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All listings in Caribbean

Incredible cruising catamaran rentals in the Caribbean.

4.7
(1,599 Reviews)

Page 2 of 13304 listings

Luxury Catamaran Leopard 48 in Santa Marta Colombia
Sailing in Santa Marta · 10 guests

Luxury Catamaran Leopard 48 in Santa Marta Colombia

5.0
$150/hour
Sand-Bar Punta Cana Party Boat, snorkeling Vibe & entertainment 🥳
Events in Punta Cana · 150 guests

Sand-Bar Punta Cana Party Boat, snorkeling Vibe & entertainment 🥳

4.0
Superowner
Best of 2026
$17/hour
Private Luxury Bali 40ft Catamaran – Sail to Vieques’ Secluded Beaches
Sailing in Humacao · 12 guests

Private Luxury Bali 40ft Catamaran – Sail to Vieques’ Secluded Beaches

5.0
$170/hour
Luxury Leopard 38 Catamaran located in Downtown Miami
Sailing in Miami · 12 guests

Luxury Leopard 38 Catamaran located in Downtown Miami

5.0
$219+/hour
Amazing Party Boats In Puerto Plata Make Your Reservation Now
Powerboats in Puerto Plata · 100 guests

Amazing Party Boats In Puerto Plata Make Your Reservation Now

5.0
Superowner
Best of 2026
$50/hour
Enjoy Luxury Catamaran for Islands, Sunsets and Night Events
Sailing in Cartagena · 20 guests

Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

5.0
Superowner
$155+/hour
Charter 45ft Cruising Catamaran In Christchurch, Barbados
Sailing in Welches · 26 guests

Charter 45ft Cruising Catamaran In Christchurch, Barbados

5.0
$250/hour
Private Luxury Yacht Charter Aruba | Bilingual Crew, 4.9★ 260+ Bookings
Events in Oranjestad-East · 15 guests

Private Luxury Yacht Charter Aruba | Bilingual Crew, 4.9★ 260+ Bookings

5.0
Superowner
$530/hour
🤩VIP EXPERIENCE 🎊🎂🛥💕Bachelorette/Birthday Party Power in Sosua Beach.
Events in Barrio Las Yaguitas · 150 guests

🤩VIP EXPERIENCE 🎊🎂🛥💕Bachelorette/Birthday Party Power in Sosua Beach.

5.0
$160/hour
Punta Cana Party Cruise, Snorkeling, Slide Sand-Bar and Entertainment
Powerboats in Bávaro · 300 guests

Punta Cana Party Cruise, Snorkeling, Slide Sand-Bar and Entertainment

New
Superowner
Best of 2026
$15/hour
The Wanderlust Ultimate Catamaran Adventure
Sailing in Nassau · 12 guests

The Wanderlust Ultimate Catamaran Adventure

5.0
$623/hour
Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia
Sailing in Cartagena · 20 guests

Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia

4.8
Superowner
$900/day
🤩VIP EXPERIENCE🛥🍾ALL INCLUDED CATAMARAN 4 Bachelorette-Birthday In Punta Cana
Powerboats in Punta Cana · 80 guests

🤩VIP EXPERIENCE🛥🍾ALL INCLUDED CATAMARAN 4 Bachelorette-Birthday In Punta Cana

4.7
$85/hour
Fountaine Pajot Great Sailing Catamaran for up to 25 people!
Sailing in Cartagena · 25 guests

Fountaine Pajot Great Sailing Catamaran for up to 25 people!

4.6
Superowner
$1,600/day
44ft Sailing Catamaran Charter in Bridgetown, Saint Michael
Sailing in Henrys · 20 guests

44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

5.0
$203/hour
⛵️  MARIAH — 60’ CATAMARAN (UP TO 49 GUESTS)
Sailing in Miami Beach · 49 guests

⛵️ MARIAH — 60’ CATAMARAN (UP TO 49 GUESTS)

5.0
Superowner
$700+/hour
All Inclusive, Luxury 42 Lagoon Catamaran Adventure in Fajardo, Puerto Rico
Sailing in Fajardo · 12 guests

All Inclusive, Luxury 42 Lagoon Catamaran Adventure in Fajardo, Puerto Rico

5.0
$467+/hour
44 Luxury Catamaran BIG BEN
Sailing in Leeward Settlement · 18 guests

44 Luxury Catamaran BIG BEN

5.0
$875+/hour
Lagoon 38 Catamaran trip in St Martin with skipper, departure from Orient bay
Sailing in Saint Martin · 12 guests

