Charter Comparison · St. Vincent & the Grenadines
Crewed vs Bareboat in the Grenadines
Two ways to charter a yacht — and they produce two very different weeks. Here is an honest look at both, and why crewed is the one we offer.
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From
$595from one day
Departure
Canouan · St. Vincent & the Grenadines
Aboard
Cap II · Flying Wing
There are two ways to charter a sailing yacht in the Grenadines. Bareboat means you charter the yacht alone and skipper it yourself — you are the captain, the navigator, the cook, and the crew. Crewed means the yacht comes with its people: a captain who runs the boat and knows the waters, a chef who provisions and cooks, a deckhand who handles the rest. Rex Sailing is a crewed operation. This page explains why, honestly — including where bareboat genuinely makes sense.
Bareboat suits one kind of guest very well: an experienced sailor who wants the boat to be the holiday — the trimming, the anchoring, the decisions — and who has the qualifications and the recent miles to do it safely. For that person, bareboat is cheaper on paper and offers a particular satisfaction that a crewed charter does not. If that is you, a bareboat operator is the right call and we will happily say so.
For everyone else — and that is most charter guests — crewed is not just easier; it is a different and better week. You are not running a boat on your holiday. You arrive to a yacht already provisioned, you are looked after for the duration, and the hundred small decisions that fill a bareboat day — which anchorage holds in this wind, where the reef is, what time to leave to make the next island comfortably — are made by someone who has done it a thousand times.
The Grenadines specifically reward the crewed choice. The cruising ground is reef-strewn — beautiful, well-charted, but unforgiving of a misjudged approach. Inter-island customs clearance is a recurring task. The best anchorages and the timing to reach them are local knowledge. On a bareboat you learn all of this as you go, on your week off. On a crewed charter it is simply handled, and your week is spent swimming, sailing, and eating well rather than managing.
Highlights of this charter
Qualifications
Bareboat: you must demonstrate sailing qualifications and recent experience — operators check, and rightly so. Crewed: none required. The captain holds the tickets; you bring nothing but your party.
The daily experience
Bareboat: you run the boat — watches, navigation, anchoring, cooking, cleaning. Crewed: you are a guest. The day is shaped around you; the work is the crew's. Two genuinely different holidays.
Local knowledge
Bareboat: you navigate the reefs, find the anchorages, and clear customs yourself, learning as you go. Crewed: a captain who runs this chain weekly already knows every approach, every holding ground, every office.
The real cost difference
Bareboat looks cheaper — until you add provisioning, fuel, a skipper if you hire one, and your own time. Crewed is all-inclusive: yacht, crew, fuel, fees, customs, three meals a day. The gap is smaller than the headline rates suggest.
Provisioning & meals
Bareboat: you plan, shop, store, cook, and clean for the week. Crewed: a chef provisions before you arrive and cooks three meals a day aboard, drawn from the local markets and what the boat catches under way.
Who each suits
Bareboat: experienced, qualified sailors who want the sailing to be the point. Crewed: couples, families, first-time charterers, and seasoned sailors who simply want a holiday rather than a delivery — most charter guests, in other words.
Sailing this route with RexSailing
Why we run crewed only
Because the Grenadines, done crewed, are one of the great holidays in the world — and done bareboat by the wrong party, they are a stressful week with a grounding risk. We would rather do one thing properly. Every Rex Sailing charter is crewed, private, and all-inclusive.
The classic-yacht difference
Our fleet is classic crewed sailing yachts — Cap II, Flying Wing, SISU — not production charter boats. Chartered privately, never by the seat, never sub-chartered out of region. The yacht you book is the yacht you sail, with the crew you met in correspondence.
Still want to sail?
Crewed does not mean passive. Guests who want to take the helm, trim, and learn are handed the boat — the captain is glad of it. You get the sailing without the responsibility, and as much or as little of the work as you want.
Try a day first
Not sure crewed is for you? A single day charter out of Canouan — from $595 — is the low-commitment way to find out. Most guests who try a crewed day book a week the next time.
Pair this charter with
Sailing the Grenadines — full guide
The complete cruising guide — the island chain, the season, and the classic route.
Explore →
The Fleet
Cap II, Flying Wing, and SISU — the three crewed yachts, their specifications and rates.
Explore →
Day Charters
A single crewed day out of Canouan — the low-commitment way to try the crewed experience.
Explore →
Week Charters
Seven nights aboard, crewed and all-inclusive — the classic Grenadines charter.
Explore →
What a charter costs
The all-inclusive pricing model explained — and how the crewed-vs-bareboat cost gap really compares.
Explore →
Before you enquire
What is the difference between a crewed and a bareboat charter?
On a bareboat charter you charter the yacht alone and skipper it yourself — you are the captain, navigator, cook, and crew, and you must hold sailing qualifications. On a crewed charter the yacht comes with its people: a captain who runs the boat, a chef who provisions and cooks, and a deckhand. You are a guest, not the operator. No qualifications are required.
Do I need sailing qualifications for a crewed charter?
No. The captain holds all the qualifications and the responsibility. You bring your party and nothing else. Guests who want to take the helm and sail are welcome to — the captain encourages it — but it is entirely optional.
Is crewed or bareboat better for the Grenadines?
For most guests, crewed. The Grenadines are reef-strewn and require local knowledge of the anchorages, approaches, and inter-island customs clearance. A crewed captain who runs the chain weekly handles all of that. Bareboat suits experienced, qualified sailors who want the sailing itself to be the holiday — for them it is a fine choice.
Is a crewed charter much more expensive than bareboat?
Less than the headline rates suggest. A bareboat rate looks cheaper, but you then add provisioning, fuel, a hired skipper if you need one, and your own week of work. A crewed charter is all-inclusive — yacht, crew, fuel, fees, customs, and three meals a day. Once everything is counted, the gap narrows considerably.
Can I still sail the boat on a crewed charter?
Yes, as much as you want. Crewed does not mean passive — guests who want to helm, trim, and learn are handed the boat, and the captain is glad of the company on the wheel. You get the sailing without the responsibility for the navigation, the safety, or the reef.
How can I tell if a crewed charter is right for me?
Try a single day. A crewed day charter out of Canouan starts at $595 — a low-commitment way to experience exactly what a crewed yacht feels like before booking a week. In our experience most guests who try a crewed day come back for a week.
If you want the Grenadines to be a holiday rather than a delivery, a crewed charter is the way to do it — and we would be glad to shape one around your party. Tell us your dates and we will prepare a proposal.
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RexSailing · Canouan · St. Vincent & the Grenadines