Caribbean

Yacht charters in Caribbean

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

80+ yachts on YATR · from $1,850 / day

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

Browse yachts departing from premier marinas in Caribbean on YATR.

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