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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,138 Reviews)

Page 73 of 141 • 3,370 listings

Private 63ft Luxury Catamaran in La Romana – Saona or Catalina – Up to 35 Guests
Sailing in La Romana · 35 guests

Private 63ft Luxury Catamaran in La Romana – Saona or Catalina – Up to 35 Guests

New
$570/hour
Instant Book
Private 28ft Speedboat Cartagena – Rosario Islands & Cholón
Powerboats in Cartagena · 10 guests

Private 28ft Speedboat Cartagena – Rosario Islands & Cholón

New
$140/hour
Hydra Sport CC - Private Cruise All inclusive Culebra, Flamenco Beach, Luis Pena
Powerboats in Fajardo · 12 guests

Hydra Sport CC - Private Cruise All inclusive Culebra, Flamenco Beach, Luis Pena

New
Superowner
$10,500/hour
Cruise Biscayne Bay on a 45' Sea Ray Sedan Bridge from the Miami River
Events in Miami · 12 guests

Cruise Biscayne Bay on a 45' Sea Ray Sedan Bridge from the Miami River

New
$195/hour
Instant Book
Ultimate Luxury Aboard an 80ft Princess Yacht – Cruise in Style & Comfort!
Events in Miami Beach · 13 guests

Ultimate Luxury Aboard an 80ft Princess Yacht – Cruise in Style & Comfort!

New
Superowner
Best of 2026
$875/hour
Enjoy Miami In 45ft Regal Motor 2022 Yacht!!!
Events in Miami · 13 guests

Enjoy Miami In 45ft Regal Motor 2022 Yacht!!!

New
Superowner
Best of 2026
$150/hour
Enjoy Cartagena on a 45ft Sea Ray Motor Yacht
Events in Cartagena · 15 guests

Enjoy Cartagena on a 45ft Sea Ray Motor Yacht

New
Superowner
Best of 2026
$179/hour
26ft Sea Fox Fully Loaded Puerto Rico Keys Private All-inclusive Island Tours
Powerboats in Fajardo · 7 guests

26ft Sea Fox Fully Loaded Puerto Rico Keys Private All-inclusive Island Tours

5.0
$1,200/day
Enjoy Miami on 84ft Mangusta Mega Yacht
Events in Sunny Isles Beach · 13 guests

Enjoy Miami on 84ft Mangusta Mega Yacht

New
Superowner
Best of 2026
$1,250/hour
Miami Vibes: 40ft Van Dutch Boat for 13 people
Events in Miami · 13 guests

Miami Vibes: 40ft Van Dutch Boat for 13 people

New
Superowner
Best of 2026
$195/hour
Punta Cana - FAMILY BOAT
Sailing in Bávaro · 200 guests

Punta Cana - FAMILY BOAT

New
$160/hour
Enjoy Our Custom Pink Sea Ray Sundancer Motor Yacht!
Events in Miami · 13 guests

Enjoy Our Custom Pink Sea Ray Sundancer Motor Yacht!

New
Superowner
Best of 2026
$250/hour
ENJOY MIAMI in WITH 34FT SUNDANCER!
Events in Miami · 12 guests

ENJOY MIAMI in WITH 34FT SUNDANCER!

New
Superowner
Best of 2026
$150/hour
Luxury 45ft Maxum Yacht Charter in Miami for 10 Guests
Events in Miami · 10 guests

Luxury 45ft Maxum Yacht Charter in Miami for 10 Guests

New
$400/hour
35ft Pontoon Charter with Captain for Bachelorette Parties, Biscayne Bay, Miami
Powerboats in Miami · 25 guests

35ft Pontoon Charter with Captain for Bachelorette Parties, Biscayne Bay, Miami

New
$330/hour
86’ Azimut Luxury Yacht Charter
Events in La Romana · 12 guests

86’ Azimut Luxury Yacht Charter

New
Superowner
$2,000/hour
2025 Yamaha AR250 Boynton Beach, FL
Powerboats in Boynton Beach · 12 guests

2025 Yamaha AR250 Boynton Beach, FL

New
Superowner
Best of 2026
$135+/hour
An amazing charter experience - Lagoon 44 Cruising Catamaran in Cartagena
Sailing in Cartagena · 23 guests

An amazing charter experience - Lagoon 44 Cruising Catamaran in Cartagena

New
Superowner
$231/hour
GORGEOUS VIP YACHT CRUISE RENTED BY OWNER INCLUDED OPEN BAR AND CREW
Events in Uvero Alto · 100 guests

GORGEOUS VIP YACHT CRUISE RENTED BY OWNER INCLUDED OPEN BAR AND CREW

New
Superowner
Best of 2026
$17/hour
Private 40ft Catamaran Charter to Rosario Islands, Cartagena
Sailing in Cartagena · 15 guests

Private 40ft Catamaran Charter to Rosario Islands, Cartagena

New
$3,799/day
Instant Book
Stefendecker Motor Yacht Charter for in Punta Cana, Dominican Republic
Events in Punta Cana · 10 guests

Stefendecker Motor Yacht Charter for in Punta Cana, Dominican Republic

New
Superowner
Best of 2026
$75/hour
Enjoy Miami in a 2025 Axopar 37ft  – Luxury Charter (Up to 13 Guests)
Events in Miami · 13 guests

Enjoy Miami in a 2025 Axopar 37ft – Luxury Charter (Up to 13 Guests)

New
Superowner
Best of 2026
$380/hour
Cruising Catamaran Rental in Puerto Plata, Puerto Plata
Sailing in Barrio Las Yaguitas · 80 guests

Cruising Catamaran Rental in Puerto Plata, Puerto Plata

1.0
Superowner
Best of 2026
$183/hour
Stunning 70’ Azimut Premium Italian Yacht Charter in Miami
Events in Miami Beach · 12 guests

Stunning 70’ Azimut Premium Italian Yacht Charter in Miami

New
$875+/hour

Caribbean Reviews

  1. Andres

    Andres

    26ft Sea Fox Fully Loaded Puerto Rico Keys Private All-inclusive Island Tours

    Totally recommended, Amazing experience! The communication is really great and the trip, beaches are just the best. The captain Japhet was really friendly and helpful.

  2. Monica

    Monica

    26ft Sea Fox Fully Loaded Puerto Rico Keys Private All-inclusive Island Tours

    Rafael and J were amazing! We had the best time celebrating my sister’s bachelorette. Thanks for taking care of us when we were a bit messy. We had so much fun!