Lagoon 38 Catamaran trip in St Martin with skipper, departure from Orient bay

4.9
Superowner
$1,127/day
Punta Cana Booze Cruise Experience  Snorkeling • Sandbar • Music
Events in Punta Cana · 180 guests

Punta Cana Booze Cruise Experience Snorkeling • Sandbar • Music

4.0
Superowner
Best of 2026
$17/hour
3.5hr Catamaran Experience Montego Bay
Sailing in Montego Bay · 30 guests

3.5hr Catamaran Experience Montego Bay

5.0
Superowner
$834/hour
⛵️ Catamaran Party Boat with Captain & Crew – Up to 42 Guests!
Sailing in Miami Beach · 42 guests

⛵️ Catamaran Party Boat with Captain & Crew – Up to 42 Guests!

4.8
Superowner
$700+/hour
⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami Beach · 49 guests

⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender

5.0
Superowner
$700+/hour
Exclusive Escape with Ocean Explorer Catamaran in Punta Cana
Powerboats in Uvero Alto · 30 guests

Exclusive Escape with Ocean Explorer Catamaran in Punta Cana

4.8
Superowner
Best of 2026
$16/hour

Cruising Catamaran Reviews in Caribbean

  1. AZ

    Adam

    Private Luxury Yacht Charter Aruba | Bilingual Crew, 4.9★ 260+ Bookings

    We had a family day on the boat with my wife and 3 kids (ages 6, 5, and 2). We had the most incredible day. Jesus and Jose catered to all of our needs especially realizing when we needed to make a slight change of plans due to some snorkeling challenges with the little ones. The food was also amazing. Consensus was that this was the best day in Aruba

  2. LS

    Lisette

    Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia

    Highly Recommended Catamaran Cruise in Cartagena! We had an absolutely wonderful time on our catamaran cruise in Cartagena with a group of 10, and every single person loved it from start to finish. The boat was comfortable, the crew was friendly and attentive, and the entire experience felt perfectly organized and relaxing. The highlight for me was the delicious fried fish served onboard, fresh, flavorful, and a real treat, while the swim stops were fantastic, with clear water, fun locations, and a very safe setup that made everyone feel comfortable jumping in. It was the ideal mix of scenic sailing, refreshing swims, and good vibes. We’ll definitely be booking this again the next time we’re in Cartagena!

  3. AG

    Allison

    The Wanderlust Ultimate Catamaran Adventure

    We cannot say enough wonderful things about our charter! It was truly one of the best experiences we’ve had as a family. Captain David was fantastic—knowledgeable, easygoing, and absolutely wonderful with our kids. He took us on an amazing snorkeling adventure and made the experience so easy and fun for them. Ashley was the sweetest with our daughter and made us a delicious lunch, and Max completely made Jack’s day by letting him help around the boat. The whole crew was warm, fun, and incredibly accommodating. We made such special family memories and will absolutely be rebooking on our next trip. Couldn’t recommend them more!

  4. Gabriela

    Gabriela

    All Inclusive, Luxury 42 Lagoon Catamaran Adventure in Fajardo, Puerto Rico

    We had such an amazing time on our catamaran trip to Icacos! The entire experience was so much fun, and the island and water were absolutely beautiful. The crew was fantastic—super friendly, attentive, and incredibly accommodating. They made sure everyone was comfortable, having a great time, and taken care of throughout the entire trip. Everything felt relaxed, easy, and well organized. We would 100% recommend them and would absolutely book again!

  5. Alex

    Alex

    Luxury Leopard 38 Catamaran located in Downtown Miami

    Thanks for helping us organize this Aaron. My review is moreso for Liam, our amazing captain! Thanks for being a great add to the boat this past weekend. We really appreciated your service and wanting to find the best spots and iten for us. Much appreciated and see ya again!

  6. HG

    Hernan

    Private Luxury Bali 40ft Catamaran – Sail to Vieques’ Secluded Beaches

    We had an absolutely amazing experience with Captain Hugo and Marian! From start to finish, they were incredibly personable, welcoming, and made us feel right at home. Leading up to the charter, their communication was outstanding…they were proactive, responsive, and made everything seamless and stress-free. On the day of the charter, they truly went above and beyond, especially with our children. They were attentive, engaging, and made sure the kids were not only having fun but also safe and well cared for. That meant the world to us as parents. Their energy, professionalism, and genuine care made this experience unforgettable. We’ll absolutely be booking with them again and bringing more friends along next time we visit. Highly recommend!