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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,648 Reviews)

Page 44 of 135 • 3,228 listings

 26’ Sea Ray Sundeck for 11 people, In Miami, Florida
Powerboats in Miami · 11 guests

26’ Sea Ray Sundeck for 11 people, In Miami, Florida

5.0
Superowner
$100/hour
EXCLUSIVE ISLAND CRUISE ENTERTAINMENT MUSIC DANCE PARTY CAPTAIN CHARTER 🏝
Events in La Romana · 150 guests

EXCLUSIVE ISLAND CRUISE ENTERTAINMENT MUSIC DANCE PARTY CAPTAIN CHARTER 🏝

New
Superowner
Best of 2026
$17/hour
62' Azimut “Priceless” | Luxury Miami Yacht Charter
Events in Miami Beach · 13 guests

62' Azimut “Priceless” | Luxury Miami Yacht Charter

5.0
$680+/hour
Private 40ft Luxury Yacht Charter Punta Cana – Birthdays & Special Occasions
Events in La Romana · 10 guests

Private 40ft Luxury Yacht Charter Punta Cana – Birthdays & Special Occasions

New
$300/hour
Instant Book
Yacht Prestige 50 On La Romana Country House
Events in La Romana · 15 guests

Yacht Prestige 50 On La Romana Country House

New
$4,680/day
Full Day Aboard MV Hydra Luxury Power Catamaran
Powerboats in St. Thomas · 12 guests

Full Day Aboard MV Hydra Luxury Power Catamaran

5.0
$1,795/day
Beautiful Azimut Italian yacht 55’ Flybridge
Events in Dania Beach · 12 guests

Beautiful Azimut Italian yacht 55’ Flybridge

5.0
$290+/hour
Good times on the water - 22 foot Pontoon Sun Tracker
Powerboats in North Miami Beach · 11 guests

Good times on the water - 22 foot Pontoon Sun Tracker

5.0
$85+/hour
Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana
Powerboats in Punta Cana · 18 guests

Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana

4.6
Superowner
$190/hour
Ultimate Day Sailing Charter Onboard 40' Baba Sailboat in St. Thomas
Sailing in St. Thomas · 6 guests

Ultimate Day Sailing Charter Onboard 40' Baba Sailboat in St. Thomas

5.0
$220/hour
Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad
Powerboats in Marathon · 6 guests

Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

5.0
$150/hour
Charter 80' Ferretti Power Mega Yacht in Miami, Florida
Events in Aventura · 13 guests

Charter 80' Ferretti Power Mega Yacht in Miami, Florida

5.0
$1,000/hour
Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands
Sailing in Charlotte Amalie West · 6 guests

Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

5.0
$210/hour
Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico
Sailing in Fajardo · 19 guests

Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico

5.0
$450/hour
2026 VIP Birthday Celebration - Bachelor-bachelorette And More! Book Now!
Events in Bávaro · 100 guests

2026 VIP Birthday Celebration - Bachelor-bachelorette And More! Book Now!

New
Superowner
Best of 2026
$17/hour
24ft Hurricane Deck Boat for Amazing Day in SWFL
Powerboats in Naples · 6 guests

24ft Hurricane Deck Boat for Amazing Day in SWFL

5.0
$120+/hour
Charter a Center Console in Montego Bay, Jamaica
Powerboats in Montego Bay · 4 guests

Charter a Center Console in Montego Bay, Jamaica

4.9
$200/hour
60' Viking Princess Motor Yacht - Day Cruises Or Multi Day Charters!
Events in Aventura · 12 guests

60' Viking Princess Motor Yacht - Day Cruises Or Multi Day Charters!

5.0
$375+/hour
Limited Availability
⭐⭐⭐Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience
Events in Miami · 13 guests

⭐⭐⭐Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience

5.0
$210/hour
Double Decker 42' Aventura Private Catamaran
Powerboats in Nassau · 59 guests

Double Decker 42' Aventura Private Catamaran

5.0
$1,100/hour
Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago
Events in Trinidad and Tobago · 20 guests

Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago

5.0
$910/day
Your Perfect Day on the Water Starts Here 219FS Key West in SWFL Bonita Springs
Powerboats in Cape Coral · 8 guests

Your Perfect Day on the Water Starts Here 219FS Key West in SWFL Bonita Springs

5.0
$85/hour
Visit Saona Island and Natural Pool renting our yacht from Punta Cana
Events in Punta Cana · 12 guests

Visit Saona Island and Natural Pool renting our yacht from Punta Cana

5.0
$2,120/day
37 Foot Intrepid Center Console for 12 People in St John, U.S. Virgin Islands
Powerboats in Cruz Bay · 12 guests

37 Foot Intrepid Center Console for 12 People in St John, U.S. Virgin Islands

5.0
$1,350/day

Caribbean Reviews

  1. TW

    Tim

    Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

    We hired Brad to help my wife and me to go to a coral reef to spread my parent’s ashes. My wife got seasick but Brad did everything possible to get her feeling better. He was very respectful of the reason for the trip and even took off his hat when the “ceremony” started. I did a little snorkeling but came back to the boat to get my wife on shore. Once we docked, I took my wife to the jeep and turned on the air. Brad was so nice that he rinsed off in fresh water all the equipment and brought it to the jeep. Brad was very courteous, respectful, polite, & capable. His boat was immaculate and ran like a dream and it was a 1999 boat! You very rarely find an individual who checked all the boxes and he did!!

  2. JH

    Jason

    62' Azimut “Priceless” | Luxury Miami Yacht Charter

    If you got a crew who likes to anchor and swim, this is the yacht for you. They have all the toys. Slide, trampoline, seabobs, etc. Most of our group loved this stuff and this charter did not disappoint. The captain and crew got everything setup quickly and taken down quickly - which was impressive since we had a lot of toys to setup. Only critique is the boat is is not is super great shape - but the boat layout and overall setup trumped any imperfections. Our groups favorite thing by activity by far were the seabobs, make sure they have a bunch of these for you. We had two and we used them the entire time and they ran out of batteries after a couple hours so make sure to order a bunch of these. Great experience and would book again.

  3. Avri

    Avri

    Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana

    My boyfriend and I had a great time on this boat. It was the perfect balance between attentiveness and privacy. We first went sailing along the coast near the marina, then scuba diving, and finally to a really beautiful “natural pool” which was crystal clear and the perfect way to end the trip. It was very fun and they had a Bluetooth speaker for us to sync our music. Carlos and José were awesome captains. We would definitely do this again.

  4. Emily

    Emily

    Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

    My kids and I had a fantastic experience with Brad. He was knowledgeable, friendly, flexible and provided a fun 3 hour excursion full of fun and funny memories. The location is absolutely stunning. Highly recommend him for anyone looking for a great day out in the beautiful waters in the Keys. Thank you!

  5. Caitlin

    Caitlin

    Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

    This was one of the best days of our lives! Christina and Jon were beyond accommodating. The drinks, the FOOD (get the lobster and mahi), the music, the snorkeling (saw so many beautiful fish and sea turtles!!) and the conversation were so enjoyable. These people know the islands so well and teach you a lot on top of giving you one of the best experiences of your life! Could not recommend it enough!!!!!

  6. KR

    Kelsey

    Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

    Jon and his team delivered the best experience of our St. John’s vacation. This is an island best seen by boat. Our kids are young (2,5,7). He customized an itinerary, snacks etc to the group. We went to one beautiful beach with turtles and a great snorkeling spot with fish. As our kids say, three thumbs up!