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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,192 Reviews)

Page 127 of 141 • 3,378 listings

46' Lagoon Sailing Catamaran | Key West Sunsets, Sandbars & Dry Tortugas
Sailing in Key West · 12 guests

46' Lagoon Sailing Catamaran | Key West Sunsets, Sandbars & Dry Tortugas

New
$635+/hour
Instant Book
37ft Fairline Targa 37 Snorkeling and Sunset Charter in Montego Bay, Jamaica
Events in Montego Bay · 15 guests

37ft Fairline Targa 37 Snorkeling and Sunset Charter in Montego Bay, Jamaica

New
$800/hour
Private  Snorkel & Cruise - Half Day Afternoon ( 1pm-5 Pm) on 37' Intrepid
Powerboats in The Bight Settlement · 10 guests

Private Snorkel & Cruise - Half Day Afternoon ( 1pm-5 Pm) on 37' Intrepid

New
$610/hour
2hr Romantic Sunset Private Cruise On Intrepid 38ft Yacht starts at 3pm
Events in The Bight Settlement · 8 guests

2hr Romantic Sunset Private Cruise On Intrepid 38ft Yacht starts at 3pm

New
$762/hour
34ft Pink Boat Miami | Bachelorette, Birthday & Private Yacht Experience
Powerboats in Miami · 12 guests

34ft Pink Boat Miami | Bachelorette, Birthday & Private Yacht Experience

New
$150+/hour
43ft Ricker Motor Yacht on Biscayne Bay, Sunset Cruise for 6, Captain Included
Events in Miami · 6 guests

43ft Ricker Motor Yacht on Biscayne Bay, Sunset Cruise for 6, Captain Included

New
$275/hour
68ft Sunseeker Luxury Yacht Charter in Nassau, Bahamas | Up to 12 Guests
Events in Nassau · 12 guests

68ft Sunseeker Luxury Yacht Charter in Nassau, Bahamas | Up to 12 Guests

New
$1,610/hour
Instant Book
46ft Newton Private Boat Cruise In Cayman Islands - Your Day Your Way!
Powerboats in West Bay · 45 guests

46ft Newton Private Boat Cruise In Cayman Islands - Your Day Your Way!

New
$300/hour
52ft Motor Luxury Yacht | Up to 13 Guests | North Miami Beach
Events in North Miami Beach · 12 guests

52ft Motor Luxury Yacht | Up to 13 Guests | North Miami Beach

New
$325/hour
Private Charter (2 Hrs.): Coral Reef Snorkeling Only - Grand Cayman
Tours in West Bay · 12 guests

Private Charter (2 Hrs.): Coral Reef Snorkeling Only - Grand Cayman

New
$185/hour
Georgetown/Great Exuma Private 27' Robalo boat
Powerboats in Black Point · 11 guests

Georgetown/Great Exuma Private 27' Robalo boat

New
$413/hour
Miami | 45' Sea Ray Express for 13 guests
Events in Miami · 12 guests

Miami | 45' Sea Ray Express for 13 guests

New
$325/hour
Private Sunset Cruise With Dinner Ocho Rios, Jamaica
Events in Ocho Rios · 30 guests

Private Sunset Cruise With Dinner Ocho Rios, Jamaica

New
$1,400/hour
Catch and Grill Boating in Leeward Settlement
Fishing in Leeward Settlement · 6 guests

Catch and Grill Boating in Leeward Settlement

New
$400/hour
Boat Tours in Panama
Sailing in Panama City · 70 guests

Boat Tours in Panama

1.0
$125/day
Brand New 2025 80 Azimut S8 - Italian Craftmanship in Miami!
Events in Miami · 12 guests

Brand New 2025 80 Azimut S8 - Italian Craftmanship in Miami!

New
$1,250+/hour
Private Tours on Hydra Sport 28’ Center Console in Fajardo, PR
Powerboats in Fajardo · 6 guests

Private Tours on Hydra Sport 28’ Center Console in Fajardo, PR

New
$150/hour
Limited Availability
Sail this cruising catamaran Nautitech 48 in Cartagena, Colombia
Sailing in Cartagena · 30 guests

Sail this cruising catamaran Nautitech 48 in Cartagena, Colombia

New
$2,200/day
Adventure escape challenge on the waters in Key West, Florida
Tours in Key West · 6 guests

Adventure escape challenge on the waters in Key West, Florida

New
$150/hour
 38 Ft Sea Ray Sundancer | Up to $100 OFF Monday-Thursday**
Events in Miami · 12 guests

38 Ft Sea Ray Sundancer | Up to $100 OFF Monday-Thursday**

New
$168/hour
Private Kiteboarding Classes for Beginner in La Guajira, Colombia!
Adventures in La Guajira · 1 guest

Private Kiteboarding Classes for Beginner in La Guajira, Colombia!

New
$50/hour
Luxury Day Captained Charters| Naples by Water
Powerboats in Naples · 6 guests

Luxury Day Captained Charters| Naples by Water

New
$350/hour
35ft Marlago Open Fisherman Private Charter in Nassau, Bahamas | Up to 12 Guests
Powerboats in Nassau · 12 guests

35ft Marlago Open Fisherman Private Charter in Nassau, Bahamas | Up to 12 Guests

New
$376+/hour
Instant Book
Aquila 42ft Cruise Private Full Day Trip - USVI
Powerboats in Cruz Bay · 12 guests

Aquila 42ft Cruise Private Full Day Trip - USVI

New
$372/hour