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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,562 Reviews)

Page 44 of 1353,225 listings

All-inclusive Luxury Private Charter - Power Cat - St Martin/Anguilla/St Barths
Caribbean · 12 guests

All-inclusive Luxury Private Charter - Power Cat - St Martin/Anguilla/St Barths

5.0
$2,267+/day
Limited Availability
40ft Fort Lauderdale Tiki Party Boat | BYOB, Bathroom, Up to 22
Events in Fort Lauderdale · 22 guests

40ft Fort Lauderdale Tiki Party Boat | BYOB, Bathroom, Up to 22

5.0
$319+/hour
100' San Lorenzo Yacht Charter in Miami Beach
Events in Miami Beach · 13 guests

100' San Lorenzo Yacht Charter in Miami Beach

New
Superowner
$1,750/hour
 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
Stunning 65' Luxury Azimut for any Occasion
Events in Punta Cana · 25 guests

Stunning 65' Luxury Azimut for any Occasion

5.0
Superowner
Best of 2026
$568/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
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
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
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
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
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
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
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
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
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 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
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
65ft Sea Ray Motor Yacht in Miami
Events in Miami · 13 guests

65ft Sea Ray Motor Yacht in Miami

New
Superowner
Best of 2026
$300/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
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
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
Cobalt R5 Bowrider Boat Rental In George Town, Cayman Islands
Powerboats in George Town · 8 guests

Cobalt R5 Bowrider Boat Rental In George Town, Cayman Islands

5.0
$288+/hour
2026 Dockside 22DQ Black Pontoon in Deerfield Beach
Powerboats in Deerfield Beach · 11 guests

2026 Dockside 22DQ Black Pontoon in Deerfield Beach

New
$62+/hour

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. DW

    Deon

    All-inclusive Luxury Private Charter - Power Cat - St Martin/Anguilla/St Barths

    Our day on the Galaxy with Ben and Lucy was the highlight of our week in St. Marten. The attention to detail for my wife’s birthday was amazing. The boat was decorated and the cake was great! Ben did an awesome job on the grill and Lucy made great drinks! Allison was very easy to communicate with and very accommodating to our schedule and special request! Pyratz is definitely our go-to charter when we visit.

  3. KC

    Kristen

    Stunning 65' Luxury Azimut for any Occasion

    Book this trip immediately! This was my first time booking on this site and I could not be more thrilled with my experience. This team took great care of my group of 13 and helped to make our outing the trip of a lifetime. The team communicated well from the moment I sent my inquiry, and they were punctual and attentive. Our captain was amazing and took us to see some amazing parts of DR. The team also helped us with barbecuing and kept our beverages flowing. Hoping to make my way back to DR and I will absolutely book with this team again!

  4. 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.

  5. 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!

  6. 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.