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Leeward Islands Sailing Cruise

Join tall ship Star Flyer for this 7-night sailing cruise from St Maarten through the idyllic Leeward Islands, visiting the picturesque Iles de Saintes, glamorous St Barts and historic Antigua

Cruise Only
7 nights from £1415pp

Sailing Holiday
  • Dominica
    Dominica
  • Terre-de-Haut
    Terre-de-Haut
  • St Maarten
    St Maarten
  • Yachts at anchor in St Barts
    Yachts at anchor in St Barts

Call us on 01756 706511 (+44 1756 706511) to discuss this holiday

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Exclusive £50pp discount on all dates!Prices shown include exclusive £50 discount. T&Cs apply.

Star Flyer first calls at Nevis, a small, mountainous island full of authentic Caribbean character and ringed with idyllic beaches.

Star Flyer will meet up with Royal Clipper and the ships will sail together to Cabrits, noted for its natural beauty. Stroll around Terre-de-Haut, one of the picturesque islands in the Iles des Saintes group and visit the unspoilt harbour of Des Haies on Guadeloupe.

Explore the historic island of Antigua, home to the historic Nelson's Dockyard and visit glamorous St Barts, which boasts upmarket boutiques and superb restaurants.

S549 Operated by Star Clippers

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Leeward Islands Tall Ship Sailing Cruise Itinerary

  • Day 1 - Philipsburg (St Maarten, Dutch West Indies)

    Embark your ship in Philipsburg. The freeport capital of the Dutch portion of the island sits beside Great Bay, and has local markets and duty free shops.

  • Day 2 - Charlestown (Nevis)

    Star Clipper visits Charlestown, home to beautiful 18th-century colonial buildings, on the island of Nevis.

  • Day 3 - Cabrits (Dominica)

    Star Flyer will meet up with Royal Clipper and the ships will sail together to Cabrits in Dominica. Dominica is rich in natural beauty, with waterfalls, rivers, tropical rainforest and numerous rare plants and wildlife. Star Clipper moors at Cabrits, overlooked by the restored Fort Shirley in the Cabrits National Park, and near Dominica's second town of Portsmouth.

  • Day 4 - Terre-de-Haut (Iles de Saintes, French West Indies)

    Terre-de-Haut is the largest and one of only two populated islands in the Iles des Saintes group. With a small nod to tourism, the island is an oasis of tranquillity and as part of Gaudeloupe, has a relaxed, French air. In the town of Bourg, browse the local shops or watch the harbour activity from a waterside cafe.

  • Day 5 - Des Haies (Guadeloupe, French West Indies)

    Set in a glorious bay, Des Haies is an unspoilt glimpse of France in the sunshine of the Caribbean. Nearby is a noted Botanical Garden.

  • Day 6 - Falmouth Harbour (Antigua)

    Falmouth Harbour has a busy yacht marina and is a short walk or taxi-ride from the historic Nelson Dockyard in Antigua's English Harbour. Shops and restaurants can be found near the harbour, and Star Clipper offers a tender service to the local sandy beach.

  • Day 7 - Gustavia (St Barts, French West Indies )

    The rocky island of St Barts was a trade port where booty from sea raids was stored or sold. Now it is visited by luxury yachts owned by the world's wealthiest, and the stunning capital of Gustavia has upmarket boutiques and good French restaurants. Inland discover colourful flora and small settlements in the hills and valleys.

  • Day 8 - Philipsburg (St Maarten, Dutch West Indies)

    Disembark your ship in Philipsburg, after a week exploring stunning locations not visited by the large cruise ships.

The Captain reserves the right to alter the itinerary to suit wind and weather conditions.

Price Includes

  • 7-night full board cruise
  • Complimentary tea, coffee and water
  • Use of ship’s watersports and snorkelling equipment
  • We can arrange flights, transfers and hotel stays to suit

Price Does Not Include

  • Flights and transfers - please contact us for a quote.
  • Port Charges
  • Optional excursions
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2024 Departures £ price per person based on 2 people sharing

