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All listings in Caribbean

Incredible cruising catamaran rentals in the Caribbean.

4.6
(1,491 Reviews)

Page 2 of 14 • 318 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
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
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
Lux Catamaran Fountaine Pajot 40ft
Sailing in Leeward Settlement · 10 guests

Lux Catamaran Fountaine Pajot 40ft

New
$714+/hour
Charter 45ft Cruising Catamaran In Christchurch, Barbados
Sailing in Welches · 26 guests

Charter 45ft Cruising Catamaran In Christchurch, Barbados

5.0
$250/hour
Limited Availability
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
$220+/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
The Wanderlust Ultimate Catamaran Adventure
Sailing in Nassau · 12 guests

The Wanderlust Ultimate Catamaran Adventure

5.0
$619/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
Puerto Plata-private And Luxury VIP Party Yachts
Powerboats in Puerto Plata · 100 guests

Puerto Plata-private And Luxury VIP Party Yachts

3.0
Superowner
Best of 2026
$50/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
High Demand
Luxury Catamaran Lagoon 52' Capacity up to 40
Powerboats in Cartagena · 40 guests

Luxury Catamaran Lagoon 52' Capacity up to 40

5.0
Superowner
$325/hour
44 Luxury Catamaran BIG BEN
Sailing in Leeward Settlement · 18 guests

44 Luxury Catamaran BIG BEN

5.0
$875+/hour
Punta Cana VIP Booze Cruise - Snorkeling and Entertainment
Powerboats in Bávaro · 200 guests

Punta Cana VIP Booze Cruise - Snorkeling and Entertainment

New
Superowner
Best of 2026
$50/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
🤩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
44ft Sailing Catamaran Charter in Bridgetown, Saint Michael
Sailing in Henrys · 20 guests

44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

5.0
$201/hour
Fountaine Pajot Saba 50 – Luxury Catamaran Charter Experience
Sailing in Cartagena · 30 guests

Fountaine Pajot Saba 50 – Luxury Catamaran Charter Experience

New
Superowner
$425/hour
Limited Availability
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
⛵️  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
Luxury 42 Lagoon Catamaran Adventure in Fajardo, Puerto Rico
Sailing in Fajardo · 12 guests

Luxury 42 Lagoon Catamaran Adventure in Fajardo, Puerto Rico

5.0
$467+/hour
3.5hr Catamaran Experience Montego Bay
Sailing in Montego Bay · 30 guests

3.5hr Catamaran Experience Montego Bay

5.0
Superowner
$834/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
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
$1,105/day

Cruising Catamaran Reviews in Caribbean

  1. 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!

  2. MOSES

    MOSES

    Luxury Catamaran Lagoon 52' Capacity up to 40

    Great rental. worth the price. the crew were cooperative and hospitable. yatch was clean and soacious.

  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. 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!

  5. EL

    Erin

    Luxury Leopard 38 Catamaran located in Downtown Miami

    5 stars! The boat was so nice and Aaron customized the day based on what we wanted to do. We got to swim to a sandbar, float in the mat, tour neat coves where we saw a baby manatee. Aaron taught my teenagers how to tack and work the ropes on the sail (which was both of their favorite parts of the trip!). Plus we got to cruise the beautiful bay and see magnificent houses. Was the perfect day! Highly recommend!

  6. DD

    DANIEL

    Luxury Leopard 38 Catamaran located in Downtown Miami

    Amazing sailing experience! Sails went up and we were cruising and had a phenomenal time! Captain Aaron is the best, very responsive beforehand to help us prepare for the day and then he took us on a memorable day trip. Don't hesitate to book, this is the one you've been looking for!