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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,223 Reviews)

Page 48 of 142 • 3,390 listings

42' Meridian Motor Yacht Rental in Casa de Campo, La Romana
Events in La Romana · 14 guests

42' Meridian Motor Yacht Rental in Casa de Campo, La Romana

New
$2,235/day
38' Boat Rental | Up To 16 People | Island Cruises | Nighttime Cruises
Powerboats in Cartagena · 15 guests

38' Boat Rental | Up To 16 People | Island Cruises | Nighttime Cruises

5.0
$79/hour
32ft Cape Horn #1 - Explore the USVI & BVI on Our Private Charter!
Powerboats in St. Thomas · 12 guests

32ft Cape Horn #1 - Explore the USVI & BVI on Our Private Charter!

5.0
$300/hour
55' Azimut Country House
Events in La Romana · 16 guests

55' Azimut Country House

5.0
$3,940/day
Azimut 60’ Power Mega Yacht Charter In Miami Beach!
Events in Miami Beach · 13 guests

Azimut 60’ Power Mega Yacht Charter In Miami Beach!

5.0
Superowner
$200/hour
Come Boat with us in Pompano Beach on Chaparral 310 for only $295 per hour!
Events in Pompano Beach · 6 guests

Come Boat with us in Pompano Beach on Chaparral 310 for only $295 per hour!

5.0
Superowner
$295/hour
45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands
Sailing in St. Thomas · 12 guests

45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

5.0
$2,000/day
Limited Availability
110ft Maiora Yacht | Floating Luxury & Unforgettable Elegance
Events in Miami · 26 guests

110ft Maiora Yacht | Floating Luxury & Unforgettable Elegance

4.7
Superowner
$575/hour
Full Day 50' Private Sailing Catamaran. Luxury, Beach/Snorkel. Departs Red Hook
Sailing in St. Thomas · 12 guests

Full Day 50' Private Sailing Catamaran. Luxury, Beach/Snorkel. Departs Red Hook

5.0
$2,395/day
57' Fairline Flybridge | Private Miami Yacht Charter | Up to 13 Guests
Events in Miami · 13 guests

57' Fairline Flybridge | Private Miami Yacht Charter | Up to 13 Guests

5.0
$300/hour
Sea Ray Luxury Boat Charter for 12 People in St. Thomas, U.S. Virgin Islands
Powerboats in St. Thomas · 12 guests

Sea Ray Luxury Boat Charter for 12 People in St. Thomas, U.S. Virgin Islands

5.0
$2,000/day
Go to Saona or Catalina island in our 40 feet ACM Motor Yacht
Events in Punta Cana · 10 guests

Go to Saona or Catalina island in our 40 feet ACM Motor Yacht

5.0
$387/hour
Brandnew Tiara 47 for Luxurious Voyage to Palominos, Icacos, and Isla de Ramos
Events in Fajardo · 9 guests

Brandnew Tiara 47 for Luxurious Voyage to Palominos, Icacos, and Isla de Ramos

3.0
$275+/hour
Leopard Powercat 51ft 2018 From Saint Martin, Marigot
Powerboats in Saint Martin · 12 guests

Leopard Powercat 51ft 2018 From Saint Martin, Marigot

5.0
$2,966/day
45' Motor Yacht Rental in Miami, Florida!!
Events in Miami Beach · 13 guests

45' Motor Yacht Rental in Miami, Florida!!

5.0
Superowner
$100/hour
Cruising Monohull Charter in Samaná, Dominican Republic
Sailing in Samana · 10 guests

Cruising Monohull Charter in Samaná, Dominican Republic

4.0
$1,586/day
VanDutch 55 Motor Yacht Charter St Barths | Anguilla | St Martin
Events in Gustavia · 12 guests

VanDutch 55 Motor Yacht Charter St Barths | Anguilla | St Martin

5.0
$900/hour
Snorkeling and Cruise on 21' Center Console Tour in Nassau
Powerboats in Nassau · 6 guests

Snorkeling and Cruise on 21' Center Console Tour in Nassau

5.0
$190/hour
Sea Ray 40ft Motor Yacht for Charter in Casa de Campo
Events in La Romana · 12 guests

Sea Ray 40ft Motor Yacht for Charter in Casa de Campo

New
$1,675/day
Sunseeker 60 Yacht for up to 13 guests with Seabob water scooter included
Events in Fajardo · 13 guests

Sunseeker 60 Yacht for up to 13 guests with Seabob water scooter included

5.0
$399/hour
21ft Angler for private charter in Nassau
Powerboats in Nassau · 8 guests

21ft Angler for private charter in Nassau

5.0
$175/hour
Biscayne Bay Cruise – 75ft Azimut Luxury Yacht Charter in Miami
Events in Miami · 13 guests

Biscayne Bay Cruise – 75ft Azimut Luxury Yacht Charter in Miami

5.0
Superowner
$399/hour
Snorkeling in West Bay, Grand Cayman
Powerboats in George Town · 85 guests

Snorkeling in West Bay, Grand Cayman

5.0
$250/hour
45ft Sea Ray Sundancer Luxury Tour in Grand Cayman
Powerboats in George Town · 15 guests

45ft Sea Ray Sundancer Luxury Tour in Grand Cayman

5.0
$400/hour

Caribbean Reviews

  1. Kelonda

    Kelonda

    Leopard Powercat 51ft 2018 From Saint Martin, Marigot

    Great communication! I am a travel agent and my group of 10 had a fantastic time. Cake and setup were appreciated! Thank you and I will definitely recommend Takeshi and his team for all of my travel clients.

  2. MD

    Maxine

    110ft Maiora Yacht | Floating Luxury & Unforgettable Elegance

    Great organization and crew. They made the experience so fun and seamless. Would recommend to anyone looking for a Miami experience !

  3. Harrison

    Harrison

    32ft Cape Horn #1 - Explore the USVI & BVI on Our Private Charter!

    This was a great trip! We had the full day charter with 5 people and was plenty spacious. Could have fit a few more as well. We hopped around St John for turtles, stopped for lunch at Lovango Cay, hit water island/honeymoon beach, Cas Cay, and finished off with a stop in Christmas Cove for Pizza Pi!

  4. CW

    Catherine

    45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

    Carrie was fantastic to work with when booking for our group. There were a lot of questions and some adjustments, and she was so kind a patient while answering everything! She even gave us a heads up the day of that there were storms coming so they might've not seen the sunset, and they were able to reschedule for the next day. Nothing but great things to say for the whole experience!

  5. DG

    Davy

    45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

    The trip was great! Christian and Nicole were our captain. and they are the sweetest. They brought us to the best spots where we saw Turtles, stingrays, and even an eagle ray! The spot for lunch was amazing! They were so patient with our whole family, would highly recommend this trip we wish we could do this everyday.

  6. AB

    Angela

    110ft Maiora Yacht | Floating Luxury & Unforgettable Elegance

    We had an absolutely amazing experience with this yacht rental! From start to finish, the staff was incredibly accommodating and attentive, ensuring both myself and my guests felt well taken care of the entire time. The yacht itself was beautiful, spacious, and impeccably maintained—truly the perfect setting for a special occasion. We booked this experience for a surprise birthday celebration, and Axel and his team delivered beyond expectations. Every detail was handled with care, allowing us to fully enjoy the moment without stress. If you’re looking for a seamless, luxury experience on the water, I would highly recommend this team. I will definitely be booking with them again!