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
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.
Use of ship’s watersports and snorkelling equipment
We can arrange flights, transfers and hotel stays to suit
Port Taxes
Cruise Map
Itinerary
Day 1Philipsburg, 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 2River Bay, Barbuda
River Bay, a hidden gem on the pristine island of Barbuda, is a natural paradise that encapsulates the Caribbean's unspoiled beauty. This secluded bay is a tranquil haven with its soft, pink-tinged sand and crystal-clear, shallow waters, making it an idyllic spot for swimming and snorkeling. It remains largely untouched by mass tourism, allowing visitors to savor a sense of seclusion and serenity that's increasingly rare in the region. The surrounding lush vegetation and the tranquil sound of gentle waves create a sense of harmony and relaxation. River Bay epitomizes the untouched natural splendor that makes Barbuda a true sanctuary for nature lovers and those seeking a serene escape in the Caribbean.
Day 3Cabrits, Dominica
Star Flyer meets Royal Clipper South of Iles des Saintes and the two ships sail together. Dominica is a dream-like island, full of surprises. Glide through a steamy orchid-festooned rainforest in a fascinating boat ride or hike to breathtaking Trafalgar Falls and a bubbling lake.
Day 4Terre-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 Guadeloupe, has a relaxed, French air. Browse the local shops, watch the harbour activity from a waterside cafe, or enjoy the superb beaches, snorkelling, diving and other watersports on offer.
Day 5Deshaies, Guadeloupe (French West Indies)
Set in a glorious bay, Deshaies is an unspoilt glimpse of France in the sunshine of the Caribbean. Nearby is a noted Botanical Garden.
Day 6Falmouth 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 7Gustavia, 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 8Philipsburg, St Maarten (Dutch West Indies)
Disembark your ship in Philipsburg, after a week exploring stunning locations not visited by the large cruise ships.
Leeward Islands Tall Ship Sailing Cruise Itinerary The Captain reserves the right to alter the itinerary to suit wind and weather conditions.
Dates and Prices
05 December 2026 - St Maarten and back - Sailing on : Star Flyer From: £1950pp
Cat 6
Brochure Price from£1950pp
Blue Water Price from£1950pp
Cat 5
Brochure Price from£2125pp
Blue Water Price from£2125pp
Cat 4
Brochure Price from£2320pp
Blue Water Price from£2320pp
Cat 3
Brochure Price from£2455pp
Blue Water Price from£2455pp
Cat 2
Brochure Price from£2585pp
Blue Water Price from£2585pp
Cat 1
Brochure Price from£2895pp
Blue Water Price from£2895pp
Owners Suite
Brochure Price from£3775pp
Blue Water Price from£3775pp
19 December 2026 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
02 January 2027 - St Maarten and back - Sailing on : Star Flyer From: £1950pp
Cat 6
Brochure Price from£1950pp
Blue Water Price from£1950pp
Cat 5
Brochure Price from£2125pp
Blue Water Price from£2125pp
Cat 4
Brochure Price from£2320pp
Blue Water Price from£2320pp
Cat 3
Brochure Price from£2455pp
Blue Water Price from£2455pp
Cat 2
Brochure Price from£2585pp
Blue Water Price from£2585pp
Cat 1
Brochure Price from£2895pp
Blue Water Price from£2895pp
Owners Suite
Brochure Price from£3775pp
Blue Water Price from£3775pp
16 January 2027 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
30 January 2027 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
13 February 2027 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
27 February 2027 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
13 March 2027 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
Customer Reviews
Sailing Cruisewith Star Clippers★★★★★5/5by SandyDec 2022
This type of cruise is an experience rather than just a holiday. The ship is an amazing thing to be on and a part of. Staff could not be more helpful with every attempt to ensure you have a wonderful experience. My only criticism would be that the food is far too good and impossible not to enjoy. A diet is essential on returning home! We have returned home with wonderful memories - who could ask for more.