  • March
    • Mar 2nd - St Maarten and back - Sailing on: Star Flyer From: £1485
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1535 Brochure Price from: £1690 Brochure Price from: £1850 Brochure Price from: £1970 Brochure Price from: £2085 Brochure Price from: £2350 Brochure Price from: £3115
      Blue Water Price from: £1485 Blue Water Price from: £1640 Blue Water Price from: £1800 Blue Water Price from: £1920 Blue Water Price from: £2035 Blue Water Price from: £2300 Blue Water Price from: £3065
    • Mar 16th - St Maarten and back - Sailing on: Star Flyer From: £1485
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1535 Brochure Price from: £1690 Brochure Price from: £1850 Brochure Price from: £1970 Brochure Price from: £2085 Brochure Price from: £2350 Brochure Price from: £3115
      Blue Water Price from: £1485 Blue Water Price from: £1640 Blue Water Price from: £1800 Blue Water Price from: £1920 Blue Water Price from: £2035 Blue Water Price from: £2300 Blue Water Price from: £3065
  • November
    • Nov 30th - St Maarten and back - Sailing on: Star Flyer From: £1520
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1570 Brochure Price from: £1725 Brochure Price from: £1885 Brochure Price from: £2005 Brochure Price from: £2120 Brochure Price from: £2385 Brochure Price from: £3150
      Blue Water Price from: £1520 Blue Water Price from: £1675 Blue Water Price from: £1835 Blue Water Price from: £1955 Blue Water Price from: £2070 Blue Water Price from: £2335 Blue Water Price from: £3100
  • December
    • Dec 14th - St Maarten and back - Sailing on: Star Flyer From: £1415
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1465 Brochure Price from: £1620 Brochure Price from: £1795 Brochure Price from: £1910 Brochure Price from: £2025 Brochure Price from: £2290 Brochure Price from: £3045
      Blue Water Price from: £1415 Blue Water Price from: £1570 Blue Water Price from: £1745 Blue Water Price from: £1860 Blue Water Price from: £1975 Blue Water Price from: £2240 Blue Water Price from: £2995
    • Dec 28th - St Maarten and back - Sailing on: Star Flyer From: £1590
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1640 Brochure Price from: £1800 Brochure Price from: £1970 Brochure Price from: £2095 Brochure Price from: £2215 Brochure Price from: £2495 Brochure Price from: £3295
      Blue Water Price from: £1590 Blue Water Price from: £1750 Blue Water Price from: £1920 Blue Water Price from: £2045 Blue Water Price from: £2165 Blue Water Price from: £2445 Blue Water Price from: £3245

2025 Departures £ price per person based on 2 people sharing

  • January
    • Jan 11th - St Maarten and back - Sailing on: Star Flyer From: £1520
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1570 Brochure Price from: £1725 Brochure Price from: £1885 Brochure Price from: £2005 Brochure Price from: £2120 Brochure Price from: £2385 Brochure Price from: £3150
      Blue Water Price from: £1520 Blue Water Price from: £1675 Blue Water Price from: £1835 Blue Water Price from: £1955 Blue Water Price from: £2070 Blue Water Price from: £2335 Blue Water Price from: £3100
    • Jan 25th - St Maarten and back - Sailing on: Star Flyer From: £1520
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1570 Brochure Price from: £1725 Brochure Price from: £1885 Brochure Price from: £2005 Brochure Price from: £2120 Brochure Price from: £2385 Brochure Price from: £3150
      Blue Water Price from: £1520 Blue Water Price from: £1675 Blue Water Price from: £1835 Blue Water Price from: £1955 Blue Water Price from: £2070 Blue Water Price from: £2335 Blue Water Price from: £3100
  • February
    • Feb 8th - St Maarten and back - Sailing on: Star Flyer From: £1520
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1570 Brochure Price from: £1725 Brochure Price from: £1885 Brochure Price from: £2005 Brochure Price from: £2120 Brochure Price from: £2385 Brochure Price from: £3150
      Blue Water Price from: £1520 Blue Water Price from: £1675 Blue Water Price from: £1835 Blue Water Price from: £1955 Blue Water Price from: £2070 Blue Water Price from: £2335 Blue Water Price from: £3100
    • Feb 22nd - St Maarten and back - Sailing on: Star Flyer From: £1520
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1570 Brochure Price from: £1725 Brochure Price from: £1885 Brochure Price from: £2005 Brochure Price from: £2120 Brochure Price from: £2385 Brochure Price from: £3150
      Blue Water Price from: £1520 Blue Water Price from: £1675 Blue Water Price from: £1835 Blue Water Price from: £1955 Blue Water Price from: £2070 Blue Water Price from: £2335 Blue Water Price from: £3100
  • March
    • Mar 8th - St Maarten and back - Sailing on: Star Flyer From: £1520
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1570 Brochure Price from: £1725 Brochure Price from: £1885 Brochure Price from: £2005 Brochure Price from: £2120 Brochure Price from: £2385 Brochure Price from: £3150
      Blue Water Price from: £1520 Blue Water Price from: £1675 Blue Water Price from: £1835 Blue Water Price from: £1955 Blue Water Price from: £2070 Blue Water Price from: £2335 Blue Water Price from: £3100
    • Mar 22nd - St Maarten and back - Sailing on: Star Flyer From: £1520
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1570 Brochure Price from: £1725 Brochure Price from: £1885 Brochure Price from: £2005 Brochure Price from: £2120 Brochure Price from: £2385 Brochure Price from: £3150
      Blue Water Price from: £1520 Blue Water Price from: £1675 Blue Water Price from: £1835 Blue Water Price from: £1955 Blue Water Price from: £2070 Blue Water Price from: £2335 Blue Water Price from: £3100

Price Information

  • Guaranteed Single - from £1745-£1930
  • Third Person - from £555-£680
  • Port Charges - £135pp
  • Please note prices are updated regularly from a third party price feed and may fluctuate from those shown. Please contact us for latest prices
Map for Leeward Islands Sailing Cruise