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Treasure Islands Sailing Cruise

Join the tall ship Star Flyer for a leisurely 7-night island-hopping sailing cruise through the Caribbean from St Maarten to the beautiful British Virgin Islands, rainforested St Kitts and glamorous St Barts

Cruise Only
7 nights from £1415pp

Sailing Holiday
  • St Kitts
    St Kitts
  • Watersports on the beach at Anguilla
    Watersports on the beach at Anguilla
  • Baths at Virgin Gorda
    Baths at Virgin Gorda

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

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Save up to 20% PLUS exclusive Blue Water extra £50pp discount!T&Cs apply

Cruising under sail is the perfect way to appreciate the slow pace and natural beauty of the Caribbean islands. This full-board sailing cruise visits unspoilt islands with white-sand beaches and included watersports, snorkelling and optional scuba diving. Interesting excursions complement this stress-free itinerary.

Leaving St Maarten in the Dutch West Indies, this 7-night cruise aboard Star Flyer first visit the island of Anguilla, where a mixture of down-to-earth island culture and powdery sandy beach is a relaxing introduction to Caribbean life.

Virgin Gorda is the first of four calls in the British Virgin Islands, where the 1000-ft Gorda Peak slopes down to the sea. Massive boulders are strewn along the sandy beach at the famous 'Baths'. Uninhabited Norman Island is skirted with sea-caves, thought to be the hiding-place for the booty which inspired Robert Louis Stevenson's 'Treasure Island'.

There is time to relax on the 'barefoot' island of Jost Van Dyke, noted for its Soggy Dollar Bar, before sailing to the rainforested island of St Kitts. The sailing cruise last call is at St Barts in the French West Indies. The capital, Gustavia, is now visited by the large yachts of the rich and famous, with a mixture of local facilities and upmarket boutiques.

S548 Operated by Star Clippers

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Standard Itinerary

  • Day 1 - Philipsburg (St Maarten, Netherlands Antilles)

    Embark Star Flyer

  • Day 2 - Road Bay, Anguilla (British Windward Islands)

    Anguilla is only 17 miles long, but it has fine sandy beaches, ideal for the ship's water-sports activities. A relaxing introduction to the Caribbean.

  • Day 3 - White Bay, Jost Van Dyke (British Virgin Islands) - Sopers Hole, Tortola (British Virgin Islands)

    Tiny Jost Van Dyke is known to travellers as the 'barefoot' island. With some of the best and least crowded beaches in the Caribbean and a relaxed atmosphere, it's the perfect place to unwind. Why not try the famour 'Painkiller' rum cocktail at the Soggy Dollar Bar or another of the laid-back beach bars. Later, moor at the yachting centre of Soper's Hole set in a stunning bay.

  • Day 4 - The Bight, Norman Island (British Virgin Islands)

    Norman Island is thought to have been the inspiration for Robert Louis Stevenson's 'Treasure Island'. In 1750 the crew of a Spanish galleon mutinied, and numerous chests of silver coins were buried on the island. Norman Island is uninhabited,but it has a restaurant on the beach and excellent snorkelling.

  • Day 5 - Spanish Town, Virgin Gorda (British Virgin Islands) - Captain's Best (British Virgin Islands)

    Virgin Gorda was discovered by Christopher Columbus in 1493, and is noted for its famous Baths with swimming areas among large boulders on the sheltered beach. Spanish Town is a great place for shopping

  • Day 6 - Basseterre (St Kitts) - South Friars Bay (St Kitts)

    St Kitts is an island of rolling hills and lush rainforest vegetation. Stroll capital Basseterre's historic district, with its colonial and Creole influences, and spot the Circus, a small roundabout modelled on London's Piccadilly.

  • Day 7 - Gustavia (St Barts)

    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 pretty 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, Netherlands Antilles)

    Disembark Star Flyer

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. UK flights available via Antigua, or via Paris to St Maarten
  • Port Charges
  • Optional excursions
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2024 Departures £ price per person based on 2 people sharing

  • December
    • Dec 7th - 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 21st - 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

