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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,137 Reviews)

Page 62 of 141 • 3,369 listings

Private 44ft Luxury Yacht Cartagena in Rosario Islands & Cholón
Events in Cartagena · 12 guests

Private 44ft Luxury Yacht Cartagena in Rosario Islands & Cholón

New
$365/hour
52ft Motor Yacht Cartagena – Rosario Islands & Cholón
Events in Cartagena · 16 guests

52ft Motor Yacht Cartagena – Rosario Islands & Cholón

New
$475/hour
Private 35ft Motor Yacht Cartagena in Rosario Islands & Cholón
Events in Cartagena · 10 guests

Private 35ft Motor Yacht Cartagena in Rosario Islands & Cholón

New
$375/hour
Private 42ft Flybridge Yacht Cartagena – Rosario Islands & Cholón
Events in Cartagena · 15 guests

Private 42ft Flybridge Yacht Cartagena – Rosario Islands & Cholón

New
$475/hour
Private 33ft Speedboat Cartagena with Captain in Rosario Islands & Cholón
Powerboats in Cartagena · 14 guests

Private 33ft Speedboat Cartagena with Captain in Rosario Islands & Cholón

New
$165/hour
Private 30' Speedboat Cartagena: Rosario Islands, Barú & Cholón with Captain
Powerboats in Cartagena · 12 guests

Private 30' Speedboat Cartagena: Rosario Islands, Barú & Cholón with Captain

New
$150/hour
Private 49ft Yacht Charter in Montego Bay – Open Bar & Lunch
Events in Montego Bay · 12 guests

Private 49ft Yacht Charter in Montego Bay – Open Bar & Lunch

New
$1,670/hour
Private 29ft Speedboat Charter in Rosario Islands, Barú & Cholón
Powerboats in Cartagena · 12 guests

Private 29ft Speedboat Charter in Rosario Islands, Barú & Cholón

New
$135/hour
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
Private Bravo VIP Double Deck Catamaran with Waterslide for 80 Guests in Sosúa
Sailing in Sosúa · 80 guests

Private Bravo VIP Double Deck Catamaran with Waterslide for 80 Guests in Sosúa

New
$250+/hour
Puerto Plata Private Deep Sea Fishing Charter aboard 56ft Sportfisher Yacht
Fishing in Sosúa · 8 guests

Puerto Plata Private Deep Sea Fishing Charter aboard 56ft Sportfisher Yacht

New
$275+/hour
Azimut 50' Yacht Double Decker
Events in Fajardo · 13 guests

Azimut 50' Yacht Double Decker

5.0
$325+/hour
💥 64' Azimut + 1 FREE Extra Hour in Cartagena, Colombia 💥
Events in Cartagena · 18 guests

💥 64' Azimut + 1 FREE Extra Hour in Cartagena, Colombia 💥

New
Superowner
Best of 2026
$392+/hour
Instant Book
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
Punta Cana Private Party Boat: Friends & Family Cruise
Powerboats in Sosúa · 80 guests

Punta Cana Private Party Boat: Friends & Family Cruise

1.0
Superowner
Best of 2026
$17/hour
Enjoy Cartagena on a 62ft Azimut Luxury Yacht!
Events in Cartagena · 20 guests

Enjoy Cartagena on a 62ft Azimut Luxury Yacht!

New
Superowner
Best of 2026
$255/hour
Puerto Plata Party Catamaran Jacuzzi Slide Barbecue and Bar
Sailing in Sosúa · 20 guests

Puerto Plata Party Catamaran Jacuzzi Slide Barbecue and Bar

New
$425/hour
Puerto Plata Private Sunset Catamaran Cruise with Open Bar and BBQ
Sailing in Sosúa · 10 guests

Puerto Plata Private Sunset Catamaran Cruise with Open Bar and BBQ

New
$260/hour
Private Full-Day Boat Charter to Isla Saona from Bayahibe up to 12 people
Powerboats in Los Melones · 12 guests

Private Full-Day Boat Charter to Isla Saona from Bayahibe up to 12 people

New
$170/hour
Instant Book
Snorkel the Rosario Islands on a Private 42' Speedboat from Cartagena
Powerboats in Cartagena · 20 guests

Snorkel the Rosario Islands on a Private 42' Speedboat from Cartagena

New
$250/hour
Private 53' Power Catamaran Charter in Cabo Rojo to Eagle Bay
Events in Dominican Republic · 70 guests

Private 53' Power Catamaran Charter in Cabo Rojo to Eagle Bay

New
$533+/hour
Private Sunset Catamaran Tour in Barbados – Turtles & Open Bar
Sailing in Bridgetown · 12 guests

Private Sunset Catamaran Tour in Barbados – Turtles & Open Bar

New
$933/hour
Private Double-Deck Party Catamaran with Waterslide in Sosúa
Sailing in Sosúa · 80 guests

Private Double-Deck Party Catamaran with Waterslide in Sosúa

New
$220+/hour
Private 28ft Speedboat to Rosario Islands from Cartagena up to 8 Guests
Powerboats in Cartagena · 8 guests

Private 28ft Speedboat to Rosario Islands from Cartagena up to 8 Guests

New
$899/day
Instant Book

Caribbean Reviews

  1. LC

    Louise

    Azimut 50' Yacht Double Decker

    Great experience. Catering upgrade was great—the food was plentiful and delicious, and had a replacement vessel available that was nice and even larger when the original vessel ran into mechanical issues the day prior that would not be resolved in time for our charter. Recommend booking with Gabriel for a wonderful time!

  2. JS

    Jad

    Captained 80' Sailing Schooner Charter In Key West, Florida

    Amazing ship, a piece of history, great crew, and an excellent experience. Highly recommended!