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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,225 Reviews)

Page 62 of 142 • 3,390 listings

Exclusive Deep Sea Fishing Trip In Punta Cana – 32' Private Yacht Experience
Fishing in Bávaro · 4 guests

Exclusive Deep Sea Fishing Trip In Punta Cana – 32' Private Yacht Experience

New
$152+/hour
Instant Book
Exclusive Deep Sea Fishing Punta Cana – 39ft Private Yacht Experience
Fishing in Bávaro · 6 guests

Exclusive Deep Sea Fishing Punta Cana – 39ft Private Yacht Experience

New
$167+/hour
Instant Book
Private 54ft Luxury Yacht Charter in Punta Cana
Events in La Romana · 14 guests

Private 54ft Luxury Yacht Charter in Punta Cana

New
$455/hour
Instant Book
Private 3-Hour BYO Boat Charter from Jellyfish Beach
Powerboats in Bávaro · 6 guests

Private 3-Hour BYO Boat Charter from Jellyfish Beach

New
$170/hour
Instant Book
Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck
Powerboats in Islamorada · 6 guests

Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck

5.0
$135/hour
Luxury Azimut 55’ Flybridge Motor Yacht
Events in Miami · 13 guests

Luxury Azimut 55’ Flybridge Motor Yacht

New
$220+/hour
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
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
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
62ft Luxury Private Yacht Charter to Rosario Islands | Cartagena
Events in Cartagena · 24 guests

62ft Luxury Private Yacht Charter to Rosario Islands | Cartagena

New
$5,899/day
Instant Book
Rosario Islands Escape on 32ft Private Boat from Cartagena  for 15 pax
Powerboats in Cartagena · 15 guests

Rosario Islands Escape on 32ft Private Boat from Cartagena for 15 pax

New
$1,299/day
Private 42ft Powerboat Day to Rosario Islands from Cartagena
Powerboats in Cartagena · 27 guests

Private 42ft Powerboat Day to Rosario Islands from Cartagena

New
$2,299/day
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
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
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 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 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
Sunseeker 82' Luxury Mega Yacht Ideal For Family Or Party Plan
Events in Cartagena · 20 guests

Sunseeker 82' Luxury Mega Yacht Ideal For Family Or Party Plan

5.0
$7,215/day
New! 29' Speed Boat Rental| Up To 8 People | Island Cruises | Night Time Cruise
Powerboats in Cartagena · 8 guests

New! 29' Speed Boat Rental| Up To 8 People | Island Cruises | Night Time Cruise

New
$100/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
Manhattan 80ft | Luxury Miami Yacht Charter | Spacious Flybridge, VIP Experience
Events in Miami · 14 guests

Manhattan 80ft | Luxury Miami Yacht Charter | Spacious Flybridge, VIP Experience

New
$500/hour
Luxury 54 ft Cruiser Yacht Adventure
Events in Fajardo · 12 guests

Luxury 54 ft Cruiser Yacht Adventure

New
$600+/hour
48ft Hatteras Private Sportfishing Charter in San Juan, Puerto Rico
Fishing in San Juan · 6 guests

48ft Hatteras Private Sportfishing Charter in San Juan, Puerto Rico

New
$300+/hour

Caribbean Reviews

  1. Tamela

    Tamela

    Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck

    Dawid "David" was great! Our family chose his charter services to celebrate our dad's 70th birthday, and our expectations were exceeded. We had a blast! He's very accommodating and chill. He is an EMT and paramedic, which added an extra level of peace of mind. His price is also very affordable for the services offered. Book with him; you won't be disappointed!

  2. CM

    Caroline

    Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck

    we loved our trip with Dinorah! he was so chill which we loved in our experience on being on a boat. he was so sweet and accommodating with our needs!

  3. 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!