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All listings in Caribbean

Awesome sailboat rentals in the Caribbean.

4.8

(2,354 Reviews)

Page 11 of 19 • 440 listings

Punta Cana: Ultimate Private Yacht Party with Snorkeling

Events in Bávaro · 10 guests

Punta Cana: Ultimate Private Yacht Party with Snorkeling

New

$320+/hour

Hit the water on Beneteau 50 Cruising Monohull in Cartagena, Colombia

Sailing in Cartagena · 12 guests

Hit the water on Beneteau 50 Cruising Monohull in Cartagena, Colombia

New

Superowner

$150/hour

Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten

Sailing in Saint Martin · 8 guests

Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten

5.0

$1,000/day

Have an amazing time in Cartagena, Colombia on Beneteau 41 Sailboat

Sailing in Cartagena · 8 guests

Have an amazing time in Cartagena, Colombia on Beneteau 41 Sailboat

New

Superowner

$1,220/day

Have an amazing time in Cartagena, Colombia on Bavaria 51 Cruising Monohull

Sailing in Cartagena · 10 guests

Have an amazing time in Cartagena, Colombia on Bavaria 51 Cruising Monohull

New

Superowner

$163/hour

Lux Catamaran Fountaine Pajot 40ft

Sailing in Leeward Settlement · 10 guests

Lux Catamaran Fountaine Pajot 40ft

New

$714+/hour

Lagoon 62’ 2019 Cruising Catamaran Rental in Nassau, New Providence

Sailing in Nassau · 10 guests

Lagoon 62’ 2019 Cruising Catamaran Rental in Nassau, New Providence

New

Superowner

$1,331/hour

Montego Bay All-inclusive Yacht Experience

Events in Montego Bay · 10 guests

Montego Bay All-inclusive Yacht Experience

New

Superowner

$998/hour

Puerto Plata Private 6 Hour Catamaran Snorkel and BBQ

Powerboats in Sosúa · 20 guests

Puerto Plata Private 6 Hour Catamaran Snorkel and BBQ

New

$265/hour

Private Catamaran Tour in Punta Cana: Party Boat+Snorkeling

Sailing in Bávaro · 60 guests

Private Catamaran Tour in Punta Cana: Party Boat+Snorkeling

New

$180+/hour

Charter a Beautiful Lagoon Catamaran 400 S 2 for 17 people

Sailing in Cartagena · 17 guests

Charter a Beautiful Lagoon Catamaran 400 S 2 for 17 people

New

$180/hour

50ft Luxury Great White Catamaran Charter – Up to 42 Guests in Miami!

Sailing in Miami Beach · 42 guests

50ft Luxury Great White Catamaran Charter – Up to 42 Guests in Miami!

New

Superowner

Best of 2026

$850/hour

Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico

Sailing in Fajardo · 6 guests

Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico

5.0

$450/hour

😍SPICE RENTED HER CATAMARANS🛥️💃🏾💕🔥VIP Sailing Catamaran

Sailing in Punta Cana · 25 guests

😍SPICE RENTED HER CATAMARANS🛥️💃🏾💕🔥VIP Sailing Catamaran

New

$113/hour

Leopard 53 Power Catamaran Available in Anguilla

Powerboats in Sandy Ground · 13 guests

Leopard 53 Power Catamaran Available in Anguilla

New

$2,511/hour

Aicon 67 Fly – Elite Luxury Yacht Experience

Events in Miami · 13 guests

Aicon 67 Fly – Elite Luxury Yacht Experience

New

$350/hour

Instant Book

53' Leopard Power Catamaran – Private Bahamas Day Charter

Sailing in Nassau · 15 guests

53' Leopard Power Catamaran – Private Bahamas Day Charter

New

$1,160+/hour

3 courses dinner & sunset cruise on a luxury catamaran up to 12 guests

Sailing in Nassau · 12 guests

3 courses dinner & sunset cruise on a luxury catamaran up to 12 guests

New

$4,800/hour

Private Catamaran to Saona Island – Full-Day All-Inclusive Paradise!

Powerboats in Bávaro · 50 guests

Private Catamaran to Saona Island – Full-Day All-Inclusive Paradise!

New

$1,480/day

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

Events in Miami Beach · 49 guests

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

New

Superowner

$750+/hour

Sol Brillio Negril Sailing Catamaran Rental fin Negril Westmoreland, Parish

Sailing in Negril · 100 guests

Sol Brillio Negril Sailing Catamaran Rental fin Negril Westmoreland, Parish

New

$1,800/hour

Fun Memories, Captain & Crew Included

Sailing in Bávaro · 100 guests

Fun Memories, Captain & Crew Included

New

Superowner

Best of 2026

$100/hour

Deal of the Week! Leopard 43Ft Catamaran for Rent in Cartagena, Colombia.

Powerboats in Cartagena · 25 guests

Deal of the Week! Leopard 43Ft Catamaran for Rent in Cartagena, Colombia.

New

Superowner

Best of 2026

$654/hour

Instant Book

Private Sunset Proposal Experience – All Inclusive (For 2 People)

Sailing in El Cortecito · 6 guests

Private Sunset Proposal Experience – All Inclusive (For 2 People)

New

$1,060/hour

Top Destinations Nearby

Sailing Reviews in Caribbean

Nathan

Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico
Great day on the water with a great crew! Service was excellent, food was very good and the boat is comfortable and clean. Really fantastic way to spend a day in PR!
AS
Aaron

Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten
Great time sailing with Robert in Sxm. Food and drinks were great. Only on the boat for two nights but got a lot done for the amount of time we had available.
Nathan

Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico
Beautiful, comfortable boat with a great sound system and excellent food! The captain and crew were great hosts and we enjoyed every minute of our day!
MC
Michael

Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten
Wonderful day. Highly recommend.

Real reviews from happy Getmyboaters.

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