Sand Bar, Snorkeling, and Exploring
Powerboats in Islamorada · 8 guests

22' Trophy Center Console Great for the Sand Bar, Snorkeling, and Exploring

New
$120/hour
Super Fun Deck Boat Rental Caps included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Rental Caps included

New
$130/hour
Sandbar Charter Party Aboard Triton Pontoon
Powerboats in Islamorada · 6 guests

Sandbar Charter Party Aboard Triton Pontoon

New
$163/hour
''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida
Fishing in Islamorada · 6 guests

''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida

New
$332/hour
Full Day Gulfstream Charters in Islamorada onboard air-conditioned 42' Liberty Express
Fishing in Islamorada · 6 guests

Full Day Gulfstream Charters in Islamorada onboard air-conditioned 42' Liberty Express

New
$1,800/day
Swordfish Charters - Private Charter up to 6 people in Islamorada, Florida!
Fishing in Islamorada · 6 guests

Swordfish Charters - Private Charter up to 6 people in Islamorada, Florida!

New
$2,500/day

Islamorada Reviews

  1. Robert

    Robert

    2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

    5-Star Boating Tour with Captain Braxton! We had an amazing time on our boat tour with Captain Braxton! From start to finish, he made the experience seamless and enjoyable. We started with snorkeling in the bay, where he took us to a cool spot with clear waters and marine life. Afterward, we cruised to a beautiful sandbar where we could relax and soak up the sun. Captain Braxton’s knowledge of the area was impressive—he knew exactly where to go for the best experience. He was also incredibly friendly, accommodating, and made sure we were comfortable the entire time. If you’re looking for an stress-free and fun boating adventure, we highly recommend booking with Captain Braxton!

  2. Sam

    Sam

    2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

    Great experience out on the boat, Braxton does a great job maintaining the boats as well as communicating extensively to make sure our day went as smoothly as possible!

  3. ND

    Nathan

    29' GRADY WHITE FOR FISHING AND LEISURE TRIPS IN FLORIDA KEYS!

    Serge and his marina guy Carlos were excellent - He was very flexible and easy to work with. Highly recommended over renting from a boat rental company.

  4. Kerri

    Kerri

    Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

    Family of eight, 18 to 76. Wanted a relaxing day for sightseeing and snorkeling. Water was too rough for snorkeling but our captain took us out to smooth water and anchored so we could get out. Beautiful weather, amazing views. Highly recommend and Daniel is the best captain!

  5. NM

    Nancy

    Fun Keys Charter in Islamorada

    Robert gave our family a fun tour of Islamorada with interesting facts about the area. He also made sure to point out the wildlife. We saw many different birds, porpoises, and crocodiles. His boat was clean and the trip was well worth it.

  6. Jonathan

    Jonathan

    2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

    Braxton was an exceptional captain! He treated our family with incredible kindness and went above and beyond to ensure we had a fantastic time. His attentive service made our experience truly memorable. We’ll definitely be back and can’t recommend him highly enough!