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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,466 Reviews)

Page 63 of 1333,180 listings

Luxurious 78ft Sunseeker with Tender and water toys serving South Florida
Events in Lauderdale-by-the-Sea · 12 guests

Luxurious 78ft Sunseeker with Tender and water toys serving South Florida

New
$1,125+/hour
45ft Regal Luxury Motor Yacht: Relax And Enjoy Yourself In Miami
Events in Miami · 13 guests

45ft Regal Luxury Motor Yacht: Relax And Enjoy Yourself In Miami

New
$180/hour
La Romana Country House - Azimut 62
Events in La Romana · 16 guests

La Romana Country House - Azimut 62

New
$3,500/day
Sweet T 34ft Grady White
Tours in Long Bay Hills · 8 guests

Sweet T 34ft Grady White

5.0
$500/hour
32ft Intrepid Power Boat Rental British Virgin Islands Trip
Powerboats in St. Thomas · 8 guests

32ft Intrepid Power Boat Rental British Virgin Islands Trip

New
$313/hour
Deal of the Day! Sunseeker 72 Ft Yacht for Rent in Cartagena, Colombia
Events in Cartagena · 18 guests

Deal of the Day! Sunseeker 72 Ft Yacht for Rent in Cartagena, Colombia

New
Superowner
Best of 2026
$844+/hour
Instant Book
Azimut 64’ Fly Motor Yacht 2016 in Key Biscayne!!
Events in Miami · 13 guests

Azimut 64’ Fly Motor Yacht 2016 in Key Biscayne!!

New
Superowner
Best of 2026
$650/hour
Axopar 38' For Swimming, Snorkeling and Relaxing at Palomino & Icacos Island
Events in Fajardo · 12 guests

Axopar 38' For Swimming, Snorkeling and Relaxing at Palomino & Icacos Island

New
$399/hour
Crystal Bay Exuma 8 Hour Boat Tour
Tours in Exuma · 10 guests

Crystal Bay Exuma 8 Hour Boat Tour

5.0
$400/hour
Instant Book
51ft Beneteau Cyclades Crewed Sailing Charter in St. John, U.S. Virgin Islands
Sailing in St. John · 8 guests

51ft Beneteau Cyclades Crewed Sailing Charter in St. John, U.S. Virgin Islands

New
$1,990/day
Speed Yacht Tuna 38ft - Island hopping in style
Events in Cartagena · 12 guests

Speed Yacht Tuna 38ft - Island hopping in style

New
$2,032/day
Enjoy 24 ft Sea Ray in Cape Coral, (minimum 3 days rental)
Powerboats in Cape Coral · 10 guests

Enjoy 24 ft Sea Ray in Cape Coral, (minimum 3 days rental)

4.8
$208+/day
🛥️🏝️ Snorkeling Cruise Charter in Puerto Plata🛥️🏝️
Sailing in Barrio Las Yaguitas · 18 guests

🛥️🏝️ Snorkeling Cruise Charter in Puerto Plata🛥️🏝️

New
Superowner
Best of 2026
$75/hour
PUNTA CANA BOOZE CRUISE SNORKELING BAR ENTERTAINMENT SAND BAR OPEN BAR & MUSIC
Powerboats in Bávaro · 150 guests

PUNTA CANA BOOZE CRUISE SNORKELING BAR ENTERTAINMENT SAND BAR OPEN BAR & MUSIC

New
Superowner
Best of 2026
$17/hour
Hit the Water in Style with this 55' Azimut for up to 12 peoples in Miami
Events in North Bay Village · 12 guests

Hit the Water in Style with this 55' Azimut for up to 12 peoples in Miami

New
Superowner
Best of 2026
$200/hour
Step aboard our stunning 45ft Azimut motor yacht!
Events in Miami · 13 guests

Step aboard our stunning 45ft Azimut motor yacht!

New
Superowner
Best of 2026
$500/hour
Rosario Islands Private Cruise – 40ft Catamaran from Cartagena
Powerboats in Cartagena · 40 guests

Rosario Islands Private Cruise – 40ft Catamaran from Cartagena

New
$750/hour
Instant Book
Island Cruiser: 32' Century Center Console – Power & Paradise in Nassau
Powerboats in Nassau · 18 guests

Island Cruiser: 32' Century Center Console – Power & Paradise in Nassau

New
Superowner
Best of 2026
$200/hour
Get ready for the ultimate cruise in La Romana
Events in La Romana · 200 guests

Get ready for the ultimate cruise in La Romana

New
Superowner
Best of 2026
$13/hour
Enjoy Miami in 41FT Sea Ray Sundancer - Inquire Now for the Best Deal!
Events in Miami · 13 guests

Enjoy Miami in 41FT Sea Ray Sundancer - Inquire Now for the Best Deal!

New
Superowner
Best of 2026
$125/hour
VIP Saona or Catalina Island Full Day Trips aboard 50 ft Power Catamaran
Events in Mano Juan · 30 guests

VIP Saona or Catalina Island Full Day Trips aboard 50 ft Power Catamaran

New
Superowner
Best of 2026
$450/hour
Enjoy 2024 Saxdor 28ft in Miami
Powerboats in Florida · 12 guests

Enjoy 2024 Saxdor 28ft in Miami

New
Superowner
Best of 2026
$200/hour
38ft Renegade Center Console Charter with Captain in Nassau, New Providence
Powerboats in Nassau · 15 guests

38ft Renegade Center Console Charter with Captain in Nassau, New Providence

New
$550/hour
Discover Luxury: 60ft Azimut Flybridge In Miami!
Events in Miami Beach · 13 guests

Discover Luxury: 60ft Azimut Flybridge In Miami!

New
Superowner
Best of 2026
$306/hour
Instant Book

Caribbean Reviews

  1. diarra

    diarra

    Crystal Bay Exuma 8 Hour Boat Tour

    He was the best captain we could have hoped for — truly a wonderful person. Extremely kind, friendly, and always available for anything we needed. Spending the day with him was an absolute pleasure, and he made the whole experience even more special. I couldn’t recommend him more highly — he was genuinely an outstanding captain.

  2. Jason

    Jason

    Enjoy 24 ft Sea Ray in Cape Coral, (minimum 3 days rental)

    From drop off to pick up everything was awesome! Cabbage Key trip was great! The experience would not have been the same if we had not had a pre lesson on how to navigate the waterway. That was super helpful. I would definitely recommend The Captain for your boating experience.

  3. Ryan

    Ryan

    Enjoy 24 ft Sea Ray in Cape Coral, (minimum 3 days rental)

    Heiko and Nico were great to work with. They were flexible on pick up and drop off times. No major complaints other than the battery draining quickly. Very minor issue that took no time to correct. Great experience, would recommend them to friends and family

  4. Patrick

    Patrick

    Sweet T 34ft Grady White

    Matt and Scooby were awesome and made our charter experience second to none! Scooby gave us all the local knowledge and was the perfect mix of hanging with us and letting us enjoy the ride with our friends! Would highly recommend using them!

  5. TH

    Troy

    Enjoy 24 ft Sea Ray in Cape Coral, (minimum 3 days rental)

    Boat was in good condition nicely equipped with GPS, depth finder and navigation and also cooler. Run well. Florian delivered boat to us and picked up and was super helpful in getting the “lay of the land” of these waterways.

  6. eric

    eric

    Enjoy 24 ft Sea Ray in Cape Coral, (minimum 3 days rental)

    Very accommodating and informative. Had a great weekend ima nice boat. Would definitely recommend and will be seeking to rent again for future trips to the area!