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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,223 Reviews)

Page 50 of 142 • 3,390 listings

Exclusive Day Sail on a Private Beneteau Oceanis 440 Sailboat
Sailing in Gros Islet · 10 guests

Exclusive Day Sail on a Private Beneteau Oceanis 440 Sailboat

5.0
$558/day
Catamaran in Punta Cana Dominican Republic
Travel in Bávaro · 20 guests

Catamaran in Punta Cana Dominican Republic

5.0
$2,395/day
 Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter
Powerboats in Key West · 10 guests

Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

5.0
$135+/hour
Stunning 48ft Sea Ray Sedan Bridge Yacht in Miami Florida for 13 Guests
Events in Miami · 13 guests

Stunning 48ft Sea Ray Sedan Bridge Yacht in Miami Florida for 13 Guests

New
$200+/hour
82ft Sunseeker Predator Power Mega Yacht in Miami!!
Events in Miami · 13 guests

82ft Sunseeker Predator Power Mega Yacht in Miami!!

New
Superowner
Best of 2026
$400/hour
Powerboat Beach Party Nassau Bahamas
Powerboats in Nassau · 16 guests

Powerboat Beach Party Nassau Bahamas

5.0
$875/hour
Midnight Express 39 Luxurious Island Tour
Powerboats in Nassau · 16 guests

Midnight Express 39 Luxurious Island Tour

5.0
$500/hour
Meridian 42 Country House La Romana
Events in La Romana · 14 guests

Meridian 42 Country House La Romana

New
$1,875/day
Exclusive Private Yacht Snorkeling, Natural Sea Pool, Wild Beach, Book Now!
Events in Cabarete · 100 guests

Exclusive Private Yacht Snorkeling, Natural Sea Pool, Wild Beach, Book Now!

New
Superowner
Best of 2026
$17/hour
St Martin Sunset Cruise with Lagoon 450 Cruising Catamaran!
Powerboats in Saint Martin · 20 guests

St Martin Sunset Cruise with Lagoon 450 Cruising Catamaran!

5.0
$390/hour
Cap Cana Marina Private Yacht Searay 25 FT
Events in Punta Cana · 5 guests

Cap Cana Marina Private Yacht Searay 25 FT

4.4
Superowner
$100/hour
Luxury 33ft Yacht with crew in Montego Bay
Powerboats in Montego Bay · 12 guests

Luxury 33ft Yacht with crew in Montego Bay

5.0
$373/hour
Luxury Private Catamaran Charter – All-Inclusive from St. Maarten
Caribbean · 16 guests

Luxury Private Catamaran Charter – All-Inclusive from St. Maarten

5.0
$2,095/day
Luxury Catamaran Punta Cana
Events in La Romana · 150 guests

Luxury Catamaran Punta Cana

5.0
Superowner
Best of 2026
$17/hour
Enjoy and live the best Experience| Azimut 60ft Yacht For Adventures in Miami
Events in Florida · 13 guests

Enjoy and live the best Experience| Azimut 60ft Yacht For Adventures in Miami

4.3
$85+/hour
Instant Book
39' Sea Ray Motor Yacht in Casa de Campo and La Romana
Events in La Romana · 12 guests

39' Sea Ray Motor Yacht in Casa de Campo and La Romana

New
$1,910/day
40ft Intrepid Power Boat Rental US Virgin Islands Trip
Powerboats in St. Thomas · 12 guests

40ft Intrepid Power Boat Rental US Virgin Islands Trip

5.0
$228+/hour
Boca Chica Party Boat – Private Charter for Up to 20 Guests
Events in Boca Chica · 20 guests

Boca Chica Party Boat – Private Charter for Up to 20 Guests

New
$160/hour
Limited Availability
75 Ft Luxury & Comfort Yatch
Events in Miami Beach · 20 guests

75 Ft Luxury & Comfort Yatch

4.0
Superowner
$625/hour
Enjoy Miami in 85ft Baia Pather with Jacuzzi
Events in Miami Beach · 13 guests

Enjoy Miami in 85ft Baia Pather with Jacuzzi

New
Superowner
Best of 2026
$463+/hour
105' Azimut Mega Yacht Party With Captain, Drinks, Jacuzzi, Sandbar, Sunset Vip
Events in Miami Beach · 13 guests

105' Azimut Mega Yacht Party With Captain, Drinks, Jacuzzi, Sandbar, Sunset Vip

New
$600/hour
Instant Book
32' Sea Ray Amberjack for Charter in Fort Lauderdale
Powerboats in Fort Lauderdale · 12 guests

32' Sea Ray Amberjack for Charter in Fort Lauderdale

5.0
$190/hour
Private 78ft Azimut Yacht to Isla Catalina – Snacks & Drinks, Up to 25 Guests
Events in La Romana · 25 guests

Private 78ft Azimut Yacht to Isla Catalina – Snacks & Drinks, Up to 25 Guests

New
$5,250/day
Instant Book
Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Caribbean · 12 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

5.0
$1,500/day

Caribbean Reviews

  1. BV

    Bryan

    Luxury 33ft Yacht with crew in Montego Bay

    All I can say is WOW! What a great host , what a great tour , that’s what I call hospitality. I’ll definitely call back Donald and charter with him . They showed me so fun and most importantly so much respect. I’m calling Donald back to host my next tour when I come back

  2. Mark

    Mark

    32' Sea Ray Amberjack for Charter in Fort Lauderdale

    Great 2 hour evening trip on this boat with Damien our captain. Exactly what we wanted on our wedding day. They took on our booking last minute after another charter we had booked cancelled on us last minute. Thank you and big thanks again to Damien

  3. CZ

    Chris

    Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

    Captain Paul gave our family one of the most memorable experiences of our entire Florida Keys trip. From the moment we stepped on the boat, he was friendly, knowledgeable, and focused on making sure everyone had a great time. The day was the perfect mix of sightseeing, exploring, relaxing, and even a little fishing. We caught several mangrove snapper, and Liam even landed a barracuda, which was the highlight of his vacation. Along the way, we encountered a few unexpected challenges, but Paul stayed calm, positive, and professional, making sure our family was taken care of and still having fun. To top it all off, he filleted our catch and prepared fresh sashimi right on the boat. It doesn’t get much fresher than that. What could have been just another day on the water turned into an adventure our family will be talking about for years. If you’re looking for a captain who genuinely cares about his guests and goes above and beyond to create an unforgettable experience, Captain Paul is your guy.

  4. TC

    Tara

    Powerboat Beach Party Nassau Bahamas

    Our family vacation was complete with Captain Ricco! We had the most amazing day fishing(at least 10 fish) snorkeling(even saw a shark),fabulous local food and see some dolphins.. we went through the water way in the way back which was so great. Captain was very knowledgeable about the area and spots!! We Highly recommend this excursion.

  5. MM

    Megan

    Midnight Express 39 Luxurious Island Tour

    We had such a wonderful day. The crew was both fun and professional. We booked for a bachelorette party and it was a perfect day! The captain took us to such beautiful places and we stopped at a fun restaurant for lunch. Would recommend to anyone!!

  6. Edna

    Edna

    Cap Cana Marina Private Yacht Searay 25 FT

    Ay first I was a little disappointed because we were going slow due to the reef, but after Niño, the captain explained why and we went snorkeling I understood perfectly. I do suggest to include some sort of juice or other than coke soda. Overall a great experience for our family of 4, the privacy, the personalized attention by Anthony as well as the profesionalismo they both showed ( Anthony, so young. And the Captain, Nono )