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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,192 Reviews)

Page 132 of 141 • 3,378 listings

Private sailing and snorkeling charter for 2. A unique and custom tailored trip
Sailing in Guna Yala Comarca · 2 guests

Private sailing and snorkeling charter for 2. A unique and custom tailored trip

New
$185/night
23ft Hurricane Sundeck Boat Rental in Miami – Up to 8 Guests
Powerboats in Miami · 8 guests

23ft Hurricane Sundeck Boat Rental in Miami – Up to 8 Guests

New
$160/hour
Captained 33ft Sea Ray Sundancer Boat
Powerboats in North Miami Beach · 6 guests

Captained 33ft Sea Ray Sundancer Boat

New
$105/hour
Forboat 23 – Freedom, authenticity and pure boating pleasure in Guadeloupe
Powerboats in Pointe-a-Pitre · 9 guests

Forboat 23 – Freedom, authenticity and pure boating pleasure in Guadeloupe

New
$34/hour
Lagoon 450 - Catamaran sail rental in Le Marin - Martinique
Sailing in Le Marin · 12 guests

Lagoon 450 - Catamaran sail rental in Le Marin - Martinique

New
$834/day
Discover Miami – 21ft Tahoe T21  for Groups of 10
Powerboats in Florida · 10 guests

Discover Miami – 21ft Tahoe T21 for Groups of 10

New
$89/hour
Private Naples/Marco Island Sunset & Dolphin Cruise – 22' Sun Tracker Pontoon
Powerboats in Naples · 6 guests

Private Naples/Marco Island Sunset & Dolphin Cruise – 22' Sun Tracker Pontoon

New
$230/hour
All-inclusive Crewed Charter on 40ft Nautitech Sailing Catamaran in San Blas
Sailing in Guna Yala Comarca · 7 guests

All-inclusive Crewed Charter on 40ft Nautitech Sailing Catamaran in San Blas

New
$1,000/night
Brand-New 2025 Hanover 305 Luxury Yacht
Powerboats in Fort Lauderdale · 8 guests

Brand-New 2025 Hanover 305 Luxury Yacht

New
$300/hour
Prestige Yacht | Your Yacht Awaits
Events in Delray Beach · 12 guests

Prestige Yacht | Your Yacht Awaits

New
$1,400/hour
41ft Center Console in Cartagena, Colombia
Powerboats in Cartagena · 18 guests

41ft Center Console in Cartagena, Colombia

New
$1,100/day
Welcome aboard a stunning 2022 Bali Catspace Cruising Catamaran
Sailing in John's Hole · 8 guests

Welcome aboard a stunning 2022 Bali Catspace Cruising Catamaran

New
$550/hour
Explore Miami River on 50' Maxum Yacht with Captain and Mate Included
Events in Miami · 13 guests

Explore Miami River on 50' Maxum Yacht with Captain and Mate Included

New
$300/hour
Luxury 92' Lazzara In The Bahamas
Events in Nassau · 12 guests

Luxury 92' Lazzara In The Bahamas

New
$3,536/hour
#1 Celebrity Yacht 90FT Pershing Ultimate Luxury!
Events in Miami Beach · 13 guests

#1 Celebrity Yacht 90FT Pershing Ultimate Luxury!

New
$1,000/hour
Nautitech 40 in San Blas Islands
Sailing in Panama City · 7 guests

Nautitech 40 in San Blas Islands

New
$1,550/night
Miami | 2019 70' Azimut S7 Luxury Yacht 13 guests
Events in Miami · 13 guests

Miami | 2019 70' Azimut S7 Luxury Yacht 13 guests

New
$1,068/hour
Jeannuea Internacional 51" Sailboat - Jump onboard and relax!
Sailing in San Andrés · 6 guests

Jeannuea Internacional 51" Sailboat - Jump onboard and relax!

New
$425/night
42ft Luxury Center Console Rental / Visit Rosario Islands and Baru
Powerboats in Cartagena · 20 guests

42ft Luxury Center Console Rental / Visit Rosario Islands and Baru

New
$120/hour
Private Luxury Charter to Stingray City in Grand Cayman
Tours in George Town · 8 guests

Private Luxury Charter to Stingray City in Grand Cayman

New
$300/hour
2021 Lagoon 46 Sailing Catamaran Based in Saint Martin / Saint Barthélémy
Sailing in Saint Martin · 12 guests

2021 Lagoon 46 Sailing Catamaran Based in Saint Martin / Saint Barthélémy

New
$2,805/day
Private Charter 26' Center Console in Nassau, BH
Powerboats in Nassau · 5 guests

Private Charter 26' Center Console in Nassau, BH

New
$200/hour
Couach 21m "NEREE"  from Anguilla
Events in Sandy Ground · 12 guests

Couach 21m "NEREE" from Anguilla

New
$7,406/day
Fabulous Chris Craft Boat for charter -  British Virgin Islands
Powerboats in Virgin Gorda · 12 guests

Fabulous Chris Craft Boat for charter - British Virgin Islands

New
$1,800/day