Private Week Charter · Caribbean Leeward Islands
Seven Nights Through The Leewards
Antigua → Barbuda → St. Barts → Anguilla. Private, crewed, all-inclusive. Two classic yachts. One signature route.
No deposit at enquiry · Reply within the day
From
$11,750/ week
Duration
7 nights
Capacity
Up to 10 guests
Style
All-inclusive · Crew · Provisioning
On Board
Cap II · Falmouth Harbour
Flying Wing · at anchor
Cap II · aerial
Foredeck
The route
Antigua to Anguilla, by sail
Seven days of warm-water cruising across the heart of the Lesser Antilles. We sail north from Antigua at first light, anchor at Barbuda's empty leeward beaches by lunch, cross to St. Barts overnight, work the Anguilla cays for two days, and reach back through Nevis on the way home.
Every week is shaped around the guests aboard. The route above is our most-requested but it bends — quieter weeks stay south through Antigua and Guadeloupe, livelier weeks add St. Martin and a long lunch in Gustavia. Your captain finalises with you on day one over coffee in the cockpit.
Everything is in the price
Crew of three
Captain, chef, deckhand. Living aboard with you for the week, on hand without ever being in the way.
All meals + soft drinks
Three meals a day, prepared by the chef from what we provision in port and what we catch under way.
Snorkelling, paddleboards, tender
Adult and child snorkelling kit, two paddleboards, and a 60 hp tender for shore runs and exploration.
Fuel · mooring · customs
Every fuel stop, every mooring fee, every inter-island clearance. No surprise line items at the end.
A week at sea
The signature seven-night Leewards route. Days bend around weather and what the guests want — but this is the rhythm.
Step 1
Day 1
Boarding · Antigua
Private transfer from V.C. Bird, board at Jolly Harbour or English Harbour. Provisioning done, captain's briefing, dinner aboard at anchor.
Step 2
Day 2
Antigua → Barbuda
30 nm reach north. Anchor off Princess Diana Beach, the seventeen-mile beach at Low Bay. The Frigate Bird Sanctuary is a tender ride away.
Step 3
Day 3
Barbuda → St. Barts
Long passage day — 70 nm reach to Gustavia. Arrive late afternoon, harbour scene at sunset, dinner ashore at request.
Step 4
Day 4
St. Barts at anchor
Day at Colombier Beach, lunch at Shellona on Shell Beach if the table opens. Tenders and paddleboards out in the bay.
Step 5
Day 5
St. Barts → Anguilla
Sail north-west across to Sandy Ground. Sandy Island and Prickly Pear are the day's two cays. Beach barbecue at the Pumphouse if the day is long enough.
Step 6
Day 6
Anguilla → Nevis
Reach south. Pinneys Beach, Sunshine's Killer Bee at sunset. Last night at anchor, last dinner on deck.
Step 7
Day 7
Nevis → Antigua
Morning passage back. Disembark Antigua late morning. Private transfer to airport.
Two yachts
Choose Flying Wing or Cap II
Flying Wing — a 75 ft classic sailing yacht with three guest cabins, varnished teak, and an unhurried pace. Naturally ventilated, kept cool by deck hatches and trade winds. From $11,750 all-inclusive. The right yacht for couples and families who want classic sailing without the price of a flagship.
Cap II — the 77 ft CNB flagship with four en-suite cabins, full air-conditioning throughout, and a performance hull. From $32,500 all-inclusive. Reserved for parties who expect a chartered yacht to feel like a private home at sea.
Hold the week
Tell us your dates, party size, and which yacht you have in mind. We hold the week for 48 hours while you confirm — no deposit at enquiry. Reply within the day.
Quick answers
+What's included in the price?
The yacht, the three crew (captain, chef, deckhand), fuel for the seven nights, every mooring and marina fee, customs clearance for inter-island day trips, full provisioning of fresh food, all soft drinks aboard, snorkelling gear, and paddleboards. Wine, champagne, restaurant dinners ashore, and special menu requests are quoted at end-of-charter cost.
+Where do we join the yacht?
Most parties join in Antigua — we collect you at the airport with a private transfer to Jolly Harbour or English Harbour, and you board the same day. We can also start from St. Martin if your itinerary suits.
+Can we shape our own route?
Yes. The Antigua → Barbuda → St. Barts → Anguilla route is the most-requested but every week is built around the guests aboard. Some prefer to stay south (Antigua, Guadeloupe, Dominica), some want a full Leeward circuit. The captain finalises with you on day one.
+How many guests?
Both yachts carry up to 10 guests. Flying Wing has three guest cabins (best for 6–8 guests sleeping aboard), Cap II has four en-suite cabins (comfortable for 10).
+What's the best time of year?
December through May is high season — settled trade winds, low rainfall, reliable sailing conditions. February through April book out fastest. June and July are quieter and equally good. We do not operate August through October (hurricane season).
+Is there a deposit at enquiry?
No deposit is taken at enquiry. We hold the week for 48 hours while you confirm with your party. Deposit (typically 50%) is required only when the booking is confirmed; balance due 30 days before departure.
Direct booking · No broker margin