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Day 1WednesdayanemptytextllineNestled on a pristine beach, The Orient Pay La Playa stands as an exquisite boutique hotel, offering the perfect sanctuary to rejuvenate before embarking on your cruise journey, especially after the lengthy flight from the UK. Situated on the French side of the island, the hotel promises not only a serene retreat but also an opportunity to indulge in exceptional cuisine. Our standard offering encompasses a two-night stay, yet for those desiring an extended relaxation, our dedicated team is on hand to tailor your experience to your preferences.
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Day 2Thursday
La Playa Orient Bay Resort
anemptytextllineThe Orient Pay La Playa stands as an exquisite boutique hotel, offering the perfect sanctuary to rejuvenate before embarking on your cruise journey, especially after the lengthy flight from the UK. Situated on the French side of the island, the hotel promises not only a serene retreat but also an opportunity to indulge in exceptional cuisine. Our standard offering encompasses a two-night stay, yet for those desiring an extended relaxation, our dedicated team is on hand to tailor your experience to your preferences. -
Day 3Friday
Philipsburg, St Maarten
anemptytextllineEmbark on your Caribbean adventure aboard the majestic Star Flyer from the vibrant town of Philipsburg in St. Maarten. Famous for its beautiful streets, colonial charm, and dynamic vibe, Philipsburg is a haven for those keen on exploring cultural heritage or indulging in shopping. The unique blend of French and Dutch influences enriches the local culture, making it an ideal launchpad for your journey on the Star Flyer.Departure 07.00 pm -
Day 4Saturday
Road Bay, Anguilla
anemptytextllineSt. Maarten, a serene Caribbean retreat, offers endless relaxation amidst its stunning landscapes. From pristine beaches and vibrant coral reefs to lush palms and soothing sea breezes, it's a haven for every visitor. Whether you crave adventure or tranquility, St. Maarten is perfect for unwinding and recharging. Thrill-seekers will find paradise here, with activities like kite surfing, paddleboarding, and diving in crystal-clear waters teeming with marine life, showcasing the Caribbean's finest experiences.Meals included: Breakfast, Lunch, Dinner -
Day 5Sunday
Virgin Gorda, BVI
anemptytextllineVirgin Gorda enchants with its pristine beaches, crystal waters, and lush scenery, a jewel on the Caribbean Star Flyer cruise. Explore The Baths' natural tidal pools and the serene Devil’s Bay. Ideal for snorkeling, diving, or lounging on the sand, it's a paradise for adventurers and relaxation seekers alike on this unique sailing experience.Meals included: Breakfast, Lunch, Dinner -
Day 6Monday
The Bight, Norman Island (BVI) – Soper’s Hole, Tortola
anemptytextllineThe Bight on Norman Island offers crystal-clear waters, vibrant reefs, and a rich pirate history, perfect for snorkeling and beach relaxation. Soper’s Hole in Tortola captivates with its lively village, local crafts, and Caribbean flavors, ideal for water sports and sunbathing. Together, they are highlights on the Caribbean Star Flyer cruise, showcasing natural beauty and cultural charm.Meals included: Breakfast, Lunch, Dinner -
Day 7Tuesday
Jost Van Dyke, BVI
anemptytextllineWhite Bay on Jost Van Dyke epitomizes Caribbean paradise, with its pristine sands, azure waters, and lush surroundings, perfect for relaxation and water sports. Famous for lively beach parties, visitors can enjoy tropical drinks, live music, and a vibrant atmosphere. A must-visit for Star Flyer cruisers, it promises unforgettable snorkeling, kayaking, and local exploration.Meals included: Breakfast, Lunch, Dinner -
