Ten nights, two regions · 10 nights · Simpson Bay, St Maarten to Charlotte Amalie, St Thomas
A weekend in St Barths and Anguilla's beach picnic, an overnight passage downwind, then a week in the Virgins. St Maarten to St Thomas.
St Barths, northern Leewards · 16 nm · 1.5 h · Board, and straight across
Board in Simpson Bay and St Barths is on the bow in ninety minutes. Start on the quiet north-west corner: no road, no building, turtles under the boat. Swim, settle, dinner on deck.
St Barths, northern Leewards · 2 nm · 15 min · Gustavia, Nao, the first night out
Into Gustavia. Lunch at Nao or La Guérite, the boutiques along the quay, a swim at Shell Beach, dinner at Bonito with the harbour lit below, then Le Ti if the table wants to dance.
St Barths, northern Leewards · Stay · Beach clubs, the DJ night
The Saturday. Nikki Beach or Shellona for the long lunch, Gouverneur or Saline by tender for anyone who wants empty sand, and the DJ night at Bagatelle or La Guérite. Party group? We check who is playing before we fix the dates.
Anguilla, northern Leewards · 23 nm · 2.5 h · The beach picnic, Elvis' at sunset, then west
North-west to Anguilla for the crew's beach picnic on Rendezvous Bay or Sandy Island, then sunset drinks at Elvis' shack with the locals and the hammocks. Dinner on board, and after it the yacht slips out for the overnight passage to the Virgin Islands. Eighty miles downwind, eight hours, and the stabilisers do the rest.
Virgin Gorda, British Virgin Islands · 81 nm · 8 h, overnight · Wake up in the Virgins
Breakfast with Virgin Gorda coming up ahead. Clear in, then the Baths in the quiet of the afternoon: granite boulders the size of houses, grottoes and pools between them. Into the North Sound for the night, Saba Rock or the Bitter End.
Anegada, British Virgin Islands · 14 nm · 1.5 h · Lobster on the beach
The flat coral island ringed by reef. Loblolly Bay and Cow Wreck Beach for the day, flamingos in the salt ponds, and Anegada lobster grilled on the beach at sunset.
Cooper Island, British Virgin Islands · 23 nm · 2.5 h · Reef and rum
South with the toys out at the lunch stop. Turtles at Cistern Point, the Cooper Island rum bar and microbrewery in the afternoon, a quiet night on the mooring.
Norman Island, British Virgin Islands · 8 nm · 45 min · The Caves and the Indians
Forty-five minutes to Treasure Island. Snorkel the Caves and the Indians, the best fish life in the Virgins, and the Bight for the night with the Willy T floating bar for those who want it.
Jost Van Dyke, British Virgin Islands · 12 nm · 1 h · The Soggy Dollar and Foxy's
An hour round to White Bay. Swim ashore to the Soggy Dollar for a Painkiller, which is how the bar got its name, then Foxy's in Great Harbour for the last BVI night.
St John, US Virgin Islands · 5 nm · 30 min · Back into the US, the last park bay
Clear into the US at Cruz Bay and spend the last day at Maho Bay in the national park: turtles in the seagrass, the calmest water of the trip, and the farewell dinner on deck.
St Thomas, US Virgin Islands · 12 nm · 1 h · Disembark
An hour to Charlotte Amalie after breakfast. Fifteen minutes to the airport and direct flights across the US.
The idea of the week
The way to see the islands people know by name without rushing either. Start in St Maarten, take St Barths over the weekend and Anguilla for the beach picnic, then slip out after dinner for the one overnight passage of the trip, eighty miles west with the trade wind behind you, and wake up in the Virgin Islands with a week ahead: the Baths, Anegada, Norman Island, Jost Van Dyke and St John, finishing in St Thomas for the direct flight home.
We run it west on purpose. The same passage east, from the Virgins to St Barths, is a long night into the wind. This way most guests sleep through it. Superyacht charters start on any day of the week, so the route stands on its own. If you want the crowd and the DJs in St Barths, we line your dates up so those two nights fall on a Friday and Saturday. Legs are approximate, at a steady ten knots, and the captain adjusts them for the weather on the day.
