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Private Term Charters . Antigua and Barbuda · Leeward Islands

Term Charters

Seven nights at sea through the Leeward Islands. Private, crewed, and all-inclusive — from our two home ports (Antigua and St. Martin) across Barbuda, St. Barts, St. Kitts & Nevis, Anguilla, Guadeloupe, and Dominica.

Experiences

5 weekly styles

Departure

Antigua and Barbuda

Rhythm

Week-long cruising

A full week at sea. Warm anchorages. Tailored sailing.

Term Charters

Signature Departure

The Signature Leewards Week

Aboard Flying Wing · Antigua → Barbuda → St. Barts → Nevis|from $11,750/week

Term charters with warmth and freedom

Week-long private departures from Antigua and Barbuda for relaxed sailing, coastal views, quiet overnights, and custom weeks that feel personal from the first day to the last.

Departure Style

Private term charters

Week-long crewed departures shaped around your guests, not a group-tour schedule.

Best Moments

Overnights and long days

Built for warm-water cruising, quiet overnight anchorages, and easy time at sea.

Planning

Flexible and tailored

Choose the pace, timing, and route that suit your week on the water.

Private Charter

Crewed and arranged for your group

Island Waters

A full week through calm coastal scenery

Weekly Rhythm

Longer sails or quieter anchor days

Tailored Pace

Swim stops, views, and easy timing

Signature 7-Night Itineraries

Curated routes through the Leeward Islands, departing from either of our two home ports — Antigua or St. Martin. Every week is tailored — the itineraries below are the starting points our most-requested charters are built from.

The Signature Leewards Week

Aboard Flying Wing · Antigua → Barbuda → St. Barts → Nevis

$11,750

Per week

The Signature Leewards Week

Aboard Flying Wing · Antigua → Barbuda → St. Barts → Nevis

Our most-requested route, aboard the 75 ft Flying Wing. Seven nights tracing the chain of the Leewards — Barbuda's pink-sand beaches, the harbour of Gustavia in St. Barts, the slopes of Nevis, and a quiet overnight in Falmouth Harbour along the way.

7 nights

Up to 10 guests

All meals & drinks

7-day charterPrivate guests
Secluded Anchorages Week

Aboard Flying Wing · Away-from-crowds route

$12,750

Per week

Secluded Anchorages Week

Aboard Flying Wing · Away-from-crowds route

For guests who prefer empty bays to marina towns. Barbuda's Spanish Point, the southern bays of Antigua, Anguilla's quiet east coast, the lee of Nevis, and two nights tucked behind Guadeloupe's Îles des Saintes — a quieter week with the same crew and comfort.

7 nights

Remote anchorages

No marina nights

7-day charterPrivate guests
Bespoke Private Week

Aboard Flying Wing · Fully tailored route

$16,500

Per week

Bespoke Private Week

Aboard Flying Wing · Fully tailored route

Seven nights designed entirely around your party — from wedding groups and significant birthdays to private family charters with specific dietary, pace, or destination wishes. Menus, water-sports, route, and pace all planned with you in advance.

7 nights

Fully bespoke

Milestone-ready

7-day charterPrivate guests
Cap II · Signature Flagship Week

Aboard Cap II · 77 ft CNB

$32,500

Per week

Cap II · Signature Flagship Week

Aboard Cap II · 77 ft CNB

Seven nights aboard the 77 ft CNB flagship — reserved privately for a single party. Full air-conditioning, four en-suite cabins, a private chef, and the full Leeward Islands chain at a considered, unhurried pace.

7 nights

Flagship privacy

A/C throughout

7-day charterPrivate guests
Cap II · Bespoke Flagship Week

Aboard Cap II · Milestone charters

$42,500

Per week

Cap II · Bespoke Flagship Week

Aboard Cap II · Milestone charters

Seven nights aboard Cap II, designed entirely around the occasion — proposals, milestone birthdays, private-family charters, or discreet off-season voyages. Menus, route, water-sports, and shoreside arrangements planned in confidence.

7 nights

Fully bespoke

Flagship presence

7-day charterPrivate guests

Seven Nights in the Leewards

Three sample week-long routes — a starting point, not a schedule. Every term charter is confirmed with you week-by-week in advance, with real-time weather and your party's pace in mind.

The Signature Leewards Week

Antigua · Barbuda · St. Barts · Nevis · St. Kitts · Anguilla

  1. Day 1 — Sun

    Boarding · Antigua

    Guests arrive in Antigua and we meet them with a private transfer to the marina. Welcome at Jolly Harbour, cabins ready, first night at anchor in Falmouth Harbour or Five Islands Bay. Captain's briefing and welcome dinner on deck.

  2. Day 2 — Mon

    Antigua → Barbuda

    Morning sail north to Barbuda (~30 nm). Anchor off the famous pink-sand beach, lunch ashore at Barbuda Belle if open, afternoon on Princess Diana Beach. Overnight at Coco Point.

