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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,224 Reviews)

Page 56 of 142 • 3,390 listings

Key West 67' Luxury Power Catamaran | 6 Cabins, Jet Ski, Parties & Getaways
Events in Key West · 12 guests

Key West 67' Luxury Power Catamaran | 6 Cabins, Jet Ski, Parties & Getaways

5.0
$888+/hour
65' Deluxe Flybridge Motor Yacht
Events in Miami · 13 guests

65' Deluxe Flybridge Motor Yacht

New
Superowner
$190/hour
Explore the beautiful Miami with Sea Ray 33ft Yacht
Events in Miami · 11 guests

Explore the beautiful Miami with Sea Ray 33ft Yacht

New
Superowner
Best of 2026
$90/hour
All inclusive sailing charters, half day full day fishing week long sunset sail
Sailing in Charlotte Amalie · 12 guests

All inclusive sailing charters, half day full day fishing week long sunset sail

5.0
$250/hour
Experience Miami's Iconic Waterfront: 2-Hour Private Sunset Tour for 8
Powerboats in Miami · 8 guests

Experience Miami's Iconic Waterfront: 2-Hour Private Sunset Tour for 8

New
Superowner
$385/hour
All Inclusive 40' Catamaran Sailing Experience - Old San Juan
Sailing in San Juan · 6 guests

All Inclusive 40' Catamaran Sailing Experience - Old San Juan

3.0
$725/hour
Hydra Sport 35 Speed boat Available in Fajardo, Puerto Rico
Events in Fajardo · 10 guests

Hydra Sport 35 Speed boat Available in Fajardo, Puerto Rico

1.0
$250/hour
53ft Leopard Power Catamaran | Heart of the Bahamas
Powerboats in Nassau · 12 guests

53ft Leopard Power Catamaran | Heart of the Bahamas

5.0
$980+/hour
Instant Book
55' Azimut Flybridge Yacht for 13 Guests in Miami Beach
Events in Miami Beach · 13 guests

55' Azimut Flybridge Yacht for 13 Guests in Miami Beach

5.0
Superowner
$200/hour
Ultimate Luxury Yacht - 60' Navigator Yacht Rental in North Miami Beach, Florida
Events in North Miami Beach · 12 guests

Ultimate Luxury Yacht - 60' Navigator Yacht Rental in North Miami Beach, Florida

5.0
$300+/hour
Private charters along the west coast of Saint Lucia
Tours in Gros Islet · 10 guests

Private charters along the west coast of Saint Lucia

5.0
$150/day
Airship 31ft RIB take up to 8 people in Miami Beach
Powerboats in Miami Beach · 8 guests

Airship 31ft RIB take up to 8 people in Miami Beach

5.0
$250/hour
Saona Island Private Group
Powerboats in La Altagracia · 80 guests

Saona Island Private Group

New
Superowner
Best of 2026
$800/day
Cruising Catamaran Charter for Up to 65 People in St Maarten
Caribbean · 65 guests

Cruising Catamaran Charter for Up to 65 People in St Maarten

5.0
$1,800/day
Sunset Bay Tour 29ft Center Console with bathroom for 8 people in Cartagena
Powerboats in Cartagena · 8 guests

Sunset Bay Tour 29ft Center Console with bathroom for 8 people in Cartagena

New
$120+/hour
Elegant and Spacious 62' Princess Luxury Yacht serving Boca Raton, FL
Events in Boca Raton · 12 guests

Elegant and Spacious 62' Princess Luxury Yacht serving Boca Raton, FL

5.0
$1,250/hour
Private  Center Console boat   Saona Island Bayahibe Rd
Powerboats in Los Melones · 6 guests

Private Center Console boat Saona Island Bayahibe Rd

5.0
$370/day
Enjoy Miami in 54FT SUNDANCER Motor Yacht!
Events in Miami · 13 guests

Enjoy Miami in 54FT SUNDANCER Motor Yacht!

New
Superowner
Best of 2026
$575/hour
Fredam - Exclusive Private Yacht from Ocho Rios, Romance, Adventure & Serenity!
Events in Ocho Rios · 8 guests

Fredam - Exclusive Private Yacht from Ocho Rios, Romance, Adventure & Serenity!

5.0
$384/hour
Cruise Like a Celebrity - Private Miami Yacht With Captain & Champagne
Powerboats in Miami · 12 guests

Cruise Like a Celebrity - Private Miami Yacht With Captain & Champagne

New
Superowner
Best of 2026
$50/hour
Instant Book
Sea Ray 38 Cuddy Cabin in Cartagena for up to 13 of people
Powerboats in Cartagena · 13 guests

Sea Ray 38 Cuddy Cabin in Cartagena for up to 13 of people

New
Superowner
$3,000/day
Luxury Alena 56 Motor Yacht Charter in Punta Cana, Dominican Republic
Events in Punta Cana · 18 guests

Luxury Alena 56 Motor Yacht Charter in Punta Cana, Dominican Republic

5.0
$3,660/day
50' Fairline Squadron Motor Yacht in Miami | Free 1-Hour Jet Ski Included
Events in Miami · 13 guests

50' Fairline Squadron Motor Yacht in Miami | Free 1-Hour Jet Ski Included

New
Superowner
Best of 2026
$250/hour
Punta Cana: Private Boat Party with Snorkeling, Food & Drinks
Powerboats in Bávaro · 20 guests

Punta Cana: Private Boat Party with Snorkeling, Food & Drinks

New
Superowner
Best of 2026
$150/hour

Caribbean Reviews

  1. EW

    Emily

    Airship 31ft RIB take up to 8 people in Miami Beach

    Boat and service were great, everything was in perfect condition and was a perfect boat for our group. The owners were super helpful and got us all set up with everything we needed. Thank you!

  2. Christina

    Christina

    Ultimate Luxury Yacht - 60' Navigator Yacht Rental in North Miami Beach, Florida

    Great day, Jeremy and Christina were excellent captain and hostess respectively. They were both attentive to our requests, and helped us to have a relaxing afternoon on the water. The water carpet was great way to enjoy the water given the current was strong.

  3. Shanay

    Shanay

    Private charters along the west coast of Saint Lucia

    Glen’s team picked us up at the cruise port and whisked us down to see the Pitons and do some snorkeling. Much better than a crowded boat of tourists! Silas and his father were gracious, helpful, and we enjoyed facts about the villages and towns we passed. I would book them again.

  4. SH

    Susan

    Cruising Catamaran Charter for Up to 65 People in St Maarten

    Thank you so much Cathy and team! We had an incredible time on the Tango and would 100% do it again! The crew was fun and professional and ensured we had a wonderful snorkel and sail. Thank you again!! Definitely would recommend them and would book again!

  5. JM

    Jonathan

    Elegant and Spacious 62' Princess Luxury Yacht serving Boca Raton, FL

    Very accurate listing. The yacht is immaculate. Well maintained vessel. Spacious areas to congregate both on the interior, bow and stern. Excellent communication with Robert and the crew. Wonderful and attentive crew. From the start, we expected that this would be a first-class experience. Our expectations were exceeded.

  6. FC

    Felipe

    Fredam - Exclusive Private Yacht from Ocho Rios, Romance, Adventure & Serenity!

    We had aa great time on your yacht, everyone was super friendly and always checking if we needed anything. Will definitely hit them up again next time we in Jamaica 🇯🇲 One Love