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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,575 Reviews)

Page 1 of 1453,479 listings

🐬Best of 2026🔶PRIVATE Boat tour🔶 Snorkeling, sea pool and wild beach.
Events in Bávaro · 6 guests

🐬Best of 2026🔶PRIVATE Boat tour🔶 Snorkeling, sea pool and wild beach.

4.8
Superowner
Best of 2026
$50/hour
High Demand
Enjoy "IBIZA" 37ft Monterey Yacht | Experience Miami: Big Discounts Available!
Events in Miami · 13 guests

Enjoy "IBIZA" 37ft Monterey Yacht | Experience Miami: Big Discounts Available!

5.0
Superowner
Best of 2026
$98/hour
Instant Book
Enjoy 5 Identical 26' Sea Ray Sundeck In Miami! (Huge Weekday Discounts)
Powerboats in Miami · 11 guests

Enjoy 5 Identical 26' Sea Ray Sundeck In Miami! (Huge Weekday Discounts)

5.0
Superowner
Best of 2026
$57+/hour
Instant Book
NEW 2024 20' Pontoon in MIAMI BEACH! Hit the sandbar! FREE DRONE VIDEOS
Powerboats in Miami · 7 guests

NEW 2024 20' Pontoon in MIAMI BEACH! Hit the sandbar! FREE DRONE VIDEOS

5.0
Superowner
Best of 2026
$100/hour
Instant Book
Experience The Bahamas On The Water On Our New 36ft Johnny English!!
Powerboats in Nassau · 15 guests

Experience The Bahamas On The Water On Our New 36ft Johnny English!!

5.0
Superowner
Best of 2026
$200/hour
Instant Book
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
26' Sea Ray Sundeck in Miami! Huge Weekday Discounts
Powerboats in Miami Beach · 11 guests

26' Sea Ray Sundeck in Miami! Huge Weekday Discounts

5.0
Superowner
Best of 2026
$57+/hour
Instant Book
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
26ft Bayliner Deck Boat | 10 People Boat | Best in Miami
Powerboats in Miami · 11 guests

26ft Bayliner Deck Boat | 10 People Boat | Best in Miami

4.3
Superowner
Best of 2026
$113/hour
Instant Book
31ft Chaparral Yacht Charter from Cayman
Events in North Sound Estates · 10 guests

31ft Chaparral Yacht Charter from Cayman

4.9
$200+/hour
Pershing 82 Leopard Miami
Events in North Miami · 13 guests

Pershing 82 Leopard Miami

5.0
Superowner
$599/hour
75ft Aicon Luxury Yacht Charter in Miami!
Events in Miami · 13 guests

75ft Aicon Luxury Yacht Charter in Miami!

New
Superowner
Best of 2026
$500/hour
Instant Book
78’ Sunseeker Helios Mega Yacht – Ultimate Space & Luxury Comfort
Events in Miami · 13 guests

78’ Sunseeker Helios Mega Yacht – Ultimate Space & Luxury Comfort

New
Superowner
Best of 2026
$900/hour
Instant Book
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
Instant Book
High Demand
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 Bay Cruise 37' Sailboat
Sailing in San Juan · 6 guests

Private San Juan Bay Cruise 37' Sailboat

5.0
Superowner
Best of 2026
$195/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
65ft Numarine Motor Yacht Experience at River Landing Marina
Events in Miami · 13 guests

65ft Numarine Motor Yacht Experience at River Landing Marina

New
Superowner
Best of 2026
$300/hour
Instant Book
High Demand
Nassau: Snorkeling, Sightseeing, Swimming Pigs, Multiple Islands
Tours in Nassau · 10 guests

Nassau: Snorkeling, Sightseeing, Swimming Pigs, Multiple Islands

5.0
$150/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
Cruise Miami in style aboard this stunning 44ft Sundancer ✨
Events in Miami · 13 guests

Cruise Miami in style aboard this stunning 44ft Sundancer ✨

5.0
Superowner
Best of 2026
$89+/hour
Instant Book
Eduardoño 25' Boat for Charter in Cartagena
Powerboats in Cartagena · 6 guests

Eduardoño 25' Boat for Charter in Cartagena

4.9
Superowner
$50/hour
High Demand
50ft Sunseeker Manhattan Motor Yacht!
Events in Miami · 13 guests

50ft Sunseeker Manhattan Motor Yacht!

5.0
Superowner
Best of 2026
$106+/hour
Instant Book
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

Caribbean Reviews

  1. PK

    Pam

    2023 Hurricane 2400 - Living the dream in Naples FL

    Captain Jeremy was the best! Communication ahead of time was always prompt, and pick up and drop off were easy. Jeremy was welcoming and went above and beyond. He was knowledgeable about the area explaining different sites/homes as we went along, made sure we saw dolphins, did his best to dodge the rain, and was a good sport about stopping at different sites so we could hunt for shells and take pictures. He was accommodating and friendly the entire time. We had an awesome evening!

  2. JC

    Jorge

    31ft Chaparral Yacht Charter from Cayman

    This is perfect boat and captain for a fun and safe day. We went to stingray city and a couple of cool snorkeling spots. He was also great with the kids and kept them engaged. We had a great day and highly recommend chartering this boat and captain!

  3. EJ

    Ed

    Private San Juan Bay Cruise 37' Sailboat

    A beautiful sunset cruise with my family. Wind was amazing on the bay and there was a bright moon and amazing breeze when we sailed back. Captain Luis and his deckhand Gabby were filled with information about Puerto Rico and the history. Highly recommended!

  4. JD

    Jenna

    31ft Chaparral Yacht Charter from Cayman

    We had a great time on the boat with Yarick. He was able to accommodate a change in schedule since our day would most likely have bad weather. He brought us to all the fun spots on the water for adventuring & snorkeling- Stingray City, one of the reefs with tons of different fish & their 2 local turtles, & Starfish Point. It was such a fun day & was able to get us up close and personal with the nature of the island. Thanks again!

  5. JL

    James

    Private San Juan Bay Cruise 37' Sailboat

    We took a private boat tour with Captain Luis and Gaby, and it was hands-down one of the best parts of our vacation. From the moment we arrived, we were greeted warmly and walked right over to the boat, which was the perfect size for our group of friends to relax and spread out. Captain Luis is an incredible captain—he navigated the waters with total ease, took us to gorgeous spots all over, and shared fascinating tidbits about Puerto Rico along the way. Both he and Gaby kept the vibes immaculate, sharing delicious sangria and making sure we had everything we needed. We spent the day listening to our favorite music, swimming, enjoying some snacks, and soaking up the sun. If you are looking for a top-tier, stress-free day on the water, I cannot recommend Captain Luis and Gaby enough! We’d book them again in a heartbeat.

  6. Michael

    Michael

    Center console Mako 23 Private Boat Tours and snorkeling In Fajardo

    Pablo was amazing. It’s nice to know someone who is captain and knows what to do and informs you of what’s possible for the boat day. Very chill vibe and polite captain. Would highly recommend anytime for any amount of time on the boat