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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 2 of 141 • 3,366 listings

Pershing 82 Leopard Miami
Events in North Miami · 13 guests

Pershing 82 Leopard Miami

5.0
Superowner
$599/hour
🚤 Sandbar tours and hangout LUX Searay 250 SDX
Powerboats in Key West · 6 guests

🚤 Sandbar tours and hangout LUX Searay 250 SDX

5.0
$135+/hour
Sea Ray 270 Key West Experience
Tours in Key West · 6 guests

Sea Ray 270 Key West Experience

5.0
$165/hour
Grady-White 38ft Private Charter — Palomino & Icacos Islands, Fajardo PR
Powerboats in Fajardo · 10 guests

Grady-White 38ft Private Charter — Palomino & Icacos Islands, Fajardo PR

New
$350+/hour
Lagoon 450F Catamaran
Sailing in George Town · 30 guests

Lagoon 450F Catamaran

5.0
$500/hour
38' Boat Rental | Up To 16 People | Island Cruises | Nighttime Cruises
Powerboats in Cartagena · 16 guests

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

4.9
Superowner
Best of 2026
$75/hour
Open bar 🍹 & food 🍱 Sand-Bar Punta Cana Snorkeling Entertainment Booze cruise
Events in Bávaro · 300 guests

Open bar 🍹 & food 🍱 Sand-Bar Punta Cana Snorkeling Entertainment Booze cruise

4.3
Superowner
Best of 2026
$15/hour
PRIVATE POWERCAT 40FT AROUND ST MARTIN OR ANGUILLA
Caribbean · 12 guests

PRIVATE POWERCAT 40FT AROUND ST MARTIN OR ANGUILLA

5.0
Superowner
$362/hour
High Demand
70FT Yacht with 2 Jet Ski's for 30 mins in Miami
Events in Miami Beach · 13 guests

70FT Yacht with 2 Jet Ski's for 30 mins in Miami

4.5
Superowner
Best of 2026
$190/hour
High Demand
Silverton 48FT  Sportsbridge!
Events in Miami · 13 guests

Silverton 48FT Sportsbridge!

5.0
Superowner
Best of 2026
$164/hour
Instant Book
High Demand
 PRIVATE MOTORYACHT 55FT AROUND ST MARTIN ONLY
Caribbean · 12 guests

PRIVATE MOTORYACHT 55FT AROUND ST MARTIN ONLY

5.0
Superowner
$362/hour
Limited Availability
21ft Robalo R200 Center Console, Marco island Delivery to your dock
Powerboats in Marco Island · 8 guests

21ft Robalo R200 Center Console, Marco island Delivery to your dock

5.0
$240+/day
Luxury 48' Leopard Catamaran in Cartagena
Sailing in Cartagena · 25 guests

Luxury 48' Leopard Catamaran in Cartagena

4.8
Superowner
Best of 2026
$213+/hour
PRIVATE MOTORYACHT 55FT AROUND ST MARTEEN ONLY
Events in Saint Martin · 12 guests

PRIVATE MOTORYACHT 55FT AROUND ST MARTEEN ONLY

5.0
Superowner
$362/hour
110FT LUXURY YACHT CHARTER IN MIAMI!
Events in Miami Beach · 13 guests

110FT LUXURY YACHT CHARTER IN MIAMI!

5.0
Superowner
Best of 2026
$900/hour
Instant Book
46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included
Powerboats in Montego Bay · 16 guests

46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included

5.0
Superowner
Best of 2026
$599/hour
34' Sea Ray Yacht Charter in Miami Mon-Thur 1 hr free after 3 hrs booked
Events in Miami · 13 guests

34' Sea Ray Yacht Charter in Miami Mon-Thur 1 hr free after 3 hrs booked

5.0
Superowner
$100/hour
Enjoy cruising Montego Bay Coastline on a 30' SeaRay Yacht w/unlimited Rum Punch
Events in Montego Bay · 8 guests

