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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,223 Reviews)

Page 65 of 142 • 3,389 listings

32ft Intrepid Power Boat Rental British Virgin Islands Trip
Powerboats in St. Thomas · 8 guests

32ft Intrepid Power Boat Rental British Virgin Islands Trip

New
$313/hour
1 Hour Reef Snorkeling Trip in the Sandy Reefs in Negril Sea, Jamaica
Tours in West End · 12 guests

1 Hour Reef Snorkeling Trip in the Sandy Reefs in Negril Sea, Jamaica

5.0
$240/hour
38ft Firpol Sport Boat in Cartagena de Indias. Rosario Islands with Captain
Powerboats in Cartagena · 20 guests

38ft Firpol Sport Boat in Cartagena de Indias. Rosario Islands with Captain

4.0
$912/day
Meridian Flybridge 40ft Live the experience 🏖️🍾🛥️
Events in Miami · 12 guests

Meridian Flybridge 40ft Live the experience 🏖️🍾🛥️

New
$200/hour
26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests
Powerboats in Big Pine Key · 6 guests

26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests

5.0
$100+/hour
Deal of the Day! Bavaria 35ft Power Mega Yacht for Rent in Cartagena, Colombia
Powerboats in Cartagena · 10 guests

Deal of the Day! Bavaria 35ft Power Mega Yacht for Rent in Cartagena, Colombia

New
Superowner
Best of 2026
$208+/hour
Instant Book
Sugar 40 Motor Yacht in Casa de Campo La Romana
Events in La Romana · 8 guests

Sugar 40 Motor Yacht in Casa de Campo La Romana

New
$1,700/day
Full day around St Maarten/St Martin with Donzi 38ZF
Caribbean · 10 guests

Full day around St Maarten/St Martin with Donzi 38ZF

5.0
$1,563/day
Charter 45' Sea Ray Motor Yacht in US Virgin Islands
Events in St. Thomas · 10 guests

Charter 45' Sea Ray Motor Yacht in US Virgin Islands

5.0
$313/hour
Private Boat to Soufriere to visit Waterfall and Volcanic Mud Bath 26’ Boat
Powerboats in Rodney Bay · 6 guests

Private Boat to Soufriere to visit Waterfall and Volcanic Mud Bath 26’ Boat

5.0
$150+/hour
VIP Yacht Snorkeling Tour in Punta Cana
Events in Bávaro · 20 guests

VIP Yacht Snorkeling Tour in Punta Cana

New
Superowner
Best of 2026
$300/hour
Luxury 55' Pershing Super Yacht Experience in Miami
Events in Miami · 13 guests

Luxury 55' Pershing Super Yacht Experience in Miami

New
Superowner
Best of 2026
$190/hour
private charter in the st lucia 32ft scarab
Powerboats in Rodney Bay · 14 guests

private charter in the st lucia 32ft scarab

New
$115+/hour
50' Sea Ray Flybridge Yacht with Captain and Balloon Decoration Included
Events in Miami · 13 guests

50' Sea Ray Flybridge Yacht with Captain and Balloon Decoration Included

New
Superowner
$150/hour
Sail into the Sunset on an 88ft Power Catamaran - Music - Snorkeling & Sand-bar
Water Sports in Punta Cana · 170 guests

Sail into the Sunset on an 88ft Power Catamaran - Music - Snorkeling & Sand-bar

New
Superowner
Best of 2026
$15/hour
Private Sail tour to Les Saintes with Skipper Sailing teacher
Sailing in Saint Charles · 9 guests

Private Sail tour to Les Saintes with Skipper Sailing teacher

5.0
$1,340/day
Miami Day Boat Experience with Elegance + Style onboard 40' VanDutch Yacht
Events in Miami · 12 guests

Miami Day Boat Experience with Elegance + Style onboard 40' VanDutch Yacht

5.0
$538+/hour
Enjoy Miami Aboard 60ft Azimut Motor Yacht Charter
Events in Miami · 13 guests

Enjoy Miami Aboard 60ft Azimut Motor Yacht Charter

New
Superowner
Best of 2026
$250/hour
Azimut 64’ Fly Motor Yacht 2016 in Key Biscayne!!
Events in Miami · 13 guests

Azimut 64’ Fly Motor Yacht 2016 in Key Biscayne!!

New
Superowner
Best of 2026
$650/hour
Luxury yacht to explore the tourist sites of the Guatape reservoir
Events in Antioquia · 12 guests

Luxury yacht to explore the tourist sites of the Guatape reservoir

New
$150/hour
Sweet T 34ft Grady White
Tours in Long Bay Hills · 8 guests

Sweet T 34ft Grady White

5.0
$500/hour
65ft Ocean Yachts Tango Party Boat Charter, Catalina, La Romana, Crew Included
Events in La Romana · 20 guests

65ft Ocean Yachts Tango Party Boat Charter, Catalina, La Romana, Crew Included

New
Superowner
Best of 2026
$5,500/day
Private 45ft Catamaran — Rosario Islands & Cartagena
Sailing in Cartagena · 40 guests

Private 45ft Catamaran — Rosario Islands & Cartagena

New
$4,999/day
Private Barbados Catamaran – Turtles, Wrecks & Lunch
Sailing in Bridgetown · 12 guests

Private Barbados Catamaran – Turtles, Wrecks & Lunch

New
$640/hour

Caribbean Reviews

  1. PH

    Peter

    Private Boat to Soufriere to visit Waterfall and Volcanic Mud Bath 26’ Boat

    Our day with Captain Cliff and Mozart was the highlight of our week in St Lucia! Both are very personable, knowledgeable and fun to be around. They were totally accommodating of our various requests, and really do understand how to provide a stellar experience for their guests. Would highly recommend using this boat (we were on the 26 foot) and this exceptional crew, FIVE STARS all the way!

  2. MW

    MAESHEN

    Private Sail tour to Les Saintes with Skipper Sailing teacher

    Une journée de Rêve à ne pas manquer! Le voilier porte bien son nom!!! La croisière était super! On a vraiment aimé voir la Guadeloupe depuis la mer. Avec possibilité de prendre la barre et d'aider avec les voiles. Nous avons déjà fait du voilier, mais jamais participer, donc c'était une bonne expérience. Skipper m très sympa et intéressant et nous avons appris beaucoup sur la Guadeloupe et le voilier. Apéro et repas aussi très bon😊. Vous ne regretterez pas! Je recommande! Vraiment belle journée!

  3. Patrick

    Patrick

    Sweet T 34ft Grady White

    Matt and Scooby were awesome and made our charter experience second to none! Scooby gave us all the local knowledge and was the perfect mix of hanging with us and letting us enjoy the ride with our friends! Would highly recommend using them!

  4. MR

    Michelle

    Full day around St Maarten/St Martin with Donzi 38ZF

    If you want an amazing day on the water you HAVE to book with Roberto. He and his team were amazing! They were incredibly easy to communicate with, super attentive and just overall FUN to hang out with for the day. The boat is PERFECT!!

  5. Carly

    Carly

    26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests

    Captain Jack is great . He is very accommodating knowledgeable and great with the kids . Trip was made easy and we did everything we wanted .

  6. Kurt

    Kurt

    Private Sail tour to Les Saintes with Skipper Sailing teacher

    Oliver is a great captain and knows how to create a wonderful and safe experience. I highly recommend you consider a sailing trip with Oliver.