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All listings in Caribbean

Incredible cruising catamaran rentals in the Caribbean.

4.6
(1,491 Reviews)

Page 5 of 14 • 318 listings

Amazing Punta Cana Sand Bar Party with Chaparral Motor Yacht!
Events in Bávaro · 200 guests

Amazing Punta Cana Sand Bar Party with Chaparral Motor Yacht!

5.0
Superowner
Best of 2026
$17/hour
🎉 Miches All Stars Cruise All Inclusive Luxury Yacht entertainment
Powerboats in Dominican Republic · 150 guests

🎉 Miches All Stars Cruise All Inclusive Luxury Yacht entertainment

5.0
Superowner
Best of 2026
$17/hour
Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI
Sailing in Charlotte Amalie · 12 guests

Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

5.0
$293/hour
60' Sailing Party Catamaran in Miami Florida
Sailing in Miami Beach · 49 guests

60' Sailing Party Catamaran in Miami Florida

4.6
$1,300/hour
Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran
Sailing in Charlotte Amalie · 12 guests

Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran

4.6
$365/hour
Be Happy 40ft - Private Catamaran Charter - Discover the beautiful St Maarten
Caribbean · 12 guests

Be Happy 40ft - Private Catamaran Charter - Discover the beautiful St Maarten

5.0
$1,850/day
Sailing and motor Catamaran for Cruising and Celebrations🎉Best 2025 Awards 🎉
Sailing in Uvero Alto · 30 guests

Sailing and motor Catamaran for Cruising and Celebrations🎉Best 2025 Awards 🎉

3.5
Superowner
Best of 2026
$100/hour
Isla Saona Private Yacht Charter With Captain – Luxury Full-Day Tour
Powerboats in Bávaro · 20 guests

Isla Saona Private Yacht Charter With Captain – Luxury Full-Day Tour

1.0
$1,820/day
🏆BEST 2025🏆Family Party Boat with Slide for from 1 to 100 people in Punta Cana
Tours in Punta Cana · 100 guests

🏆BEST 2025🏆Family Party Boat with Slide for from 1 to 100 people in Punta Cana

3.7
Superowner
Best of 2026
$50/hour
Beautiful 57' Lagoon Sailing Catamaran
Sailing in Road Town · 12 guests

Beautiful 57' Lagoon Sailing Catamaran

5.0
$900/hour
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
$2,221+/day
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
Luxury Day Catamaran Charters ANTIGUA
Sailing in Saint John's · 65 guests

Luxury Day Catamaran Charters ANTIGUA

5.0
$1,000/hour
St. Kitts Coastline Cruise & Beach
Tours in Basseterre · 45 guests

St. Kitts Coastline Cruise & Beach

5.0
$147/hour
BEST 2025-2026 Punta Cana Party Boat: Snorkel, Sandbar,  🍹 & Unlimited  Bar 🍹
Powerboats in Uvero Alto · 150 guests

BEST 2025-2026 Punta Cana Party Boat: Snorkel, Sandbar, 🍹 & Unlimited Bar 🍹

1.0
Superowner
Best of 2026
$39/hour
45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands
Sailing in St. Thomas · 12 guests

45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

5.0
$2,000/day
Full Day 50' Private Sailing Catamaran. Luxury, Beach/Snorkel. Departs Red Hook
Sailing in St. Thomas · 12 guests

Full Day 50' Private Sailing Catamaran. Luxury, Beach/Snorkel. Departs Red Hook

5.0
$2,395/day
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
S/Y Timshel Day and Term Charters, Grenada and Grenadines
Sailing in Saint George's · 6 guests

S/Y Timshel Day and Term Charters, Grenada and Grenadines

5.0
$660/day
Exclusive Private Yacht Snorkeling, Natural Sea Pool, Wild Beach, Book Now!
Events in Cabarete · 100 guests

Exclusive Private Yacht Snorkeling, Natural Sea Pool, Wild Beach, Book Now!

New
Superowner
Best of 2026
$17/hour
Luxury Private Catamaran Charter – All-Inclusive from St. Maarten
Caribbean · 16 guests

Luxury Private Catamaran Charter – All-Inclusive from St. Maarten

5.0
$2,095/day
Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Caribbean · 12 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

5.0
$1,500/day
Private 40ft Lagoon Sailing Catamaran in Cartagena
Sailing in Cartagena · 18 guests

Private 40ft Lagoon Sailing Catamaran in Cartagena

New
$325/hour

Cruising Catamaran Reviews in Caribbean

  1. EB

    Evan

    Be Happy 40ft - Private Catamaran Charter - Discover the beautiful St Maarten

    10/10 experience! D and the captain was very kind and wonderful. The boat was absolutely beautiful and the weather was perfect for the day. I would recommend to anyone to book with them. You will not be disappointed!