Enjoy cruising Montego Bay Coastline on a 30' SeaRay Yacht w/unlimited Rum Punch

5.0
Superowner
Best of 2026
$299/hour
Captained 42' Sailing Catamaran with 3 cabins and all the toys
Sailing in Key West · 6 guests

Captained 42' Sailing Catamaran with 3 cabins and all the toys

5.0
$450+/hour
Private 47-ft Luxury Yacht in Aruba
Events in Oranjestad-East · 15 guests

Private 47-ft Luxury Yacht in Aruba

5.0
Superowner
$499/hour
💥2 FREE JETSKI ! 💥Luxurious 70ft Azimut Include Floating Island 💥
Events in Miami · 13 guests

💥2 FREE JETSKI ! 💥Luxurious 70ft Azimut Include Floating Island 💥

4.8
$280/hour
🍹Unlimited open bar cocktails, Sand bar, snorkeling 🍹 Totally Private
Events in Bávaro · 120 guests

🍹Unlimited open bar cocktails, Sand bar, snorkeling 🍹 Totally Private

4.7
Superowner
Best of 2026
$17/hour
Charter this Stunning 29’ SeaRay SDX in Miami, FL - Luxury Made Easy!
Powerboats in Miami · 10 guests

Charter this Stunning 29’ SeaRay SDX in Miami, FL - Luxury Made Easy!

5.0
Superowner
Best of 2026
$99/hour
💥2 FREE JETSKI ! 💥50 ft yatch Include Floating mat💥
Events in Miami · 13 guests

💥2 FREE JETSKI ! 💥50 ft yatch Include Floating mat💥

4.9
$118/hour

Caribbean Reviews

  1. Christian

    Christian

    PRIVATE POWERCAT 40FT AROUND ST MARTIN OR ANGUILLA

    Amazing clean boat with beautiful views to Anguilla Captain V and Ms Naomi were great would recommend this for anyone and would do it again.

  2. AD

    Amaia

    Luxury 48' Leopard Catamaran in Cartagena

    Tuvimos una experiencia padrísima con este catamarán. Desde el primer contacto la comunicación fue excelente y el barco estaba impecable. La tripulación fue súper linda y atenta en todo momento; nos tocó un día con mal clima (nublado, lluvia y el mar bastante picado), pero navegaron a muy buena velocidad priorizando siempre nuestra seguridad, lo cual nos dio muchísima tranquilidad. Es un gran plus que cuenten con wifi y que puedas conectar tu propia música a las bocinas. Sin duda los volveríamos a contratar.

  3. TL

    Tony

    Captained 42' Sailing Catamaran with 3 cabins and all the toys

    One of the better charters I've done. Aaron was responsive before the trip, the boat was in excellent shape, and he made the whole day effortless — no stress, no surprises. If you're deciding, book it. Five stars.

  4. AG

    Angelica

    Silverton 48FT Sportsbridge!

    Thank you so much for an incredible experience and the accommodation! The captain and stewardess made the trip all the more worthwhile and created a fun time for all of us with beautiful recommended docking spots. Would definitely book again :)

  5. MW

    Megan

    PRIVATE POWERCAT 40FT AROUND ST MARTIN OR ANGUILLA

    We had the best experience ever with Jordan and Chloe! Jordan was a great captain answered all of our questions and taught us a lot about the island. Chloe was so attentive, kind and helpful. She makes the best drinks!!! 10/10 recommend

  6. DP

    Dawn

    PRIVATE POWERCAT 40FT AROUND ST MARTIN OR ANGUILLA

    This boat experience was a **10/10 from start to finish\!** The vessel itself was absolutely beautiful, comfortable, and the perfect way to get to Anguilla\. But the staff really made the experience even better\! Chloe took such great care of us\! The drinks and snacks were amazing, and she was so attentive throughout the entire trip\. And can we talk about the PHOTOS?\! 📸 Chloe seriously needs to be a photographer because she captured some incredible moments for us\! Beautiful boat, amazing service, great vibes, and unforgettable memories\. We would absolutely do this again\! 🌊✨ Can’t wait to send my clients their way!