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St Maarten to Grenada · 14 nights · Simpson Bay, St Maarten to St George's, Grenada
All the way down: St Barths, St Kitts and Nevis, Barbuda and Antigua, the French islands, Dominica, the Pitons, the Grenadines and Grenada
Best months
December - April
How long
15 Days / 14 Nights
Start and finish
Simpson Bay, St Maarten to St George's, Grenada
Planned by
The Ahoy Club charter team
The idea of the week
The two weeks that make the Caribbean make sense. Start in St Maarten and run the whole chain south one way: St Barths for the glamour, St Kitts and Nevis for the green quiet, Barbuda for lunch at Nobu and Antigua for the dockyard, then the French islands and Dominica as the bridge, the Pitons, the Grenadines, and Grenada to finish. Fourteen nights, about 485 miles, and never the same anchorage twice.
Be honest with yourselves about the middle. Nights ten to twelve, from Dominica down to Bequia, are three days in a row with five or six hours at sea each: the mornings are on passage, the afternoons and evenings are the islands. Everything either side is a few hours. 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.
The route
What the crew arrange along the way
The beach picnic
The 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 one
The 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.
Diving and snorkelling
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.
Day by day
St Barths, northern Leewards · 16 nm · 1.5 h · Board, and straight across
Board in Simpson Bay and cross to St Barths in ninety minutes. The quiet north-west corner for the first night: no road, no building, turtles under the boat.
St Barths, northern Leewards · 2 nm · 15 min · Gustavia and the beach clubs
Into Gustavia for the day and the night. Lunch at Nao, Shellona or La Guérite, the boutiques, a swim at Shell Beach, dinner at Bonito and the DJ night if it falls on a weekend.
St Kitts, southern Leewards · 44 nm · 4.5 h · ATVs in the hills, a marina night
South-west with the wind behind, lunch on the move. The afternoon is the guided ATV tour up through the cane fields and rainforest with Mount Liamuiga above, then into Christophe Harbour's marina for the night and dinner at the Pavilion.
Nevis, southern Leewards · 7 nm · 45 min · Plantation dinner
Across the Narrows in under an hour. Pinney's Beach for the day, Sunshine's beach bar for a Killer Bee, and dinner at one of the old sugar plantation houses in the hills.
Barbuda, southern Leewards · 52 nm · 5 h · The long day, then lunch at Nobu
Five hours east across to Barbuda, the one leg against the wind, with a late lunch at Nobu on Princess Diana Beach as the reward. The frigate bird colony by tender in the late afternoon, and seventeen miles of pink sand with nobody on it.
Antigua, southern Leewards · 28 nm · 3 h · Nelson's Dockyard
Three hours south to English Harbour and the Georgian dockyard Nelson commanded. Alongside for the night, Shirley Heights for the sunset view over the harbour, and dinner at the Admiral's Inn or Catherine's Café.
Guadeloupe, the French islands · 45 nm · 4.5 h · Pigeon Island, then Deshaies
Into the French islands. Stop at Pigeon Island, Cousteau's reserve, for the snorkelling on the way down the coast, then anchor off Deshaies, the fishing village with the botanical garden above it and the best rum shop on the route.
Les Saintes, the French islands · 31 nm · 3 h · The prettiest anchorage on the route
Three hours to the little archipelago south of Guadeloupe. Bourg des Saintes is a French village with no cars, a fort above it and a bay the UNESCO list calls one of the most beautiful in the world. Pain de Sucre beach, a scooter round the island, dinner in the village.
Dominica, Windward Islands · 20 nm · 2 h · The nature island
Two hours to Prince Rupert Bay at Portsmouth. The Indian River by rowing boat under the bloodwood trees, a waterfall in the rainforest, and the chance of sperm whales offshore; Dominica has them all year. The adventurous stop of the trip.
Martinique, the French islands · 54 nm · 5.5 h · St Pierre, the town the volcano buried
The first of the three sea mornings. South along Dominica's coast and across to St Pierre, the town Mount Pelée buried in 1902, with the ruins still in the streets. The market, a rum distillery, and dinner at a table with French bread.
St Lucia, Windward Islands · 57 nm · 5.5 h · The Pitons
The second sea morning, down Martinique's leeward side and across the channel to Soufrière, where the Pitons rise straight out of the sea. Anchor beneath them, the sulphur springs and the drive-in volcano ashore, dinner with the biggest view of the trip.
Bequia, the Grenadines · 56 nm · 5.5 h · Into the Grenadines
The last sea morning, past St Vincent's volcano and into Admiralty Bay. From here everything is an hour or two. Bequia's waterfront path, the boat builders, Jack's on Princess Margaret Beach for the evening.
Tobago Cays, the Grenadines · 28 nm · 3 h · Lunch at Mustique, then the turtles
An hour to Mustique for lunch and Basil's, then on to the Tobago Cays: five uninhabited islands behind a horseshoe reef, turtles under the boat, the clearest water of the trip. A lobster barbecue on the beach with the local boatmen at sunset.
Grenada, Windward Islands · 45 nm · 4.5 h · Sandy Island for lunch, the Carenage for dinner
South past Union and Carriacou, with lunch at anchor off Sandy Island, a sandbar with a few palms, and on down Grenada's leeward side to St George's. The Carenage for the farewell dinner, nutmeg in everything.
Grenada, Windward Islands · Alongside · Disembark
Alongside at Port Louis Marina. Twenty minutes to the airport, direct flights to London and the US.
Make this week yours
This is a sample week, planned by the Ahoy Club charter team from trips we have run before. Every stop moves with the weather, the tide and the group. We reshape it around your yacht and your dates, book the tables and quote the rate.
Australia
+61 (02) 9327 3333
Europe
+33 4 9367 3735
USA
+1 561 813 7511
ahoyclub.com · charter@ahoyclub.com
https://ahoyclub.com/charter/itinerary/caribbean-two-chains-14-nights
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