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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,150 Reviews)

Page 1 of 141 • 3,377 listings

31ft Chaparral Yacht Charter from Cayman
Events in George Town · 10 guests

31ft Chaparral Yacht Charter from Cayman

4.9
$200+/hour
Cruise, Chill & Soak Up Paradise – Private Boat Tour Experience
Powerboats in George Town · 9 guests

Cruise, Chill & Soak Up Paradise – Private Boat Tour Experience

4.9
$200+/hour
52ft Sea Ray Sundancer Yacht - Space for 13 Guests
Events in Hollywood · 12 guests

52ft Sea Ray Sundancer Yacht - Space for 13 Guests

5.0
$225+/hour
Center console Mako 23 Private Boat Tours and snorkeling In Fajardo
Tours in Fajardo · 6 guests

Center console Mako 23 Private Boat Tours and snorkeling In Fajardo

5.0
$100/hour
2023 Hurricane 2400 - Living the dream in Naples FL
Powerboats in Naples · 6 guests

2023 Hurricane 2400 - Living the dream in Naples FL

5.0
$120+/hour
Private Snorkel/Sunset Charters In Aruba | 27ft Center Console for up to 10 gsts
Powerboats in Oranjestad-East · 10 guests

Private Snorkel/Sunset Charters In Aruba | 27ft Center Console for up to 10 gsts

5.0
Superowner
Best of 2026
$250/hour
Luxury Private Tours, Rose Island Pigs & Turtles
Powerboats in Nassau · 8 guests

Luxury Private Tours, Rose Island Pigs & Turtles

5.0
$180/hour
Private San Juan Sailing | El Morro, Sunset, Charcuterie & Signature Cocktails
Sailing in San Juan · 6 guests

Private San Juan Sailing | El Morro, Sunset, Charcuterie & Signature Cocktails

5.0
Superowner
Best of 2026
$195/hour
🔶 3-hours PRIVATE Boat tour🔶 Snorkeling, sea pool and wild beach.
Events in Bávaro · 6 guests

🔶 3-hours PRIVATE Boat tour🔶 Snorkeling, sea pool and wild beach.

4.8
Superowner
Best of 2026
$50/hour
Nassau: Snorkeling, Sightseeing, Swimming Pigs, Multiple Islands
Tours in Nassau · 10 guests

Nassau: Snorkeling, Sightseeing, Swimming Pigs, Multiple Islands

5.0
$150/hour
Nassau’s Ultimate Private Boat Tour: Snorkeling, Swim with Pigs, & Rose Island
Powerboats in Nassau · 12 guests

Nassau’s Ultimate Private Boat Tour: Snorkeling, Swim with Pigs, & Rose Island

4.9
$250/hour
24ft Jetboat - Wake & Surf  - Free swimming with the pigs & snorkel with turtles
Powerboats in Nassau · 10 guests

24ft Jetboat - Wake & Surf - Free swimming with the pigs & snorkel with turtles

4.6
$230/hour
Exotic Private Charter from Nassau to Rose Island, Pig Beach & More!
Powerboats in Nassau · 8 guests

Exotic Private Charter from Nassau to Rose Island, Pig Beach & More!

5.0
$180/hour
Luxury New 25ft Bentle Pontoon  - 10 Pax
Powerboats in Hollywood · 12 guests

Luxury New 25ft Bentle Pontoon - 10 Pax

5.0
$100/hour
Eduardoño 25' Boat for Charter in Cartagena
Powerboats in Cartagena · 6 guests

Eduardoño 25' Boat for Charter in Cartagena

4.9
Superowner
$50/hour
35ft Marlago for Charter Snorkeling, pigs, turtles & more Nassau, Bahamas
Powerboats in Nassau · 18 guests

35ft Marlago for Charter Snorkeling, pigs, turtles & more Nassau, Bahamas

4.9
$215/hour
High Demand
Prestigious 75ft Azimut Yacht + 2 Jet Skis
Events in Miami Beach · 13 guests

