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

The Leeward Islands in ten nights: Antigua to St Maarten

Antigua to St Maarten, downwind the whole way: lunch at Nobu on Barbuda, Nevis and St Kitts, a weekend in St Barths and Anguilla's beaches to finish.

  • December - April
  • 11 Days / 10 Nights
  • English Harbour, Antigua to Simpson Bay, St Maarten
  • 11 days, 7 stops
  • Family & friends
1

Antigua

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

Day 1, Antigua
  • 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

Day 2, Antigua's west coast
  • 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

Day 3, Barbuda
  • 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

Day 4, Nevis
  • 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

Day 5, St Kitts
  • 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

Day 6, St Barths
  • 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

Day 7, St Barths
  • 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

Day 8, St Barths
  • 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

Day 9, Anguilla
  • 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

Day 10, St Maarten, the French side
  • 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

Day 11, Simpson Bay
  • Breakfast on the move
  • Ten minutes from dock to airport

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.

  • Family & friends
  • Party
  • Beaches
  • Most popular

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 works

Also on this coast

Everything we know about Caribbean: when to go, where the fleet is and the other weeks we have planned.

Open Caribbean

Woven into the week

What the crew arrange along the way

The parts of the week that need a phone call before you arrive: tables, guides, instructors and the toys on deck.

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.

Nobu Barbuda

Lunch on Princess Diana Beach at the only Nobu on an island of 1,500 people. We book it with the charter; it is a tender ride from the anchorage.

Guests arriving late or leaving early

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.

  • St Barths, Anguilla, Nevis and Antigua all have strips
  • Virgin Gorda and Beef Island in the BVI
  • Bequia, Canouan and Union Island in the Grenadines
Helicopter day

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.

  • St Maarten to St Barths in twelve minutes
  • Antigua to Barbuda over the lagoon
  • St Thomas to anywhere in the Virgins