Day 8Wednesday
Bassterre, St. Kitts – South Friar’s Bay
anemptytextllineBasseterre and South Friar’s Bay, St. Kitts, blend rich history with serene beauty. Explore Basseterre's colonial landmarks and vibrant markets. Relax at South Friar’s Bay's pristine beaches, indulge in water sports, or trek through lush trails. Enjoy local cuisine at lively beach bars. A must-visit duo for Star Flyer cruisers seeking culture and relaxation.Meals included: Breakfast, Lunch, Dinner -
Day 9Thursday
Gustavia, St Barths
anemptytextllineGustavia, St. Barths, dazzles with French-Caribbean charm, colonial architecture, and luxury. Its harbor, flanked by colorful boats and yachts, historical sites like Fort Gustave, and pristine beaches, offers a blend of history, beauty, and adventure. Indulge in gourmet dining, water sports, or simply bask in the sun. A gem for Star Flyer cruisers seeking culture and relaxation.Meals included: Breakfast, Lunch, Dinner -
Day 10Friday
Philipsburg, St. Maarten
anemptytextllineDisembarking from the Caribbean Star Flyer in Philipsburg, St. Maarten, concludes your remarkable Tall Ship journey. Philipsburg captivates with its blend of Caribbean allure and modern comforts, offering vibrant nightlife, excellent shopping, and stunning beaches. As you leave, carry with you the vivid memories of colorful architecture, turquoise seas, and the adventure that made this cruise unforgettable.Meals included: Breakfast
Call our experts: 0208 324 3117 Mon – Fri: 09:00 to 18:00 / Sat: 09:30 to 17:00
On Board
Star Flyer
10-Day package
From: £3,314
Departure Dates
Nov to Mar
Caribbean Cruises Aboard Star Flyer
Experience the charm of traditional sailing aboard the magnificent Star Flyer, a stunning tall ship that blends modern comfort with timeless elegance. This unique vessel offers an intimate and authentic sailing experience, reminiscent of the golden age of exploration. With its billowing sails and sleek design, the Star Flyer takes you on a journey to some of the most beautiful destinations in the Caribbean.
We offer two exquisite itineraries for your perfect Caribbean getaway: the Leeward Islands and the Windward Islands. Both routes start from the vibrant port of Philipsburg, St. Maarten, where your journey begins in style.
The Leeward Islands itinerary invites you to explore serene beaches, secluded coves, and charming coastal towns, while the Windward Islands route takes you to lush tropical landscapes, vibrant coral reefs, and the unique cultures of the Caribbean.
Each cruise promises an unforgettable voyage, combining the luxury of a private yacht with the excitement of a true sailing adventure. Whether you seek relaxation, exploration, or a blend of both, the Star Flyer’s enchanting journeys offer something for everyone.
Your Holiday Package Includes:
Don’t miss…
Nevis: This picturesque island is home to Charlestown, a historic town filled with colonial architecture and a charming harbor.
Virgin Gorda: This island is famous for its stunning beaches, including The Baths, a unique formation of large boulders and crystal-clear waters.
British Virgin Islands: The Bight, Norman Island, Soper’s Hole, and Tortola are all must-visit destinations in the BVI, each offering its own unique blend of natural beauty and vibrant Caribbean culture.
Antigua: This island is famous for its historic harbour of Falmouth Harbour, as well as its beautiful beaches, such as Half Moon Bay and Dickenson Bay.
St Barths: This chic and upscale island is known for its luxury shopping, dining, and vibrant nightlife. Don’t miss exploring the charming harbour town of Gustavia.
