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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,201 Reviews)

Page 107 of 142 • 3,387 listings

Romantic Sunset Cruise Boat Charter Exclusive in Ocho Rios Jamaica
Powerboats in Ocho Rios · 6 guests

Romantic Sunset Cruise Boat Charter Exclusive in Ocho Rios Jamaica

New
$420/hour
Exclusive Getaway with Sea Ray 180 Bow Rider Sport to Cuna de Los Nidos!
Powerboats in Punta Cana · 80 guests

Exclusive Getaway with Sea Ray 180 Bow Rider Sport to Cuna de Los Nidos!

New
Superowner
Best of 2026
$15/hour
36ft Avanti Bahamas Charter Experience 🛥️🌴
Powerboats in Nassau · 13 guests

36ft Avanti Bahamas Charter Experience 🛥️🌴

New
$526+/hour
Instant Book
Gorgeous luxury 58' Express Savannah cruiser yacht
Events in Fort Lauderdale · 12 guests

Gorgeous luxury 58' Express Savannah cruiser yacht

New
$380+/hour
💥72’ Azimut + 2 FREE Jetskis in Miami, Florida💥
Events in Miami Beach · 13 guests

💥72’ Azimut + 2 FREE Jetskis in Miami, Florida💥

New
Superowner
Best of 2026
$673/hour
Instant Book
Private Fishing Charter Deep Sea Fishing Adventure for 4 People in Montego Bay!
Fishing in Montego Bay · 4 guests

Private Fishing Charter Deep Sea Fishing Adventure for 4 People in Montego Bay!

New
$380/hour
Sea Ray Sundancer 55ft Yacht - Includes Floating Mat
Events in Miami · 13 guests

Sea Ray Sundancer 55ft Yacht - Includes Floating Mat

New
$115+/hour
Luxe 80ft Lazzara w/ Jetski, Kayaks & More Water Toys in South Florida & Bahamas
Events in Boca Raton · 12 guests

Luxe 80ft Lazzara w/ Jetski, Kayaks & More Water Toys in South Florida & Bahamas

New
$1,000+/hour
Luxury Lagoon 620 Essence Sailing Catamaran in The Bahamas
Sailing in Nassau · 25 guests

Luxury Lagoon 620 Essence Sailing Catamaran in The Bahamas

New
$1,225/hour
38’ Parker Yacht -Explore from the best seat on the water of Panama - 10 guests
Events in Panama City · 10 guests

38’ Parker Yacht -Explore from the best seat on the water of Panama - 10 guests

New
Superowner
Best of 2026
$368+/hour
💥68ft Galeon + 2 FREE Jetskis in Miami, Florida💥
Events in Miami Beach · 13 guests

💥68ft Galeon + 2 FREE Jetskis in Miami, Florida💥

New
Superowner
Best of 2026
$512/hour
Instant Book
Luxurious 44ft Catamaran serving the breathtaking Bahamas
Events in Nassau · 13 guests

Luxurious 44ft Catamaran serving the breathtaking Bahamas

New
$875+/hour
Luxury Leopard 47' Power Catamaran for Daily Charter or Scuba in Fajardo
Sailing in Fajardo · 6 guests

Luxury Leopard 47' Power Catamaran for Daily Charter or Scuba in Fajardo

New
$583/hour
Party Boat for 60 people in La Romana, Dominican Republic
Powerboats in La Romana · 60 guests

Party Boat for 60 people in La Romana, Dominican Republic

New
$50/hour
58ft Beneteau Gran Turismo 49 Sightseeing Yacht in Miami, Florida
Events in Miami · 13 guests

58ft Beneteau Gran Turismo 49 Sightseeing Yacht in Miami, Florida

New
$300/hour
Wellcraft Portofino Charter in Miami – Up to 13 Guests (Bareboat)
Events in Miami · 13 guests

Wellcraft Portofino Charter in Miami – Up to 13 Guests (Bareboat)

New
$183+/hour
2016 Sea Ray 240 Sundeck – Private Dock, Free Parking, Minutes to Sandbar
Powerboats in Fort Lauderdale · 10 guests

2016 Sea Ray 240 Sundeck – Private Dock, Free Parking, Minutes to Sandbar

New
$66+/hour
"Piano Piano" Triton 218 Bay Explorer Center Console Rental located in Naples
Powerboats in Naples · 6 guests

"Piano Piano" Triton 218 Bay Explorer Center Console Rental located in Naples

New
$157/hour
Private Catamaran Sail & Snorkel in Negril – Open Bar, Snacks & Music
Sailing in Negril · 60 guests

Private Catamaran Sail & Snorkel in Negril – Open Bar, Snacks & Music

New
$930+/hour
Limited Availability
Luxury 38ft Axopar Sun-Top Charter in Miami 🛥️☀️
Powerboats in Miami Beach · 12 guests

Luxury 38ft Axopar Sun-Top Charter in Miami 🛥️☀️

New
$304+/hour
Instant Book
San Juan Sunset Cruise & Swim Party Boat - Up to 6 Guest
Powerboats in San Juan · 6 guests

San Juan Sunset Cruise & Swim Party Boat - Up to 6 Guest

New
$399/hour
Intrepid 37 - La Romana Country House
Events in La Romana · 9 guests

Intrepid 37 - La Romana Country House

New
$1,575/day
Fishing Charters & Leisure Cruising in Miami - 26ft Avenger
Tours in North Miami · 6 guests

Fishing Charters & Leisure Cruising in Miami - 26ft Avenger

New
$125+/hour
40' Sea Ray Yacht - Cruise in Miami
Events in Miami · 12 guests

40' Sea Ray Yacht - Cruise in Miami

New
$130+/hour