2025 Departures £ price per person based on 2 people sharing

  • January
    • Jan 4th - 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
    • Jan 18th - 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 1st - 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 15th - 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 1st - 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 15th - 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
  • November
    • Nov 22nd - St Maarten and back - Sailing on: Star Flyer From: £1750
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1800 Brochure Price from: £1975 Brochure Price from: £2170 Brochure Price from: £2310 Brochure Price from: £2440 Brochure Price from: £2755 Brochure Price from: £3640
      Blue Water Price from: £1750 Blue Water Price from: £1925 Blue Water Price from: £2120 Blue Water Price from: £2260 Blue Water Price from: £2390 Blue Water Price from: £2705 Blue Water Price from: £3590
  • December
    • Dec 6th - St Maarten and back - Sailing on: Star Flyer From: £1695
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1745 Brochure Price from: £1915 Brochure Price from: £2105 Brochure Price from: £2240 Brochure Price from: £2365 Brochure Price from: £2670 Brochure Price from: £3530
      Blue Water Price from: £1695 Blue Water Price from: £1865 Blue Water Price from: £2055 Blue Water Price from: £2190 Blue Water Price from: £2315 Blue Water Price from: £2620 Blue Water Price from: £3480
    • Dec 20th - St Maarten and back - Sailing on: Star Flyer From: £1750
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1800 Brochure Price from: £1975 Brochure Price from: £2170 Brochure Price from: £2310 Brochure Price from: £2440 Brochure Price from: £2755 Brochure Price from: £3640
      Blue Water Price from: £1750 Blue Water Price from: £1925 Blue Water Price from: £2120 Blue Water Price from: £2260 Blue Water Price from: £2390 Blue Water Price from: £2705 Blue Water Price from: £3590

2026 Departures £ price per person based on 2 people sharing

  • January
    • Jan 3rd - St Maarten and back - Sailing on: Star Flyer From: £1695
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1745 Brochure Price from: £1915 Brochure Price from: £2105 Brochure Price from: £2240 Brochure Price from: £2365 Brochure Price from: £2670 Brochure Price from: £3530
      Blue Water Price from: £1695 Blue Water Price from: £1865 Blue Water Price from: £2055 Blue Water Price from: £2190 Blue Water Price from: £2315 Blue Water Price from: £2620 Blue Water Price from: £3480
    • Jan 17th - St Maarten and back - Sailing on: Star Flyer From: £1750
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1800 Brochure Price from: £1975 Brochure Price from: £2170 Brochure Price from: £2310 Brochure Price from: £2440 Brochure Price from: £2755 Brochure Price from: £3640
      Blue Water Price from: £1750 Blue Water Price from: £1925 Blue Water Price from: £2120 Blue Water Price from: £2260 Blue Water Price from: £2390 Blue Water Price from: £2705 Blue Water Price from: £3590
    • Jan 31st - St Maarten and back - Sailing on: Star Flyer From: £1750
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1800 Brochure Price from: £1975 Brochure Price from: £2170 Brochure Price from: £2310 Brochure Price from: £2440 Brochure Price from: £2755 Brochure Price from: £3640
      Blue Water Price from: £1750 Blue Water Price from: £1925 Blue Water Price from: £2120 Blue Water Price from: £2260 Blue Water Price from: £2390 Blue Water Price from: £2705 Blue Water Price from: £3590
  • February
    • Feb 14th - St Maarten and back - Sailing on: Star Flyer From: £1750
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1800 Brochure Price from: £1975 Brochure Price from: £2170 Brochure Price from: £2310 Brochure Price from: £2440 Brochure Price from: £2755 Brochure Price from: £3640
      Blue Water Price from: £1750 Blue Water Price from: £1925 Blue Water Price from: £2120 Blue Water Price from: £2260 Blue Water Price from: £2390 Blue Water Price from: £2705 Blue Water Price from: £3590
    • Feb 28th - St Maarten and back - Sailing on: Star Flyer From: £1750
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1800 Brochure Price from: £1975 Brochure Price from: £2170 Brochure Price from: £2310 Brochure Price from: £2440 Brochure Price from: £2755 Brochure Price from: £3640
      Blue Water Price from: £1750 Blue Water Price from: £1925 Blue Water Price from: £2120 Blue Water Price from: £2260 Blue Water Price from: £2390 Blue Water Price from: £2705 Blue Water Price from: £3590
  • March
    • Mar 14th - St Maarten and back - Sailing on: Star Flyer From: £1750
      Cat 6 Cat 5 Cat 4 Cat 3 Cat 2 Cat 1 Owners Suite
      Brochure Price from: £1800 Brochure Price from: £1975 Brochure Price from: £2170 Brochure Price from: £2310 Brochure Price from: £2440 Brochure Price from: £2755 Brochure Price from: £3640
      Blue Water Price from: £1750 Blue Water Price from: £1925 Blue Water Price from: £2120 Blue Water Price from: £2260 Blue Water Price from: £2390 Blue Water Price from: £2705 Blue Water Price from: £3590

Price Information

  • Guaranteed Single - from £1745 - £1965
  • Third Person - from £555 - £705
  • 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 Treasure Islands Sailing Cruise