The Leeward Islands & Treasure Islands Itineraries
Treasure Islands Itinerary
Leeward Islands Itinerary
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Day 1Wednesday
Fly to Saint Martin
anemptytextllineNestled on a pristine beach, The Orient Pay La Playa stands as an exquisite boutique hotel, offering the perfect sanctuary to rejuvenate before embarking on your cruise journey, especially after the lengthy flight from the UK. Situated on the French side of the island, the hotel promises not only a serene retreat but also an opportunity to indulge in exceptional cuisine. Our standard offering encompasses a two-night stay, yet for those desiring an extended relaxation, our dedicated team is on hand to tailor your experience to your preferences. -
Day 2Thursday
La Playa Orient Bay Resort
anemptytextllineThe Orient Pay La Playa stands as an exquisite boutique hotel, offering the perfect sanctuary to rejuvenate before embarking on your cruise journey, especially after the lengthy flight from the UK. Situated on the French side of the island, the hotel promises not only a serene retreat but also an opportunity to indulge in exceptional cuisine. Our standard offering encompasses a two-night stay, yet for those desiring an extended relaxation, our dedicated team is on hand to tailor your experience to your preferences. -
Day 3Friday
Philipsburg, St Maarten
anemptytextllineEmbark on your Caribbean adventure aboard the majestic Star Flyer from the vibrant town of Philipsburg in St. Maarten. Famous for its beautiful streets, colonial charm, and dynamic vibe, Philipsburg is a haven for those keen on exploring cultural heritage or indulging in shopping. The unique blend of French and Dutch influences enriches the local culture, making it an ideal launchpad for your journey on the Star Flyer.Departure 07.00 pm -
Day 4Saturday
Charlestown, Nevis
anemptytextllineCharlestown, Nevis, merges rich history with captivating colonial charm, making it a must-see Caribbean gem. Wander cobblestone streets and colonial buildings, explore the Hamilton Estate ruins, and dive into culture at the Museum of Nevis History. With lush rainforests, hot springs, and pristine beaches, Nevis is an idyllic spot for history buffs, nature enthusiasts, and those seeking serene beauty.Meals included: Breakfast, Lunch, Dinner -
Day 5Sunday
Cabrits, Dominica
anemptytextllineThe Cabrits, Dominica, enchants with its mix of natural wonders and rich history. Explore Cabrits National Park and the historic Fort Shirley for panoramic sea views. Hike Morne Aux Diables, relax in thermal hot springs, and unwind at Purple Turtle Beach. Ideal for adventurers and culture seekers, it's a highlight of the Caribbean Star Flyer cruise.Meals included: Breakfast, Lunch, Dinner -
Day 6Monday
Terre De Haut, Iles Des Saintes
anemptytextllineIles des Saintes, a captivating archipelago near Guadeloupe, offers pristine beaches and excellent conditions for snorkeling, diving, and various watersports. A must-visit for those on the Caribbean Star Flyer cruise seeking adventure and natural beauty.Meals included: Breakfast, Lunch, Dinner -
Day 7Tuesday
Deshaies Guadeloupe
anemptytextllineThe sleepy commune of Des Haies is in the French overseas region and department of Guadeloupe. Here you will find a relaxed way of life centered around a fishing village with typical Creole style houses and a charming little church. Nearby is the beautiful beach of Grand Anse and the botanical gardens.Meals included: Breakfast, Lunch, Dinner -
Day 8Wednesday
Falmouth Harbour, Antigua
anemptytextllineThe dockyards, marinas, old inns, venerable pubs and convivial crowds of sun-tanned yacht crews- this is the epicentre of the Caribbean yachting world. Today, every faded pink brick and weather-worn bollard of Nelson’s Dockyard evokes the presence of the greatest naval commander in history.Meals included: Breakfast, Lunch, Dinner -
Day 9Thursday
Gustavia, St Barths
anemptytextllineGustavia, St. Barths, dazzles with French-Caribbean charm, colonial architecture, and luxury. Its harbor, flanked by colorful boats and yachts, historical sites like Fort Gustave, and pristine beaches, offers a blend of history, beauty, and adventure. Indulge in gourmet dining, water sports, or simply bask in the sun. A gem for Star Flyer cruisers seeking culture and relaxation.Meals included: Breakfast, Lunch, Dinner -
Day 10Friday
Philipsburg, St. Maarten
anemptytextllineDisembarking from the Caribbean Star Flyer in Philipsburg, St. Maarten, concludes your remarkable Tall Ship journey. Philipsburg captivates with its blend of Caribbean allure and modern comforts, offering vibrant nightlife, excellent shopping, and stunning beaches. As you leave, carry with you the vivid memories of colorful architecture, turquoise seas, and the adventure that made this cruise unforgettable.Meals included: Breakfast
Ports of call: Anguilla, Antigua, Dominica, Guadeloupe, Iles des Saintes, Jost Van Dyke, Nevis, St. Barths, St. Kitts, St. Maarten, Tortola, Virgin Gorda
Leeward Islands Itinerary
Treasure Islands Itinerary
The Weather
December through May is considered the dry season, while June through November is considered the more humid season. In general, rainstorms pass quickly and the sun shines on most days. Average air temperatures in coastal areas range from 22º to 30º C (72º to 86º F) and in inland areas, from 19º to 27º C (66º to 81º F). Naturally, travelers will find more rain and cooler temperatures in the rain forests and higher elevations. The warm coastal water temperatures stay between 20º and 23º C (68º and 74º F).
