Curious if you can travel from one Caribbean island to another on a single yacht charter? With YATR, the answer is yes. Our luxury yachts cruise between the Caribbean’s top destinations—including St. Martin, St. Barts, Antigua, and the Virgin Islands—giving you the freedom to experience more than one island on your charter. Planning a round-trip tropical getaway? This guide breaks down your options, how it works, and what to expect when booking your next charter.
Why Yachts Are Perfect for Multi-Island Caribbean Travel
A private yacht charter offers the ideal way to see multiple Caribbean islands in one trip—without airport lines, hotel check-ins, or strict schedules. With a fully crewed yacht, you enjoy total flexibility while cruising between some of the region’s most beautiful destinations.
Here’s why it’s the ultimate way to travel:
Custom Routes: Plan your own island-hopping itinerary at your own pace
Unmatched Views: Enjoy open-ocean scenery, beach landings, and sunsets from your deck
All-in-One Luxury: Your yacht is your hotel, restaurant, and activity base
Remote Access: Visit smaller cays and quiet anchorages only accessible by water
YATR offers instant booking, clear pricing, and expert support to help plan the perfect trip.
Round-Trip Yacht Charters: Island-Hopping and Return
A round-trip charter starts and ends at the same port—ideal if you want to visit multiple islands without relocating the yacht's home base. Most round-trip Caribbean itineraries are 5+ nights, offering time to explore beaches, enjoy local dining, and relax onboard.
Suggested Itinerary 1: St. Martin → Anguilla → St. Barts → Return to St. Martin
Route: Start in St. Martin, head to Anguilla for beach clubs and snorkeling, continue to St. Barts for shopping and nightlife, then return to St. Martin.
Charter Length: A 5-night charter allows time to enjoy each island with full relaxation and adventure.
Yacht Option: 90’ Horizon - $15,833* per night (minimum booking of 2 nights is required)
The 90 Horizon is a comfortable and well-equipped yacht. With 5 cabins and 7 bathrooms, it accommodates 10 guests overnight, while up to 13 can enjoy a day charter. A crew of 5 is on board to assist throughout the trip. Amenities include: jetski, seabob, tender, floats, waterslide, and WiFi—perfect for staying connected while exploring remote Caribbean islands.
Total Cost for 5 Nights: $106,872* (All Taxes and Fees Included)
Suggested Itinerary 2: Antigua → Nevis → St. Kitts → Return to Antigua
Route: Start in Antigua, cruise to Nevis for historic charm and quiet beaches, visit St. Kitts for rainforest hikes and beach bars, then return to Antigua.
Charter Length: A 6-night charter gives you time to experience each island at a relaxed pace.
Yacht Option: 112’ San Lorenzo - $15,833* per night (minimum booking of 2 nights is required)
The 112 San Lorenzo, designed for comfort and style. With 4 cabins and 2 bathrooms, it accommodates 9 guests overnight, while up to 13 can enjoy a day charter. A dedicated crew of 5 ensures a seamless journey. Amenities include: jacuzzi, jetski, seabob, tender, floats, and waterslide. This spacious yacht is well-suited for longer itineraries, and onboard amenities to keep guests entertained between destinations.
Total Cost for 6 Nights: $128,247* (All Taxes and Fees Included)
Tips for Planning a Multi-Destination Yacht Charter
Set the Right Length: Shorter island loops may need 2–3 nights; longer cross-island routes often need 5–7 nights.
Know the Costs: YATR includes taxes and APA breakdowns upfront—no surprise fees.
Flexible Payments: Klarna lets you split your payments into 4 installments or up to 24 months.
Customize Your Experience: As with all YATR charters, additional services such as event planning, catering, private jet transportation, chauffeured transport, and extra water toys can be arranged to enhance your experience.
Charter Your Way With YATR
YATR makes it easy to plan round-trip charters that begin and end at the same port, giving you a smooth, full-circle journey through the Caribbean’s most stunning destinations. With instant booking, vetted yachts, and flexible itineraries, your next Caribbean escape is just a few clicks away. Explore our fleet and Caribbean destinations today at YATR.co. The easiest way to book a yacht charter. Have questions? Contact us at info@yatr.co.
*Prices can and may change at any time without notice.