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Ahoy Club

Antigua to St Maarten · 10 nights · English Harbour, Antigua to Simpson Bay, St Maarten

The Leeward Islands in ten nights: Antigua to St Maarten

Barbuda, Nevis, St Kitts, a weekend in St Barths and Anguilla, downwind the whole way

Best months

December - April

How long

11 Days / 10 Nights

Start and finish

English Harbour, Antigua to Simpson Bay, St Maarten

Planned by

The Ahoy Club charter team

The idea of the week

This is the Caribbean week most people are picturing, with three more nights so nothing is rushed. Fly into Antigua, which has direct flights from London, board at Nelson's Dockyard, and run north-west with the trade wind behind you: Barbuda for lunch at Nobu, Nevis and St Kitts for the green quiet islands, two nights in St Barths for the opposite, and Anguilla's beaches to finish before St Maarten and the flight home.

The islands here sit a few hours apart. Mornings are the move, lunch is at anchor somewhere new, and the afternoon and evening belong to the island. The one long day is Barbuda to Nevis, five hours, and it is the day the crew set up the slide.

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. For guests flying from the US we run the same route in reverse out of St Maarten, with one leg against the wind from Nevis to Antigua. Legs are approximate, at a steady ten knots, and the captain adjusts them for the weather on the day.

The route

  1. 1AntiguaAntigua, southern Leewards · Board
  2. 2Antigua's west coastAntigua, southern Leewards · 3 to 12 nm · under 1 h
  3. 3BarbudaBarbuda, southern Leewards · 30 nm · 3 h
  4. 4NevisNevis, southern Leewards · 52 nm · 5 h
  5. 5St KittsSt Kitts, southern Leewards · 7 nm · 45 min
  6. 6St BarthsSt Barths, northern Leewards · 46 nm · 4.5 h
  7. 7St BarthsSt Barths, northern Leewards · 2 nm · 15 min
  8. 8St BarthsSt Barths, northern Leewards · Stay
  9. 9AnguillaAnguilla, northern Leewards · 23 nm · 2.5 h
  10. 10St Maarten, the French sideSt Maarten, northern Leewards · 5 nm · 30 min
  11. 11Simpson BaySt Maarten, northern Leewards · 5 nm · 30 min

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.

The toys, every day

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.

Family & friendsPartyBeachesMost popular

Day by day

1

Antigua

Antigua, southern Leewards · Board · Board at Nelson's Dockyard

The yacht is alongside in English Harbour, the Georgian dockyard Nelson commanded. Board after lunch, settle in, and walk the quay before dinner: the Admiral's Inn or Catherine's Café across the water at Pigeon Point. The first night is in the harbour, so nobody is finding their sea legs in the dark.

  • Nelson's Dockyard, a UNESCO site, from your own deck
  • Sundowners at Shirley Heights if it is a Sunday
  • Dinner ashore, early night
2

Antigua's west coast

Antigua, southern Leewards · 3 to 12 nm · under 1 h · A beach for every day of the year

Antigua claims 365 beaches and the west coast has the calm ones. A short run round to Carlisle Bay or up to Jolly Harbour, the toys in the water by ten, and the first long lunch on deck. Beach cricket is compulsory for Australians.

  • Toys in, first swim of the trip
  • Beach cricket on an empty strand
  • Quiet night at anchor off the west coast
3

Barbuda

Barbuda, southern Leewards · 30 nm · 3 h · Lunch at Nobu, the pink sand, the frigate birds

Three hours north to an island with 1,500 people and seventeen miles of pink sand. Anchor off Princess Diana Beach and tender in for lunch at Nobu, the only restaurant of its kind on a beach this empty. In the afternoon the crew run you across the lagoon to the frigate bird colony, thousands of them nesting in the mangroves. Sunset from the bow, nothing on the horizon.

