2026 SEASON OPEN · BVI · ANTIGUA · GRENADINES · BAREBOAT FROM $4,800/WK · SKIPPERED FROM $7,200/WK
Established 1998 · Tortola, BVI

The wind is warm.
The water is
turquoise.

Crewed and bareboat sailing in the British Virgin Islands, Antigua, and the Grenadines. Eleven catamarans and monohulls, eleven crews, twenty-eight years of teaching new sailors the trade winds. Most repeat clients book the same week annually for a decade.

11boats · 38-58 ft
4.97★340+ reviews
28 yrsfamily-run · BVI
OUR FLEET

Eleven boats. Three sizes.

⚓ 38 FT MONOHULL · SLEEPS 4-6

Beneteau Oceanis 38

Two cabins, two heads. The "Tradewind Veteran" — fast under sail, easy to handle. Most popular bareboat for couples + light crew.

4-6SLEEPS
2/2CABIN/HEAD
38'LENGTH
$4,800 / week⚓ BAREBOAT FROM
⚓ 47 FT CATAMARAN · SLEEPS 8-10

Lagoon 46 Catamaran

Four cabins, four heads. Spacious cockpit, generator, AC. The fleet's most-booked option — couples and families together.

8-10SLEEPS
4/4CABIN/HEAD
47'LENGTH
$8,400 / week⚓ BAREBOAT · SKIPPERED +$1,800
⚓ 58 FT CATAMARAN · SLEEPS 12 + CREW

Privilège 58 Crewed

Five cabins, five heads, all-inclusive crewed. Captain, chef, mate. Provisioning, fuel, drinks all included. Top of the fleet.

12+ CREW 2-3
5/5CABIN/HEAD
58'LENGTH
$28,000 / wk · all in⚓ FULLY CREWED
FAVORITE ROUTES

Three itineraries.

The BVI Loop

⚓ 7 DAYS · BVI · 60 NM ROUNDTRIP ⚓

The classic. Tortola → Norman → Cooper → Virgin Gorda → Anegada → Jost Van Dyke → home. Calm waters, short hops, turquoise everywhere.

  • The Baths · Virgin Gorda
  • Soggy Dollar · Jost Van Dyke
  • Anegada lobster · sunset
  • Snorkel the Indians
  • Saba Rock · Bitter End

Antigua to Barbuda

⚓ 7-10 DAYS · ANTIGUA · 90 NM ⚓

For more sailing, less anchorage hopping. Falmouth → English Harbour → Long Island → Barbuda → Codrington → Five Islands → home.

  • Pink Sand Beach · Barbuda
  • Frigate Bird sanctuary
  • Shirley Heights · Sunday BBQ
  • Cades Reef snorkel
  • Long Bay · solitude

The Grenadines

⚓ 10-14 DAYS · ST. VINCENT · 110 NM ⚓

Trade winds at their best. Bequia → Mustique → Canouan → Tobago Cays → Union → Mayreau. Big winds, classic Caribbean. Experienced sailors only.

  • Tobago Cays · all night
  • Bequia · whaling village
  • Mustique · the bar
  • Mopion · postcard sand
  • Petit Saint Vincent

The wind is up.
The boats are ready.

Most of our 2026 high-season weeks (Dec-Apr) book by July. Off-season (Jun-Nov) has wide availability. We'll match you to the right boat, the right route, and the right week.

⚓ Plan a charter →