Sail by Destination
The Caribbean
St. Barths · Antigua · St. Kitts · St. Lucia · the Bahamas · the Virgin Islands
Sail by Destination
St. Barths · Antigua · St. Kitts · St. Lucia · the Bahamas · the Virgin Islands
Cruises › The Caribbean
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The Region
The Caribbean we sail is not the one the megaships work. Small ships and yachts anchor off Gustavia and Jost van Dyke, stay late into the evening and find the coves the crowds never reach. Below is every sailing we can price across the lines we work with: 392 itineraries and 1114 departures, grouped by where they actually go.
Fares are per person, cruise only, and move with availability. Airfare arranged separately.
No sailings match that combination. Clear a filter or two, or text us what you are looking for and we will pull it live.
When to Sail
The classic season. Dry, breezy and reliably warm, with the yachting calendar in full swing around St. Barths.
Settled seas and long golden evenings as the season winds down. Often the best-kept secret in the calendar.
The quiet months, when most of the fleet crosses to the Mediterranean and the islands belong to the few who stay.
Begin Your Journey
The fares above are where each sailing starts, not where your trip ends. Tell us when you would like to sail and whether you are traveling alone, as a couple or with friends, and we will come back with the exact sailings that fit, the cabin worth having and a full cost, air included.