  • Lunch at Nobu Barbuda on Princess Diana Beach
  • The frigate bird sanctuary by tender
  • Pink sand and nobody on it
4

Nevis

Nevis, southern Leewards · 52 nm · 5 h · The long day, then a plantation dinner

The one proper passage of the trip, five hours west with the wind behind, so it is a sea day: breakfast under way, the slide off the stern at the mid-point stop, lunch on the move. Nevis Peak comes up out of the haze in the afternoon. Anchor off Pinney's Beach and go ashore for dinner at one of the old sugar plantation houses in the hills, Montpelier or the Hermitage.

  • A sea day with the slide and the toys
  • Nevis Peak from the water
  • Dinner at a plantation house
5

St Kitts

St Kitts, southern Leewards · 7 nm · 45 min · ATVs in the hills, a marina night

Across the Narrows in under an hour. The morning is Ellie's favourite: a guided ATV tour up through the cane fields and rainforest with Mount Liamuiga over your shoulder, and down to the coast. Back on board for lunch, then into Christophe Harbour's marina for the night, with the Pavilion for dinner and a proper night's sleep alongside.

  • Guided ATV tour round the island
  • Christophe Harbour marina
  • Dinner at the Pavilion
6

St Barths

St Barths, northern Leewards · 46 nm · 4.5 h · Arrive by lunch, the quiet side first

Leave early and St Barths is on the bow by lunch. Start on the quiet side: the north-west corner where there is no road and no building, just a crescent of sand, turtles under the boat and the hills behind. Swim, paddle to the beach, and save the town for tomorrow.

  • Arrive St Barths by lunch
  • An afternoon on the quiet side of the island
  • Turtles under the boat
7

St Barths

St Barths, northern Leewards · 2 nm · 15 min · Gustavia, Nao, the first night out

Round to Gustavia, the red-roofed harbour town with the boutiques and the boats rafted along the quay. Lunch at Nao, Ellie's favourite beach club, or La Guérite on the harbourfront, then the shops, then a swim at Shell Beach a few minutes from the tender dock. Dinner in town, Bonito on the hill or Le Ti for the show, and the night goes where it goes.

  • Lunch at Nao or La Guérite
  • Gustavia's boutiques and harbour
  • Dinner at Bonito or Le Ti St Barth
8

St Barths

St Barths, northern Leewards · Stay · Beach clubs, the DJ night

The second St Barths day is the one to land on a Saturday. Nikki Beach or Shellona for a lunch that becomes an afternoon, Gouverneur or Saline by tender if anyone wants an empty beach instead, and dinner at Bagatelle or La Guérite with the DJ playing until the small hours. Party group? We check the DJ dates before we fix the week.

  • Nikki Beach or Shellona for the long lunch
  • Saline or Gouverneur for the quiet
  • The DJ night in Gustavia
9

Anguilla

Anguilla, northern Leewards · 23 nm · 2.5 h · The beach picnic, then Elvis' at sunset

Two and a half hours north-west to the flattest, calmest island in the chain and the best beaches in it. This is the day for the crew's beach picnic: a table on the sand at Rendezvous Bay or Sandy Island, the kitchen set up under umbrellas, lunch cooked in front of you. Then sunset drinks at Elvis' shack, a piña colada, locals, music, hammocks and the sun going down behind the bay.

  • The crew's beach picnic on the sand
  • Sunset at Elvis' Beach Bar, Rendezvous Bay
  • The best beaches in the Leewards
10

St Maarten, the French side

St Maarten, northern Leewards · 5 nm · 30 min · Grand Case for the last dinner

Half an hour across the channel to Grand Case on the French side, a single street of restaurants on the water. A last swim at Tintamarre if the day is calm, a lolo lunch of grilled lobster on the beach, and dinner at one of the Grand Case tables for the farewell.

  • Tintamarre for a last swim
  • Grilled lobster at a Grand Case lolo
  • The farewell dinner on the French side
11

Simpson Bay

St Maarten, northern Leewards · 5 nm · 30 min · Disembark

Round to Simpson Bay after breakfast. The airport is ten minutes from the dock, with direct flights to the US east coast and Europe.

  • Breakfast on the move
  • Ten minutes from dock to airport
Ahoy Club

Make this week yours

Tell us the dates and who is coming.

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-leeward-islands-10-nights

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