What the week costs
The yacht's published weekly rate, plus an Advance Provisioning Allowance, customarily 30 percent, for fuel, food, drink and berths, plus local VAT where it applies. Every listing shows its rate.
How charter pricing worksAlso on this coast
Everything we know about Caribbean: when to go, where the fleet is and the other weeks we have planned.
Open CaribbeanWoven into the week
The parts of the week that need a phone call before you arrive: tables, guides, instructors and the toys on deck.
The beach picnicThe crew land a table, chairs, umbrellas and a kitchen on a beach with nobody else on it and cook lunch there. Anguilla is the best place in the Caribbean for one; the crew will find the others.
A themed day or night on board, at least oneThe Caribbean is about the boat, so we plan at least one themed day or night. Tell us the idea before the charter and the crew have the costumes and decorations ready: pirate night is the classic.
Seabobs, paddleboards, wakeboards, the slide if the yacht has one. In the Caribbean the water is the point, and the crew have them in by the time breakfast is cleared.
Reefs off almost every anchorage, a dive instructor on most yachts, and gear for everyone. The Tobago Cays, Anegada's Horseshoe Reef and the Indians in the BVI are the ones people talk about afterwards.
No problem. Most of the islands have a small airstrip and propeller planes run back to the gateway airport, so a mid-charter changeover is a short flight rather than the boat turning round.
A heli pick-up from the yacht for a day on another island, or the flight in from the gateway airport instead of the first cruise. We arrange it and the pilot meets you on the quay.
Yachts
Live from our charter list, in a different order every visit so you see the range. Every rate is the real weekly figure from the listing.
CORAL OCEAN
Lürssen · 73m · 1994, refit 2026
12 guests | 6 cabins | 28 crew
€650k – 790k
ARAOK
Fountaine Pajot · 18m · 2018, refit 2024
6 guests | 3 cabins | 3 crew
€25k – 29k
FRENCH WEST
Lagoon · 24m · 2020
8 guests | 4 cabins | 3 crew
$55k – 72k
Just Enough
43m · 2012, refit 2024
11 guests | 5 cabins | 9 crew
$119k – 139k
QARA
Horizon · 25m · 2001, refit 2023
6 guests | 3 cabins | 3 crew
$37k – 42k
WHISPER
Holland Jachtbouw · 35m · 2003, refit 2019
6 guests | 3 cabins | 5 crew
Price on request
MISS CHRISTINE
Trinity Yachts · 48m · 2006, refit 2024
11 guests | 5 cabins | 8 crew
$165k – 190k
SLEEPOVER
Westport · 34m · 2008, refit 2021
8 guests | 4 cabins | 4 crew
$65k – 75k
LUCKY LADY
Oceanco · 63m · 2002, refit 2025
10 guests | 5 cabins | 15 crew
€310k – 355k
SWEET CAROLINE II
Trinity Yachts · 50m · 2009, refit 2021
12 guests | 7 cabins | 11 crew
$199k – 230k
PARSIFAL III
Perini Navi · 54m · 2005, refit 2024
12 guests | 5 cabins | 9 crew
€245k
BELLA
Feadship · 45m · 2008, refit 2014
12 guests | 6 cabins | 9 crew
€245k – 255k
NORTHERN STAR
Hinckley · 23m · 1993, refit 2022
6 guests | 3 cabins | 3 crew
$52k – 60k
ELVIS MAGIC
Oyster Marine · 20m · 2003, refit 2025
6 guests | 3 cabins | 2 crew
$25k – 288k
SPIRIT OF THE C'S
Perini Navi · 64m · 2003, refit 2023
12 guests | 5 cabins | 13 crew