Your vessel: the elegant Star Flyer
Cabins
85
Guests
166
Crew
74
Length / Breadth
115.5m/360ft – 15.24m/50ft
Masts
4 masts, 21 sails
Sail Area
36,000 sq ft
Star Flyer with it’s sister ship Star Clipper are as fleet as the wind and as graceful as swans.
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day. Star Clipper and Star Flyer are modern cruise ships in every way, created for luxury-loving passengers who also love the traditions and romance of the legendary era of sailing ships. Star Clipper and Star Flyer are both 360 feet long and each carries around 150 guests in pampered comfort.
Life aboard is blissfully relaxed, and you’ll never feel confined thanks to spacious cabins and expansive teak decks with ample space and not one, but two swimming pools. Also notable are the atmospheric inside/outside tropical bar and piano bar, the attractive restaurant accommodating all guests in a single sitting with an open seating policy.
The décor of Star Flyer is reminiscent of the grand age of sail. Antique prints and paintings of famous sailing ships please the eye, while teak and gleaming mahogany rails are richly reminiscent of a proud nautical heritage.
As the name suggests, Star Flyer is both a shining example to other ships of her kind and a vessel that cuts through the water with all the grace of a bird in full flight, she offers her own style and character to anyone who steps aboard.
If you are feeling active, you can try a supervised climb up the rigging to the crow’s nest, or at selected stops try some complimentary water sports like kayaking, windsurfing or dinghy sailing. If you are feeling lazy, relax by one of the 2 pools on board with a good book or just sit back and enjoy the wonderful scene of travelling under full sail.
Deck Plans
Cabin Selection
Category 1 Deluxe deck cabin – Sun Deck
- Two lower beds convert to double bed
- Minibar
- Bathroom with whirlpool bath
- Cabin doors open onto deck
Average cabin dimensions – 14.5m2
Category 1 Deluxe deck cabin – Main Deck
- Two lower beds convert to double bed
- Minibar
- Bathroom with whirlpool bath
- Cabin doors open onto deck
Average cabin dimensions – 14.5m2
Category 2 Large outside cabin – Clipper Deck
- Twin/double or triple beds
- Bathroom with shower
Average cabin dimensions – 12m2
△ – Cabin has an extra fold down bunk with a ladder
D – Cabin has a fixed double bed
Category 3 Outside cabin – Clipper Deck
- Twin, double or triple beds
- Bathroom with shower
Average cabin dimensions – 11m2
O – Opens directly into dining room
D – Fixed double bed
Category 3 cabins on the Clipper Deck may be slightly smaller than Category 3 cabins on the Commodore Deck.
Category 3 Outside cabin – Commodore Deck
- Twin, double or triple beds
- Bathroom with shower
Average cabin dimensions – 11m2
△ – Cabin has an extra fold down bunk with a ladder
D – Fixed double bed
Category 3 cabins on the Commodore Deck may be slightly larger than Category 3 cabins on the Clipper Deck.
Category 4 Outside cabin – Commodore Deck
- Two lower beds, double bed or triple berth
- Bathroom with shower
Average cabin dimensions – 11m2
△ – Cabin has an extra fold down bunk with a ladder
D – Fixed double bed
Category 5 Inside or outside cabin – Clipper Deck
- Raised double bed, two lower beds or triple berth
- Bathroom with shower
Average cabin dimensions – 11m2
△ – Cabin has an extra fold down bunk with a ladder
R – Bed raised over 1m
D – Cabin has a fixed double bed
Category 5 Outside cabin – Commodore Deck
- Raised double bed, two lower beds or triple berth
- Bathroom with shower
Average cabin dimensions – 11m2
R – Bed raised over 1 meter off the ground.
D – Fixed double bed.
