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All listings in Caribbean

Incredible cruising catamaran rentals in the Caribbean.

4.7
(1,481 Reviews)

Page 3 of 12280 listings

2.5hr Catamaran Experience Montego Bay
Powerboats in Montego Bay · 30 guests

2.5hr Catamaran Experience Montego Bay

5.0
Superowner
$995/hour
Private Sailing Full Day Charter - Fajardo, Puerto Rico
Sailing in Fajardo · 6 guests

Private Sailing Full Day Charter - Fajardo, Puerto Rico

5.0
$1,995/day
Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷
Sailing in Fajardo · 6 guests

Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷

4.9
$995/day
Exclusive Private boat rental to any occasion in punta cana🥳
Events in El Cortecito · 30 guests

Exclusive Private boat rental to any occasion in punta cana🥳

New
Superowner
Best of 2026
$10/hour
🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025- 2026 Awards TOTALLY PRIVATE 🎉
Events in Verón · 100 guests

🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025- 2026 Awards TOTALLY PRIVATE 🎉

4.8
Superowner
Best of 2026
$50/hour
DELUXE BOAT FOR PRIVATE VIP BACHELORETTE/BIRTHDAY PARTY
Events in Uvero Alto · 80 guests

DELUXE BOAT FOR PRIVATE VIP BACHELORETTE/BIRTHDAY PARTY

4.5
$50/hour
🏆BEST 2025🏆 BOOZE CRUISE SAND BAR PUNTA CANA SNORKELING BAR ENTERTAINMENT
Events in Punta Cana · 100 guests

🏆BEST 2025🏆 BOOZE CRUISE SAND BAR PUNTA CANA SNORKELING BAR ENTERTAINMENT

4.4
Superowner
Best of 2026
$17/hour
PUNTA CANA BOAT RIDE TURN UP ENTERTAINMENT SUNSET PARTY AND MORNING ADVENTURES
Events in La Altagracia · 60 guests

PUNTA CANA BOAT RIDE TURN UP ENTERTAINMENT SUNSET PARTY AND MORNING ADVENTURES

4.7
Superowner
Best of 2026
$13/hour
BEST IN CLASS All Inclusive Catamaran Charters
Sailing in Nassau · 20 guests

BEST IN CLASS All Inclusive Catamaran Charters

5.0
$1,080/hour
5-Star Luxury Boat : B-DAY PARTY TOTALLY PRIVATE 🎉
Events in Bávaro · 70 guests

5-Star Luxury Boat : B-DAY PARTY TOTALLY PRIVATE 🎉

New
Superowner
Best of 2026
$17/hour
Available in Puerto Plata  Private Yacht Experience: Beautiful Views book now
Powerboats in Puerto Plata · 100 guests

Available in Puerto Plata Private Yacht Experience: Beautiful Views book now

New
Superowner
Best of 2026
$50/hour
🤩DELUXE BOAT FOR PRIVATE VIP BACHELORETTE/BIRTHDAY PARTY in Sosua Beach.
Events in Sosúa · 150 guests

🤩DELUXE BOAT FOR PRIVATE VIP BACHELORETTE/BIRTHDAY PARTY in Sosua Beach.

5.0
$425/hour
🥂AMAZING PRIVATE YACHT🥂
Powerboats in La Romana · 50 guests

🥂AMAZING PRIVATE YACHT🥂

5.0
Superowner
Best of 2026
$50/hour
Captained Charter on Lagoon 440 Cruising Catamaran in Cartagena
Sailing in Cartagena · 23 guests

Captained Charter on Lagoon 440 Cruising Catamaran in Cartagena

4.9
$1,800/day
Saint Kitts Private Boat Charter
Tours in Basseterre · 55 guests

Saint Kitts Private Boat Charter

5.0
$300/hour
sunbathe and relax on our island in the middle of the ocean
Events in Punta Cana · 100 guests

sunbathe and relax on our island in the middle of the ocean

3.7
Superowner
Best of 2026
$50/hour
Limited Availability
⛵️ Catamaran Party Boat 50' (49-Person)
Sailing in Miami Beach · 42 guests

⛵️ Catamaran Party Boat 50' (49-Person)

5.0
Superowner
$700+/hour
All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts
Sailing in Saint Martin · 6 guests

All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts

5.0
$2,901/day
⛵️ Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami Beach · 42 guests

⛵️ Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender

3.0
Superowner
$700+/hour
Sailing Catamaran Yacht for up to 20 Guests in Aruba
Sailing in Oranjestad-West · 24 guests

Sailing Catamaran Yacht for up to 20 Guests in Aruba

4.6
Superowner
$675/hour
5-Star Vibes: All-Inclusive Captain & Crew - 65ft Ocean Explorer Catamaran
Events in Bávaro · 150 guests