€210k – 230k
GRAND ILLUSION
Palmer Johnson · 44m · 1994, refit 2017
10 guests | 5 cabins | 7 crew
$115k – 125k
Q
Alloy Yachts · 52m · 2008, refit 2024
12 guests | 5 cabins | 9 crew
€255k
OCEAN CLUB
Trinity Yachts · 49m · 2009, refit 2025
12 guests | 5 cabins | 10 crew
$195k – 250k
ONYX
Nautor's Swan · 30m · 2005, refit 2021
6 guests | 3 cabins | 4 crew
Price on request
Avanti
Privilege · 22m · 2005, refit 2025
8 guests | 4 cabins | 4 crew
$51k – 55k
WONDERFUL
Gunboat · 22m · 2023
8 guests | 4 cabins | 3 crew
€55k – 69k
OKINAWA
Fountaine Pajot · 18m · 2024
10 guests | 5 cabins | 3 crew
$47k – 63k
YKNOT NOW
YYachts · 23m · 2020
6 guests | 3 cabins | 2 crew
€24k – 38k
ST DAVID
Benetti · 60m · 2008, refit 2025
12 guests | 6 cabins | 15 crew
€340k – 360k
ALFA G
Oceanco · 60m · 2004, refit 2024
12 guests | 7 cabins | 17 crew
€400k – 440k
The Peddler
Custom Line · 26m · 2019
8 guests | 4 cabins | 4 crew
$69k – 74k
CALYPSO
Feadship · 38m · 1978, refit 2025
11 guests | 5 cabins | 8 crew
$120k – 135k
Louder
Horizon · 27m · 2020, refit 2026
8 guests | 4 cabins | 4 crew
$85k – 95k
CROSSED SABRE
Burger · 44m · 2006, refit 2021
12 guests | 7 cabins | 11 crew
$175k – 195k
CHRISTINA O
Canadian Vickers · 99m · 1943, refit 2022
34 guests | 17 cabins | 40 crew
€700k – 740k
NO SURRENDER
Custom Line · 37m · 2022
11 guests | 5 cabins | 7 crew
$140k – 155k
LOOMA
Fountaine Pajot · 20m · 2023
8 guests | 4 cabins | 3 crew
$48k – 65k
REVERIE
Feadship · 50m · 2000, refit 2025
12 guests | 6 cabins | 12 crew
$255k – 295k
YOLO
Sunreef Yachts · 22m · 2022
8 guests | 4 cabins | 4 crew
€59k – 70k
SOVEREIGN
Burger · 30m · 1966, refit 2020
8 guests | 4 cabins | 3 crew
$48k – 50k
SEA BLISS
Sunreef Yachts · 23m · 2024
8 guests | 4 cabins | 3 crew
€63k – 70k
LE PONANT
Société Française de Construction Navale (SFCN) · 84m · 1990, refit 2022
32 guests | 16 cabins | 34 crew
€540k
SHADES OF GREY
Sunreef Yachts · 24m · 2024
9 guests | 4 cabins | 5 crew
€70k – 80k
ENCORE
Sunreef Yachts · 18m · 2026
8 guests | 4 cabins | 3 crew
$56k – 62k
HOUBARA
Sunreef Yachts · 24m · 2012, refit 2026
7 guests | 3 cabins | 3 crew
€34k – 45k
NEVER ENOUGH
Feadship · 43m · 1992, refit 2019
10 guests | 5 cabins | 7 crew
$110k – 127k
FRIENDSHIP
Oceanco · 53m · 2000, refit 2022
12 guests | 6 cabins | 12 crew
€245k – 265k
Lady Joy
Christensen · 48m · 2007, refit 2025
12 guests | 6 cabins | 11 crew
$199k – 225k
REVE BLEU
Lagoon · 21m · 2023
8 guests | 4 cabins | 4 crew
$55k – 72k
SUNMOON
Fountaine Pajot · 20m · 2024
10 guests | 5 cabins | 3 crew
€42k – 65k
Chakra
Devonport · 86m · 1998, refit 2025
24 guests | 19 cabins | 30 crew
€495k
HUNTRESS
Lurssen · 76m · 2009, refit 2024
12 guests | 6 cabins | 22 crew
$695k – 775k
ALEXA OF LONDON
38m · 1992, refit 2025
9 guests | 4 cabins | 5 crew
€65k – 70k
48 yachts in rotation. The order changes with every visit so no boat is always last.
Make it two weeks
A week is one country. Two weeks reaches the neighbour across the water, and the crossing is part of the trip. Each of these joins onto this week; choose one and we send both weeks, day by day, as one plan.
The other weeks we have planned on this coast, and when to go.
