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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,224 Reviews)

Page 86 of 142 • 3,390 listings

Private 50' Fairline Yacht Charter in Punta Cana: Full Day Caribbean Experience
Events in La Romana · 14 guests

Private 50' Fairline Yacht Charter in Punta Cana: Full Day Caribbean Experience

New
$330/hour
Instant Book
Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten
Sailing in Saint Martin · 8 guests

Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten

5.0
$1,000/day
Luxury Sea Ray 50’ Sundancer – Miami Yacht Charter
Events in Miami Beach · 13 guests

Luxury Sea Ray 50’ Sundancer – Miami Yacht Charter

New
$200+/hour
Princess 43 - Lady V- Motor Yacht in Casa de Campo, La Romana
Events in La Romana · 10 guests

Princess 43 - Lady V- Motor Yacht in Casa de Campo, La Romana

New
$1,700/day
Pardo 43ft, The Perfect Yacht For Miami
Events in Miami · 12 guests

Pardo 43ft, The Perfect Yacht For Miami

New
$450+/hour
Sea Ray Boat for 12 people ready to rent in Punta Cana
Events in Bávaro · 12 guests

Sea Ray Boat for 12 people ready to rent in Punta Cana

New
$2,120/day
Montego Bay All-inclusive Yacht Experience
Events in Montego Bay · 10 guests

Montego Bay All-inclusive Yacht Experience

New
Superowner
$998/hour
65 Azimut Mega Yacht - Luxury Amazing Yacht for 13 guests In Miami, Florida
Events in Miami · 13 guests

65 Azimut Mega Yacht - Luxury Amazing Yacht for 13 guests In Miami, Florida

New
Superowner
$200/hour
Wellcraft 30 Motor Yacht In Icacos and Palomino Islands
Events in Fajardo · 8 guests

Wellcraft 30 Motor Yacht In Icacos and Palomino Islands

New
$250/hour
39ft Sea Ray Motor Yacht in Punta Cana, La Altagracia
Events in Bávaro · 12 guests

39ft Sea Ray Motor Yacht in Punta Cana, La Altagracia

New
$1,910/day
Private Boat Charter
Powerboats in Basseterre · 6 guests

Private Boat Charter

New
$189/hour
VanDutch 48 Motor Yacht Charter St Martin | Sint Maarten | Anguilla
Events in Saint Martin · 12 guests

VanDutch 48 Motor Yacht Charter St Martin | Sint Maarten | Anguilla

New
$720/hour
Cruising Catamaran Charter in Cabarete, Dominican Republic
Sailing in Cabarete · 80 guests

Cruising Catamaran Charter in Cabarete, Dominican Republic

New
Superowner
Best of 2026
$400/hour
Sea Ray Sedan Bridge Yacht Private Charter- Select Package
Events in Montego Bay · 20 guests

Sea Ray Sedan Bridge Yacht Private Charter- Select Package

New
Superowner
$799/hour
Punta Cana - PARTY BOAT (ADULT ONLY)
Sailing in Bávaro · 200 guests

Punta Cana - PARTY BOAT (ADULT ONLY)

New
$984/hour
💥80' Numarine + 2 FREE Jetskis in Miami, Florida💥
Events in Miami Beach · 13 guests

💥80' Numarine + 2 FREE Jetskis in Miami, Florida💥

New
Superowner
Best of 2026
$690/hour
Instant Book
Sight Seeing and Snorkeling on Chris-Craft 280
Tours in Rodney Bay · 10 guests

Sight Seeing and Snorkeling on Chris-Craft 280

New
$165/hour
Miami Yacht Party 65ft Azimut with Captain + Drinks + Sandbar + Sunset Vip
Events in Miami Shores · 13 guests

Miami Yacht Party 65ft Azimut with Captain + Drinks + Sandbar + Sunset Vip

New
$200/hour
Instant Book
42' Tiara Sport Yacht From Casa de Campo, La Romana
Events in La Romana · 12 guests

42' Tiara Sport Yacht From Casa de Campo, La Romana

New
$2,030/day
Power 50' Catamaran in Punta Cana, La Altagracia
Powerboats in Punta Cana · 20 guests

Power 50' Catamaran in Punta Cana, La Altagracia

New
$2,395/day
44ft Aquila Power Catamaran | Nassau Bahamas Day Charter
Powerboats in Nassau · 13 guests

44ft Aquila Power Catamaran | Nassau Bahamas Day Charter

New
$636+/hour
Family Private Catamaran Punta Cana – Kid-Friendly Snorkel & Natural Pool
Powerboats in El Cortecito · 70 guests

Family Private Catamaran Punta Cana – Kid-Friendly Snorkel & Natural Pool

New
$265+/hour
🏆 Award-Winner 2026 : Private Deluxe Yacht in Punta Cana | All Group Sizes
Powerboats in Bávaro · 70 guests

🏆 Award-Winner 2026 : Private Deluxe Yacht in Punta Cana | All Group Sizes

New
Superowner
Best of 2026
$39/hour
Hunter 450 Passage Yacht - Sail From Key Biscayne
Sailing in Key Biscayne · 10 guests

Hunter 450 Passage Yacht - Sail From Key Biscayne

New
Superowner
$250/hour

Caribbean Reviews

  1. AS

    Aaron

    Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten

    Great time sailing with Robert in Sxm. Food and drinks were great. Only on the boat for two nights but got a lot done for the amount of time we had available.

  2. MC

    Michael