Charter experiences
- Home
- Start Your Journey
- Charter experiences
Charter experiences.
Try the life before you buy — crewed and bareboat charters through Charter Caribe.
What we coordinate
From offer to ownership
We quarterback the moving parts.
Bareboat
Captain it yourself across the BVI’s forgiving, line-of-sight waters.
Crewed
Sit back with a professional captain and chef aboard.
Try-before-you-buy
Charter the model you’re considering and feel it under sail.
Let’s Sail
Ready to cast off?
Tell us your dates — we’ll match the yacht.
Chartering here
The best way to find out what you actually want in a boat.
Charter before you buy
A week aboard teaches you more about what you want than any amount of time on a dock. Length, layout, sail or power, owner version or charter version — these stop being abstract the moment you have lived with them. Plenty of owners have come back from a charter and changed their mind about size or layout, which is a very much cheaper place to change your mind than after a deposit.
Crewed or bareboat
Crewed means a captain and usually a chef aboard. You see more, you learn the anchorages from someone who knows them, and nobody spends the holiday cooking. It is also the honest choice if your certification is not current.
Bareboat means you are the skipper. Charter companies will ask for a sailing résumé and, outside the US, usually an International Proficiency Certificate. If you do not have one yet, our partners at Go Sail VI run live-aboard courses out of St Thomas that finish with certification.
Which islands, which week
The USVI and BVI sail differently. The USVI keeps you in shorter hops with easier clearance and good protection — better for a first week, or a family with small children aboard. The BVI opens up the Sir Francis Drake Channel, line-of-sight passages and the anchorages people come here for, but it means customs, more open water and a bit more of the boat.
Christmas through Easter is the settled season and the busy one. Late spring and early autumn are quieter and often better sailing. Peak hurricane season, roughly August through October, is not the week to plan around.