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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 12 of 141 • 3,368 listings

 50’ Sedan Bridge - Miami River
Events in Miami · 13 guests

50’ Sedan Bridge - Miami River

4.8
Superowner
Best of 2026
$120/hour
Pershing 90ft Mega Luxury Yacht
Events in North Bay Village · 13 guests

Pershing 90ft Mega Luxury Yacht

5.0
Superowner
$875/hour
Explore & Enjoy the Gulf & Back Bay Waters of Bonita on Our 22ft Godfrey Pontoon
Powerboats in Bonita Springs · 12 guests

Explore & Enjoy the Gulf & Back Bay Waters of Bonita on Our 22ft Godfrey Pontoon

5.0
$340+/day
Free 1 Hours Jetski Sea Ray Sundancer 48' - Bachelorette Party Yacht and Jetski
Events in Miami · 13 guests

Free 1 Hours Jetski Sea Ray Sundancer 48' - Bachelorette Party Yacht and Jetski

4.7
$60+/hour
Instant Book
Charter 45ft Cruising Catamaran In Christchurch, Barbados
Sailing in Welches · 26 guests

Charter 45ft Cruising Catamaran In Christchurch, Barbados

5.0
$250/hour
50' Flybridge Sea Ray - $100 OFF from Monday - Fridays!
Events in Miami · 13 guests

50' Flybridge Sea Ray - $100 OFF from Monday - Fridays!

5.0
Superowner
Best of 2026
$190/hour
Instant Book
55' Sunseeker Camargue for 13 Guests in Miami
Events in Miami Beach · 13 guests

55' Sunseeker Camargue for 13 Guests in Miami

5.0
Superowner
Best of 2026
$160/hour
Boston Whaler 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

5.0
$130/hour
Breathtaking 65' SeaRay Yacht Rental - Immaculate!
Events in Fajardo · 12 guests

Breathtaking 65' SeaRay Yacht Rental - Immaculate!

4.9
$225+/hour
Enjoy the amazing islas of Rosario in Cartagena, rental Boat 30ft 14 people
Powerboats in Cartagena · 12 guests

Enjoy the amazing islas of Rosario in Cartagena, rental Boat 30ft 14 people

5.0
Superowner
$480/day
Lobster Lunch 🦞 Luxury Private Charter Punta Cana
Events in Bávaro · 25 guests

Lobster Lunch 🦞 Luxury Private Charter Punta Cana

4.9
$167/hour
SUV of the Seas - Top Luxury Adventure Boat in Key West, FL
Events in Stock Island · 13 guests

SUV of the Seas - Top Luxury Adventure Boat in Key West, FL

5.0
Superowner
$238+/hour
Instant Book
50' Azimut Flybridge
Events in Miami · 13 guests

50' Azimut Flybridge

5.0
Superowner
Best of 2026
$120/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
$220+/hour
“Exclusive Escape, Unlimited Adventure on our Yacht”
Events in Miami · 13 guests

“Exclusive Escape, Unlimited Adventure on our Yacht”

4.9
$250/hour
80ft Azimut Yacht Charter – Luxury in Miami
Events in Miami Beach · 13 guests

80ft Azimut Yacht Charter – Luxury in Miami

5.0
Superowner
Best of 2026
$700/hour
Instant Book
The Ultimate Private Boating Experience in Puerto Rico! 🛥️ 🇵🇷
Tours in Fajardo · 6 guests

The Ultimate Private Boating Experience in Puerto Rico! 🛥️ 🇵🇷

4.9
$150/hour
The Wanderlust Ultimate Catamaran Adventure
Sailing in Nassau · 12 guests

The Wanderlust Ultimate Catamaran Adventure

5.0
$622/hour
Party, Cruise thru Fort Lauderdale Stopping at Sandbars and Island Hopping
Powerboats in Fort Lauderdale · 6 guests

Party, Cruise thru Fort Lauderdale Stopping at Sandbars and Island Hopping

4.9
$345/day
🤩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
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
Luxury 70ft Azimut Flybridge Yacht – Ultimate Charter Experience!
Events in Miami Beach · 13 guests

Luxury 70ft Azimut Flybridge Yacht – Ultimate Charter Experience!

5.0
Superowner
Best of 2026
$1,045/hour
Instant Book
Rent the 19' Boston Whaler in Jolly Harbour
Powerboats in Jolly Harbour · 6 guests

Rent the 19' Boston Whaler in Jolly Harbour

4.9
$325+/day
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

Caribbean Reviews

  1. SN

    Sherry

    Breathtaking 65' SeaRay Yacht Rental - Immaculate!

    The boat we chartered (The Ivy) was exactly as advertised and very impressive. Communication all along the way was steller. If you want a very special day and memories that last a lifetime, this is the boat for you. You and your guests will feel like the rich and famous for a day. As one other review stated, you do spend most of your time beached near a small island while you enjoy swimming and lounging. Given that, we asked for a full day charter that stopped at two small islands.

  2. DP

    Daniela

    The Ultimate Private Boating Experience in Puerto Rico! 🛥️ 🇵🇷

    We had a great time, thank you Edward for being attentive and making our time great! Will be returning again🔥

  3. 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!

  4. 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!

  5. LM

    Luis

    Breathtaking 65' SeaRay Yacht Rental - Immaculate!

    Great family outing! A memorable day for all. Zach and his staff (Stephanie) were very responsive throughout the process. Stephanie was in touch throughout for any questions, however minor. She was at dock at start/end on day of trip to confirm all went as planned. Captain/crew referrals were also very good, both Juan/Joshua were great hosts while on board. Any comments I can leave for future folk are minor and have to do with not doing this regularly so new to nuances of process - (a) boat fee is separate from captain/crew which are paid on site before departure, (b) there is added cleaning/fuel fees after booking, (c) rooms in boat are off limits if not overnight stay, (d) maximum capacity for boat is 15 inclusive of captain/crew making for 13 max in booking party. Overall, great folks running this service - thank you for great memories that will stay with us for a long time - look forward to booking you again in future.

  6. TV

    Tracy

    50’ Sedan Bridge - Miami River

    Our captain ensured that we had an awesome time on my friend's bachelorette trip. The yacht was as expected with a lot of room to party. Definitely book with Marcel if you want a good time! Communication was clear and fast and we never felt rushed. They provided us with coolers and a large floaty