  2. VK

    Vai

    Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

    Captain AnneMarie and Osay were amazing. They made our day absolutely amazing from couple great snorkeling areas, a ship wreck to water island for a great lunch, snorkeling, paddle boarding etc. They both kept it fun and Osay was always there to help, assist or just give you great conversation with a smile on his face. Must experience in St Thomas. Would recommend doing a full day as well.

  3. WB

    Wendy

    Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

    We rented from Scott's company for June 9, 2021. He was very attentive to responding to questions about the rental. The boat was exacting what is advertised....fantastic! We had Captain Splash and O'say as a crew fro the day. They were fantastic. They were prompt and onetime. When we first meet they asked if there were any special food or beverages we would like. We asked if there was champagne on board...he said no and said he would get some. We offered to pay for it but they would not let us pay for it. Five of the quests were in their 70's and my husband moves a bit slow...they were very accommodating to him to get on, move around the boat and disembark the boat. That made my husbands trip be fabulous. We had 7 people in our group of which 3 remained on the back by captain splash while 4 of us spent most of the time on the front. Captain splash remained in the back talking and entertaining and O'say took care of use on the front making sure we had drinks, reminding us to reapply suntan lotion and telling us about all the islands we went around. Both very delightful and knowledgeable about the boat, islands and making our trip fabulous. They got us lunch at a fun shack on honeymoon island...Best fish tacos & wraps I ever had! The only regret is that we didn't rent the boat more than 1 day. DO NOT HESITATE TO RENT! Wendy Basford

  4. SN

    Shelby

    Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

    10 starts!! (this is going to be a long one but an informative one) Wow is all you will say after you’v booked with the beat charter company on USVI! I don’t ever want to try any other company because theres no competition. This was the best experience ever! I cant wait to book again. Everyone and everything was nothing but amazing! I was speechless. First of all I took a beautiful sailing yacht called C'est La Vie with Seas the Day Charters(Scott and Hope). It was perfect for my birthday which hosted a party of 4. Very affordable, clean, spacious and just more than what I could’ve imagine. Our mate Alyssa and captain Pogan were absolutely wonderful! I don’t recall a time not seeing either one of them smiling. They were friendly and definitely helpful my party and I didn’t have to lift a finger. Captain Pogan was a smooth driver and knows his way around the waves. I booked the half day charter 9am-1pm and we didn’t want to leave! Captain Pogan took us to St. John from St. Thomas to a beautiful beach called Honeymoon beach (you also have the option of Trunk bay) where Alyssa carried us in a power boat to shore. We spent some time there and then she came back to get us. I felt very special on my day thank you so much! My booking included snacks like chips, peanuts, granola bars, cheeze its, unlimited rum punch, bottled water and sodas provided by the charter company. They also offer options for you to upgrade your charter by purchasing food, fruit, cakes, bottles of wine,champagne and anything else you may like to include on your day. I took advantage of this option by ordering a sandwich and fruit platers for my party. The young lady Hope who I’ve had conversations with about planning my charter experience is a real pleasure. Hope is super nice and sweet. I didn’t have any issues when it came to communicating with her via email or by phone. Whatever you want or need she will make it happen for you. I can’t say thank you enough!

  5. SG

    Sintera

    60' Sailing Party Catamaran in Miami Florida

    The Original catamaran had a mechanical issue, and he worked feverishly to find me 2 yachts to accommodate the 26 people I had attending. In addition to still providing food & beverages for both yachts as originally agreed. In addition, he threw in Happy Birthday balloon décor for one of the yachts which I obviously rode on. It was an awesome day, the decorations were amazing and helped make the pics for my 50th birthday celebration epic... Fun was had by all !!!

  6. EA

    Ebonie

    60' Sailing Party Catamaran in Miami Florida

    We left about 20 min late, not due to any reason within my group. And I don't mean pulling off 20 min late, I mean standing at the pier for 20 extra min waiting to board. I was not happy about that but I did not mention it. The captain of the boat was not Cesar. All communication had been with Cesar up until then. The sail itself was wonderful!! The crew was nice. Snacks were as expected. Bartender was great! They assisted us very well with jumping off and getting on the boat. Even down to our more nervous passengers. They were truly awesome. My entire party had an amazing time!! We would do this again, I'd just ask to be on time or compensate that time with either more time on the back end or money back. At $950/hour, a 20 min loss is a decent amount. But the experience was truly amazing