  3. Day 3 — Tue

    Barbuda → St. Barts

    Long downwind passage to St. Barts (~55 nm). Anchor in Anse de Colombier or pick up a mooring off Gustavia. Walk the harbour town, dinner aboard or ashore at Bonito.

  4. Day 4 — Wed

    St. Barts → Anguilla

    Half-day reach across to Anguilla. Anchor off Sandy Ground or Meads Bay. Lunch at Blanchards Beach Shack, afternoon swim on the world-class beach, overnight in calm western lee.

  5. Day 5 — Thu

    Anguilla → St. Kitts

    Long sail south past St. Martin to St. Kitts (~70 nm). Anchor off White House Bay or in Basseterre. Sundowner on deck with the Brimstone Hill silhouette astern.

  6. Day 6 — Fri

    St. Kitts → Nevis

    Short hop across The Narrows to Nevis (~5 nm). Mooring at Pinney's Beach. Afternoon at Sunshine's beach bar or a quiet hike on the southern slopes. Overnight in Charlestown lee.

  7. Day 7 — Sat

    Nevis → Antigua · Disembark

    Easy reach back to Antigua (~55 nm). Farewell lunch aboard, disembark in the afternoon at Jolly Harbour Marina in time for evening flights or a final night ashore.

Secluded Anchorages Week

Quiet bays, no marina nights, fewer crowds

  1. Day 1 — Sun

    Antigua boarding · Five Islands

    Embark Antigua mid-afternoon. Short evening sail to Five Islands Bay or Deep Bay, a quiet anchorage off Antigua's western shore. Dinner at anchor under a quiet sky.

  2. Day 2 — Mon

    Antigua south coast

    Morning snorkel at Cades Reef, then round to Antigua's quieter southern bays — Rendezvous Bay, Carlisle Bay. Overnight in a protected cove.

  3. Day 3 — Tue

    Antigua → Barbuda (Spanish Point)

    Leave early for Barbuda's eastern Spanish Point — reachable only in settled weather, spectacular when you can. Overnight tucked under the low coastline.

  4. Day 4 — Wed

    Barbuda → north anchorages

    Sail to Barbuda's quiet northern coves, away from the cruise tenders. Swim, fish, and rest on deck. Overnight at anchor under the stars.

  5. Day 5 — Thu

    Barbuda → St. Barts (Colombier)

    Into the lee of St. Barts via Anse de Colombier — accessible only by sea, the quieter side of the island. Afternoon swim once the day-boats have gone.

  6. Day 6 — Fri

    St. Barts → Îles des Saintes

    Long downwind passage south to Guadeloupe's Îles des Saintes. Afternoon ashore in Terre-de-Haut, dinner aboard in a sheltered bay.

  7. Day 7 — Sat

    Saintes → Antigua · Disembark

    Long upwind return with the last of the morning breeze. Arrive Antigua for farewell lunch and disembarkation at Jolly Harbour.

Bespoke Private Week

Milestone trips · weddings · family charters

  1. Planning

    Before you board

    A confidential planning call three to four weeks before the charter — dietary preferences, water-sports, age of children, pace, the kind of week you want. We prepare menus, source spirits, arrange any shoreside dining.

  2. Day 1

    Antigua boarding

    A first night shaped to your arrival — champagne and canapés at anchor, a full dinner, or a quiet early night after long-haul flights. Entirely your call.

  3. Days 2–6

    Five days at sea, your way

    The route is built around your wishes: a proposal stop on Barbuda's pink sand, a long lunch in St. Barts, a private beach dinner on Anguilla, a photographer on board for a day — anything arrangeable in the Leewards, we arrange.

  4. Day 7

    Disembark Antigua

    Breakfast on deck at your final anchorage, then a gentle sail back to Antigua for disembarkation and onward flights.

What is included

Private crewed yacht · all meals on board, prepared by the chef · premium spirits and wine · fuel and mooring fees · snorkel kit, paddleboards, and kayaks · private transfer to the marina · local tender excursions. Specialty wines, shoreside dining, and port charges outside Antigua and Barbuda are billed at cost.

Before You Depart

How the week is shaped

Term charters are arranged with the same priorities throughout: easy hospitality, a flexible route, and enough room in the week to enjoy the sea rather than rush through it.

Easy Hospitality

Your week is arranged to feel warm, calm, and looked after from the first departure to the last return.

Flexible Routing

Overnight anchorages, coastline views, lunch timing, and daily pacing can be shaped around your group across the full week.

Private Time at Sea

These term charters are designed for guests who want a more personal week on the water, not a crowded group trip.

Find the Right Yacht for Your Charter

Tell us your dates, group size, and preferred experience - we will match you with the ideal yacht.

Private proposals within 48 hours · Enquiries handled discreetly

Based In

Antigua · St. Martin · Leeward Islands

RexSailing · Antigua · St. Martin