Yachts

Yachts available in Caribbean right now

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

CORAL OCEAN

Lürssen · 73m · 1994, refit 2026

12 guests | 6 cabins | 28 crew

€650k – 790k

Chakra

Chakra

Devonport · 86m · 1998, refit 2025

24 guests | 19 cabins | 30 crew

€495k

ENCORE

ENCORE

Sunreef Yachts · 18m · 2026

8 guests | 4 cabins | 3 crew

$56k – 62k

MINE GAMES

MINE GAMES

Benetti · 50m · 2023

10 guests | 5 cabins | 10 crew

$330k – 350k

MISS CHRISTINE

MISS CHRISTINE

Trinity Yachts · 48m · 2006, refit 2024

11 guests | 5 cabins | 8 crew

$165k – 190k

PERSEVERANCE 1

PERSEVERANCE 1

Baltic · 40m · 2021, refit 2025

8 guests | 4 cabins | 6 crew

€100k – 110k

YOLO

YOLO

Sunreef Yachts · 22m · 2022

8 guests | 4 cabins | 4 crew

€59k – 70k

Vivi

Vivi

Sunreef Yachts · 18m · 2024

8 guests | 3 crew

$53k – 58k

OCEAN CLUB

OCEAN CLUB

Trinity Yachts · 49m · 2009, refit 2025

12 guests | 5 cabins | 10 crew

$195k – 250k

EVEXIAS I

EVEXIAS I

Custom Line · 33m · 2024

8 guests | 5 cabins | 5 crew

$120k – 130k

GRAND ILLUSION

GRAND ILLUSION

Palmer Johnson · 44m · 1994, refit 2017

10 guests | 5 cabins | 7 crew

$115k – 125k

TOP FIVE II

TOP FIVE II

Royal Hakvoort · 61m · 2021

12 guests | 7 cabins | 19 crew

$600k – 650k

SWEET CAROLINE II

SWEET CAROLINE II

Trinity Yachts · 50m · 2009, refit 2021

12 guests | 7 cabins | 11 crew

$19k – 230k

CALYPSO

CALYPSO

Feadship · 38m · 1978, refit 2025

11 guests | 5 cabins | 8 crew

$120k – 135k

Southern Belle

Southern Belle

Johnson · 27m · 2006

8 guests | 4 cabins | 4 crew

$54k – 59k

ALEXA OF LONDON

ALEXA OF LONDON

38m · 1992, refit 2025

9 guests | 4 cabins | 5 crew

€65k – 70k

IL MIO CANTO LIBERO

IL MIO CANTO LIBERO

Nautor's Swan · 32m · 2014, refit 2026

8 guests | 4 cabins | 4 crew

€85k – 102k

ELVIS MAGIC

ELVIS MAGIC

Oyster Marine · 20m · 2003, refit 2025

6 guests | 3 cabins | 2 crew

$25k – 26k

VALINOR

VALINOR

Lagoon · 17m · 2023

8 guests | 4 cabins | 3 crew

€27k – 31k

SHADES OF GREY

SHADES OF GREY

Sunreef Yachts · 24m · 2024

9 guests | 4 cabins | 5 crew

€70k – 100k

QARA

QARA

Horizon · 25m · 2001, refit 2023

6 guests | 3 cabins | 3 crew

$37k – 42k

BETH ANN

BETH ANN

Westport · 34m · 2012, refit 2025

8 guests | 4 cabins | 5 crew

$65k – 75k

MAGIC MOMENTS 3

MAGIC MOMENTS 3

Fountaine Pajot · 24m · 2026

10 guests | 5 cabins | 4 crew

$96k – 125k

Lady Joy

Lady Joy

Christensen · 48m · 2007, refit 2025

12 guests | 6 cabins | 11 crew

$199k – 225k

WHISPER

WHISPER

Holland Jachtbouw · 35m · 2003, refit 2019

6 guests | 3 cabins | 5 crew

Price on request

NEVER ENOUGH

NEVER ENOUGH

Feadship · 43m · 1992, refit 2019

10 guests | 5 cabins | 7 crew

$110k – 127k

VAGATOR

VAGATOR

Fountaine Pajot · 20m · 2025

8 guests | 4 cabins | 3 crew

€38k – 57k

ENTRE 4

ENTRE 4

Sunreef Yachts · 24m · 2024

8 guests | 4 cabins | 4 crew

$100k – 125k

The Peddler

The Peddler

Custom Line · 26m · 2019

8 guests | 4 cabins | 4 crew

$69k – 74k

NORTHERN STAR

NORTHERN STAR

Hinckley · 23m · 1993, refit 2022

6 guests | 3 cabins | 3 crew

$52k – 60k

FRENCH WEST

FRENCH WEST

Lagoon · 24m · 2020

8 guests | 4 cabins | 3 crew

$55k – 72k

Just Enough

Just Enough

43m · 2012, refit 2024

11 guests | 5 cabins | 9 crew

$119k – 139k

REVA NUI

REVA NUI

Lagoon · 24m · 2025

8 guests | 4 cabins | 4 crew

€60k – 83k

LOOMA

LOOMA

Fountaine Pajot · 20m · 2023

8 guests | 4 cabins | 3 crew

$34k – 65k

Aurelius 111

Aurelius 111

DUTCH YACHT BUILDERS · 34m · 2011, refit 2023

6 guests | 3 cabins | 3 crew

Price on request

LE PONANT

LE PONANT

Société Française de Construction Navale (SFCN) · 84m · 1990, refit 2022

32 guests | 16 cabins | 34 crew

€540k

UTOPIA IV

UTOPIA IV

Rossinavi · 63m · 2018, refit 2022

12 guests | 6 cabins | 12 crew

$475k – 505k

TANZANITE

TANZANITE

Westship · 44m · 2004, refit 2023

10 guests | 5 cabins | 7 crew

$145k – 160k

BELLA

BELLA

Feadship · 45m · 2008, refit 2014

12 guests | 6 cabins | 9 crew

€245k – 255k

SEA BLISS

SEA BLISS

Sunreef Yachts · 23m · 2024

8 guests | 4 cabins | 3 crew

€63k – 70k

CROSSED SABRE

CROSSED SABRE

Burger · 44m · 2006, refit 2021

12 guests | 7 cabins | 11 crew

$175k – 195k

ARKTOS

ARKTOS

Lagoon · 24m · 2026

9 guests | 4 cabins | 4 crew

€70k – 96k

REVE BLEU

REVE BLEU

Lagoon · 21m · 2023

8 guests | 4 cabins | 4 crew

€45k – 60k

KASKAZI FOUR

KASKAZI FOUR

Lagoon · 19m · 2016, refit 2025

8 guests | 4 cabins | 4 crew

€23k – 30k

RAY

RAY

Sunreef Yachts · 22m · 2025

8 guests | 4 cabins | 3 crew

€70k – 77k

SIETE MARES

SIETE MARES

Lagoon · 24m · 2025

8 guests | 4 cabins | 4 crew

€65k – 69k

HOUBARA

HOUBARA

Sunreef Yachts · 24m · 2012, refit 2026

7 guests | 3 cabins | 3 crew

€34k – 45k

OKINAWA

OKINAWA

Fountaine Pajot · 18m · 2024

10 guests | 5 cabins | 3 crew

$29k – 63k

48 yachts in rotation. The order changes with every visit so no boat is always last.

Make it two weeks

One more week, one more coast

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.

Back to Caribbean

The other weeks we have planned on this coast, and when to go.

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