Caribbean

Yacht charters in Caribbean

Island-hop the USVI, St. Kitts, and Grenada by catamaran

80+ charters indexed

Overview

The Caribbean on YATR spans several distinct sailing grounds — from the US Virgin Islands hub at St. Thomas and Red Hook, to the superyacht marina at Christophe Harbour in St. Kitts, and the spice-isle anchorages of Grenada. Each base offers a different flavor of island life.

St. Thomas is the busiest charter hub: day sails to St. John’s national park bays, Buck Island snorkel stops, and sunset cruises around Charlotte Amalie harbour. Catamarans dominate for stability and deck space in trade-wind conditions.

Multi-day charters unlock the BVI (with customs clearance), the Grenadines, and hidden coves unreachable by cruise ships — plan at least a week for a true island-hopping itinerary.

Peak season: Dec–Apr — dry season, steady trade winds, peak tourism
Shoulder season: May–Jun & Nov — fewer crowds; Jul–Oct is hurricane season
Local tip: Christmas and New Year weeks require booking 6+ months ahead in the USVI

Popular experiences

St. John national park bay stops
USVI & BVI snorkel reefs
Catamaran day & week charters
Grenada & St. Kitts luxury bases

Charter types

Catamaran day sails

Stable twin-hull boats for 8–20 guests with trampolines, snorkel gear, and open-bar packages popular in the USVI.

Week-long island hopping

Crewed catamarans and sloops with cabins for BVI, USVI, and Leeward Island circuits with a captain and chef.

Motor yacht day charters

Fast luxury boats for St. Thomas–St. John runs with air-conditioned salons and premium catering.

Dive & snorkel expeditions

Trips to wreck sites, coral gardens, and turtle bays with onboard gear and marine guides.

Sample itineraries

St. John & Trunk Bay snorkel

Full day

Sail from Red Hook or Yacht Haven Grande to Virgin Islands National Park — Honeymoon Beach, Trunk Bay, and lunch at a beach bar.

Sunset sail Charlotte Amalie

2–3 hours

Evening departure for hors d'oeuvres, rum punch, and golden-hour views of the harbour and St. Thomas hills.

Grenada spice island loop

Multi-day

From Port Louis Marina, explore Grand Anse Beach, the Underwater Sculpture Park, and quiet anchorages on Grenada's south coast.

Planning tips

USVI charters use USD; BVI trips require passport and customs clearance — confirm with your captain.
Motion sickness meds help on Atlantic-side swells; catamarans reduce roll significantly.
Reef-safe sunscreen is legally required in many marine parks.
Trade winds pick up in afternoon — morning snorkel stops often have the calmest water.
Fly into STT for St. Thomas bases; St. Kitts (SKB) and Grenada (GND) for southern hubs.

Frequently asked questions

USVI vs BVI — which should I choose?+

USVI (St. Thomas/St. John) is easier for Americans — no passport required for US citizens. BVI offers the classic Soggy Dollar and Virgin Gorda baths but needs passport and customs fees.

Are catamarans better than monohulls here?+

For day groups and comfort, yes — more deck space and less heel. Purist sailors may prefer monohulls for week-long windward work.

What is the drinking age on charter boats?+

Follow local law — 18 in the USVI. Many sunset cruises include open bar; confirm policies when booking on YATR.

When should I avoid Caribbean charters?+

Peak hurricane risk is August through September. Operators offer flexible rebooking policies — read cancellation terms before paying.

Departure marinas

Popular departure points in Caribbean — compare charters departing nearby.

Yacht Haven Grande
5304 Yacht Haven Grande, St. Thomas, USVI 00802
American Yacht Harbor
Smith Bay Rd, Red Hook, St Thomas 00802, USVI
Christophe Harbour
Christophe Harbour Marina, St. Kitts & Nevis
Port Louis Marina
Lagoon Rd, St George's, Grenada

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