Prestigious 75ft Azimut Yacht + 2 Jet Skis

4.8
Superowner
Best of 2026
$190/hour
29ft Intrepid Charter in Nassau, Bahamas for Snorkeling, Pigs, Turtles & More
Powerboats in Nassau · 10 guests

29ft Intrepid Charter in Nassau, Bahamas for Snorkeling, Pigs, Turtles & More

5.0
$199/hour
2019 Godfrey Sweetwater 2086 Pontoon
Powerboats in Deerfield Beach · 12 guests

2019 Godfrey Sweetwater 2086 Pontoon

5.0
$63+/hour
Sail away in Montego Bay! 39ft Leopard Catamaran
Sailing in Montego Bay · 16 guests

Sail away in Montego Bay! 39ft Leopard Catamaran

5.0
Superowner
$600/hour
53ft President Cruiser Yacht Charter in Jan Thiel
Events in Jan Thiel · 31 guests

53ft President Cruiser Yacht Charter in Jan Thiel

5.0
Superowner
$200/hour
95 Pershing Leopard Luxury Yacht Miami
Events in North Miami · 13 guests

95 Pershing Leopard Luxury Yacht Miami

5.0
Superowner
$850/hour
Limited Availability
Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel
Sailing in West Bay · 20 guests

Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel

5.0
$400/hour
Charter with captain Bibi in Grand Cayman (bigger capacity boat)
Powerboats in George Town · 35 guests

Charter with captain Bibi in Grand Cayman (bigger capacity boat)

5.0
$250/hour

Caribbean Reviews

  1. SL

    Sheri

    Private San Juan Sailing | El Morro, Sunset, Charcuterie & Signature Cocktails

    Luis and Andrea were so sweet and knowledgeable. Not only did we feel safe on the boat but we also got a lot of historical info. They were also fun and friendly! The sangria was delish!! We had bad weather so we couldn’t get in the water but it was still a relaxing and fun adventure!

  2. KP

    Konell

    Prestigious 75ft Azimut Yacht + 2 Jet Skis

    Captain Edwin and Stewardess Lucia truly made our experience unforgettable! From the moment we arrived, they were fantastic with communication, coordinating our arrival, and making sure we were comfortably settled on the boat. They were attentive, welcoming, and always available whenever we needed anything throughout our trip. We couldn't have asked for a better crew. Their hospitality and professionalism really elevated the entire experience, and we were beyond pleased with everything. We had an amazing time out on the water and would absolutely recommend them to anyone looking for a memorable boating experience. Thank you both for making our day so special!

  3. KK

    Katie

    Exotic Private Charter from Nassau to Rose Island, Pig Beach & More!

    Captain T gave us the best day of our trip! We stopped at 3 spots: Rose Island for swimming with the pigs, snorkeled amongst sea turtles and was able to view a bustling coral reef, and then stopped on a private island with a private beach! It was all pretty affordable too. The size of the boat was perfect for four women.

  4. ER

    Eric

    Prestigious 75ft Azimut Yacht + 2 Jet Skis

    The boat rental worked out great! Our group had an amazing time and the boat was very nice. Our captain Mike and Stewardess Paulina were awesome and made sure the group had a fun day out on the water. Great value and would absolutely book again!

  5. DB

    Danielle

    52ft Sea Ray Sundancer Yacht - Space for 13 Guests

    I booked this experience for my birthday, everything was perfect! Booking was very easy, questions were answered very quickly, I was able to bring decorations, the boat was very clean and spacious, water and ice were available, parking is right in front of it which made very easy to load/unload. Captain Joseph was awesome! Very sweet, helpful, made a great itinerary and helped with pictures!

  6. Keith

    Keith

    Prestigious 75ft Azimut Yacht + 2 Jet Skis

    Great time with captain Mike and stewardess Lucia, they took fantastic care of us, made sure we were safe, had fun, and had the best time for our friends birthday!!