5-Star Vibes: All-Inclusive Captain & Crew - 65ft Ocean Explorer Catamaran

4.0
Superowner
Best of 2026
$10/hour
Luxury Catamaran Trips in St Maarten and Surrounding Islands
Caribbean · 22 guests

Luxury Catamaran Trips in St Maarten and Surrounding Islands

5.0
$475/hour
Private Full Day, Aboard SY Mazu - Luxury Gemini Catamaran w/Holiday Pricing
Sailing in St. Thomas · 12 guests

Private Full Day, Aboard SY Mazu - Luxury Gemini Catamaran w/Holiday Pricing

5.0
$1,550/day
41ft Metta Sailing Catamaran in Turks and Caicos Islands
Sailing in Leeward Settlement · 12 guests

41ft Metta Sailing Catamaran in Turks and Caicos Islands

5.0
$450/hour

Cruising Catamaran Reviews in Caribbean

  1. EE

    Ebony

    2.5hr Catamaran Experience Montego Bay

    Booking a private boating experience with Shari was one of the best decisions we've made. From the moment we boarded, we were greeted with warm smiles and exceptional hospitality, setting the stage for a day of fun and relaxation. The crew was highly professional, ensuring safety while also making the experience entertaining for everyone on board. We also chose an additional birthday package, which was worth every penny. When our flight was canceled due to weather, Shari handled the situation gracefully, promptly rescheduling our booking. Their flexibility and commitment to customer satisfaction were greatly appreciated. For anyone looking for a memorable boating adventure, we highly recommend booking with Shari, it’s an investment in unforgettable memories.

  2. CC

    Carla

    2.5hr Catamaran Experience Montego Bay

    The cruise was great. Awesome weather! The crew was outstanding. Do a sunset cruise you'll love the view. The only con was for the price we paid per person there should have been some kind of finger food (fruit, chicken, etc) other than chips and drinks.

  3. John

    John

    🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025- 2026 Awards TOTALLY PRIVATE 🎉

    The staff was great. Made it an excellent experience. The drivers of our 22 passenger van were helpful and treated us right. The boat and drinks were fantastic. A photographer was added and we spent too much on photographs. Negotiate before you start drinking or tell them to get off the boat. It’s a party!

  4. CC

    Carmen

    🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025- 2026 Awards TOTALLY PRIVATE 🎉

    You will not regret this! We celebrated my daughters 16th Birthday in style and Kimbara’s boat and crew did not disappoint!!! All of our guests had an amazing time and we will have these memories to last a lifetime! Thank you! Thank you! THANK YOU!!!!

  5. AG

    Andrea

    PUNTA CANA BOAT RIDE TURN UP ENTERTAINMENT SUNSET PARTY AND MORNING ADVENTURES

    This trip was amazing from beginning to end! Everyone on boat was super helpful and fun ! The boat was decorated beautifully for my family. The DJ played great music that kept me and my family dancing. They took us to see the dolphins and snorkeling and ended with a great beach party were all the boats lined up and everyone jumped in water and danced ! I will definitely use them again ! Not only was it a great time but me and my family felt safe and comfortable the whole time ! Highly recommend!

  6. BB

    Brandy

    BEST IN CLASS All Inclusive Catamaran Charters

    We had Captain Fox and Jaclyn. They were both fantastic. Attentive to every detail. Food was great, we had the beef and fish burger bar, along with the fruit, meat and cheese plate, salad, pasta salad, and dessert. There was always something to eat if you wanted. The water toys were perfect to lounge and enjoy the water, along with jumping from top deck, its higher than you think so quite a little thrill. We also included a jet ski which I highly recommend, a lot of fun to add to the experience along with the famous swimming with the pigs. Even if you don’t think you’re interested, try it, we had several people with us who were on the fence whether or not they wanted to and after they did they were shocked how much they enjoyed the experience. The trick is to lure the pigs into the water and make them swim before giving them their treat. Also, we did not bring shoes because we left them on the boat but the worst thing about swimming with the pigs was the sharp rocky reef to get the pigs out far enough to swim, had I known we would have took some sort of sandal or water shoe to help from slicing your feet. Over all day was amazing. Most importantly Jaclyn was very sweet, she was little shy, but warmed up, but she was never lacking in anything we needed. Captain Fox was awesome, and fun. They both had warm personalities that made our group feel at ease and we were able to laugh and have fun with them too. Thank you both for creating a day we’ll never forget!