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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,647 Reviews)

Page 16 of 135 • 3,228 listings

44ft Sailing Catamaran Charter in Bridgetown, Saint Michael
Sailing in Henrys · 20 guests

44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

5.0
$202/hour
Luxury 55ft Azimut Yacht – Jet Ski Promo & Epic Miami Views 🐬🥂🚤
Events in Miami Beach · 12 guests

Luxury 55ft Azimut Yacht – Jet Ski Promo & Epic Miami Views 🐬🥂🚤

5.0
Superowner
$200/hour
Enjoy 26ft Hurricane Deck Boat in Miami!
Powerboats in Miami · 11 guests

Enjoy 26ft Hurricane Deck Boat in Miami!

5.0
Superowner
Best of 2026
$100/hour
Instant Book
2025 Harris Sunliner 250 Sport Pontoon Boat - 12 Guest Capacity - Captain Option
Powerboats in Pompano Beach · 12 guests

2025 Harris Sunliner 250 Sport Pontoon Boat - 12 Guest Capacity - Captain Option

5.0
$69/hour
Luxury 70' Azimut Yacht + Jet Ski
Events in Miami Beach · 13 guests

Luxury 70' Azimut Yacht + Jet Ski

5.0
Superowner
$357+/hour
Enjoy 36ft Sundancer White Yacht for awesome adventures in Miami
Events in Miami · 13 guests

Enjoy 36ft Sundancer White Yacht for awesome adventures in Miami

5.0
Superowner
Best of 2026
$150/hour
31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida
Powerboats in Islamorada · 6 guests

31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida

5.0
$150/hour
35ft MIAMI PARTY BOAT RENTAL - Up To 25 Guests
Powerboats in Miami · 25 guests

35ft MIAMI PARTY BOAT RENTAL - Up To 25 Guests

5.0
$285/hour
Miami Party Venue: Foxsea 50ft Tiki Catamaran with DJ Bar in Downtown Miami
Powerboats in Miami · 45 guests

Miami Party Venue: Foxsea 50ft Tiki Catamaran with DJ Bar in Downtown Miami

5.0
$545/hour
 96ft Sunseeker — Miami’s Ultimate Luxury Yacht Experience
Events in Miami Beach · 12 guests

96ft Sunseeker — Miami’s Ultimate Luxury Yacht Experience

New
Superowner
Best of 2026
$1,500/hour
2025 Yamaha AR250 Coral Gables, FL
Powerboats in Coral Gables · 12 guests

2025 Yamaha AR250 Coral Gables, FL

5.0
Superowner
Best of 2026
$140/hour
50“ Luxury Miami Yacht, Sandbar, Sunset & Party Charter Mon-Thu One hour free.
Events in Miami · 13 guests

50“ Luxury Miami Yacht, Sandbar, Sunset & Party Charter Mon-Thu One hour free.

5.0
$140+/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
Enjoy our 35ft Sea Ray Sundacer Yacht for Charter in Miami!
Events in Miami · 12 guests

Enjoy our 35ft Sea Ray Sundacer Yacht for Charter in Miami!

5.0
Superowner
Best of 2026
$250/hour
Your Party, Your Rules: Exclusive 5-Star Party Boat in Punta Cana ⭐️⭐️⭐️⭐️⭐️
Tours in Bávaro · 60 guests

Your Party, Your Rules: Exclusive 5-Star Party Boat in Punta Cana ⭐️⭐️⭐️⭐️⭐️

4.4
Superowner
Best of 2026
$39/hour
Next-Level Luxury: Brand New 70’ Sunreef Power Catamaran (2026)
Powerboats in Miami · 13 guests

Next-Level Luxury: Brand New 70’ Sunreef Power Catamaran (2026)

New
Superowner
Best of 2026
$1,550/hour
Luxury Power Catamaran - Fort Myers, Naples, Cape Coral
Powerboats in Fort Myers · 13 guests

Luxury Power Catamaran - Fort Myers, Naples, Cape Coral

5.0
$390/hour
Enjoy 23ft Sea Ray SPX Deck Boat for rent in Bay Harbor Islands
Powerboats in Bay Harbor Islands · 8 guests

Enjoy 23ft Sea Ray SPX Deck Boat for rent in Bay Harbor Islands

New
Superowner
Best of 2026
$220/hour
25ft Fully Loaded Spacious Nauticstar  | Daily, Multi-Day and Weekly Rentals
Powerboats in Pompano Beach · 10 guests

25ft Fully Loaded Spacious Nauticstar | Daily, Multi-Day and Weekly Rentals

4.8
$70/hour
45’ Azimut | Luxury Yacht Charter in Miami
Events in Miami · 13 guests

45’ Azimut | Luxury Yacht Charter in Miami

New
Superowner
Best of 2026
$325/hour
2025 Yamaha AR250 Hollywood, FL
Powerboats in Hollywood · 12 guests

2025 Yamaha AR250 Hollywood, FL

5.0
Superowner
Best of 2026
$140+/hour
Private Boat Trip And Snorkeling Excursions In Aruba
Powerboats in Noord · 10 guests

Private Boat Trip And Snorkeling Excursions In Aruba

5.0
$250/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
⛵️  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

Caribbean Reviews

  1. RK

    Rosalind

    Luxury 70' Azimut Yacht + Jet Ski

    Yacht was in pretty good condition. The captain was extremely nice and informative as well as the young lady that assisted us. Communication was great and they were very flexible. Pleasant experience. Yacht does need a little TLC.

  2. NR

    Nia

    Private Boat Trip And Snorkeling Excursions In Aruba

    Alexandro and his daughter were incredible!! They were so sweet and met ALL our needs! Made us feel comfortable and they even went out of their way to get a cake for my friends 30th birthday!! It was the perfect touch added to our trip. Couldn’t have asked for a better captain and co-cap in his daughter! HIGHLY RECOMMEND!

  3. 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!

  4. Rea

    Rea

    2025 Harris Sunliner 250 Sport Pontoon Boat - 12 Guest Capacity - Captain Option

    What a beautiful pontoon boat. Very clean and smooth sailing! Great communication and provided excellent recommendations for where to stop for some great swimming. Will definitely rent from Captain M again! Thank you for a great day on the water!!!

  5. SB

    Shirley

    44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

    Kirk and Caroline are absolutely wonderful people to go sailing with. Our party was us (grandparents), our daughter and son-in-law and their two boys aged 4 and 2. I hired a private catamaran to repeat an experience I had had some years ago when I was in Barbados for my job. I wanted my family to swim with the turtles and over ship wrecks. I didn’t want to be getting in the water as part of a huge group as this detracts from the experience. Communication was fast and extremely friendly throughout. Everything was made easy for us. Kirk and Caroline are super warm and friendly people. They made a huge effort to ensure we saw everything and had a fun experience. They were great with the children. Both the boys, to our surprise, went in the sea. Caroline was always there to assist with getting them in and out of the water, she offered to look after them when they got out and ensured they had lovely cold drinks! The boat is immaculate. There are fun places to sit in the sun or shade. All of the equipment was provided and again was immaculate. We had a wonderful time with them. Everyone was on a real high when we got back. I cannot recommend Kirk and Caroline highly enough. It was a truly memorable time.

  6. Michelle

    Michelle

    44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

    Kirk and his wife made the adventure wonderful. Loved seeing the sea turtles and shipwrecks. I was not feeling well with rare rougher waters in the bay and their kindness meant the world to me. I loved learning about the area and them. I would HIGHLY recommend booking them over getting on a boat that’s crammed with other people, so much more enjoyable.