Category 6 Inside cabin – Commodore Deck
- Upper/lower berths
- Bathroom with shower
Average cabin dimensions – 8m2
Your cabin is ingeniously designed for comfort and efficiency, with:
- Private bathroom
- Air-conditioning
- Flatscreeen TV/DVD player (except category 6)
- Hairdryers
- Private safe located inside the closet
- Radio
- Telephone
- Under bed storage
All cabins are non-smoking
Ship Information
- Construction date: Star Flyer 1991, Star Clipper 1992
- Passenger capacity: 166
- Number of crew: 74
- Length: 115.5m
- Beam: 15m
- Draft: 5.6m
- Ship’s registry: Malta
- Gross tonnage: 2,298
- Number of masts: 4
- Mast height: 63m
- Sail area: 3,365m2
- Number of sails: 16
- Speed: Between 5-17 knots
- Classified by DVV GL 1A1
Your Hotel: St Maarten - 4* hotel, La Playa Orient Bay
St Maarten – 4* Hotel
We have chosen this boutique style beach front hotel as the ideal place to relax pre or post cruise. With it’s idyllic location on one of the island’s noted beaches, with a fine beach front restaurant and section of private beach, the property won the TripAdvisor travellers choice award in 2022.
The well appointed rooms are set in a series of two storey buildings in a well tended garden setting along the beach front on one of the island’s most beautiful beaches. The location is on the French administered side of the island, though within easy reach of both the airport and the port at Phillipsburg.
Facilities
- Outdoor swimming pool
- Free parking
- LA PLAYA RESTAURANT
- Non-smoking rooms
- Facilities for disabled guests
- WiFi available in all areas
- Tea/coffee maker in all rooms
- Bar
- Private beach area
- Very good breakfast
Prices
Caribbean Cruise Star Flyer flight inclusive package
Prices (£) per person from:Including: flights, transfers, 2 nights stay in a Hotel, 7 nights Cruise & port charges
Deparure Dates | Route | Cat 6 | Special Offers | Cat 5 | Special Offers | Cat 4 | Special Offers | Cat 3 | Special Offers | Cat 2 | Special offers | Cat 1 | Special offers | Owner's suite | Special offers | Guranteed single | Special offers |
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28/11/2024 | Leeward | £3,628 | £3,793 | £3,963 | £4,090 | £4,213 | £4,494 | £5,307 | £4,032 | ||||||||
05/12/2024 | Treasure | £3,642 | £3,806 | £3,992 | £4,114 | £4,237 | £4,518 | £5,320 | £4,125 | ||||||||
12/12/2024 | Leeward | £3,954 | £4,119 | £4,305 | £4,427 | £4,549 | £4,831 | £5,633 | £4,438 | ||||||||
19/12/2024 | Treasure | £4,253 | £4,418 | £4,588 | £4,715 | £4,838 | £5,119 | £5,932 | £4,657 | ||||||||
26/12/2024 | Leeward | £4,328 | £4,498 | £4,678 | £4,811 | £4,938 | £5,236 | £6,086 | £4,747 | ||||||||
02/01/2025 | Treasure | £3,892 | £4,056 | £4,242 | £4,364 | £4,487 | £4,768 | £5,570 | £4,375 | ||||||||
09/01/2025 | Leeward | £3,689 | £3,823 | £3,960 | £4,064 | £4,163 | £4,563 | £5,276 | £4,773 | ||||||||
16/01/2025 | Treasure | £4,003 | £4,168 | £4,338 | £4,465 | £4,588 | £4,869 | £5,682 | £4,407 | ||||||||
23/01/2025 | Leeward | £4,003 | £4,168 | £4,338 | £4,465 | £4,588 | £4,869 | £5,682 | £4,407 | ||||||||
30/01/2025 | Treasure | £4,003 | £4,168 | £4,338 | £4,465 | £4,588 | £4,869 | £5,682 | £4,407 | ||||||||
06/02/2025 | Leeward | £3,314 | £3,448 | £3,585 | £3,689 | £3,788 | £4,188 | £4,901 | £4,398 | ||||||||
13/02/2025 | Treasure | £3,628 | £3,793 | £3,963 | £4,090 | £4,213 | £4,494 | £5,307 | £4,032 | ||||||||
20/02/2025 | Leeward | £3,628 | £3,793 | £3,963 | £4,090 | £4,213 | £4,494 | £5,307 | £4,032 | ||||||||
27/02/2025 | Treasure | £3,628 | £3,793 | £3,963 | £4,090 | £4,213 | £4,494 | £5,307 | £4,032 | ||||||||
06/03/2025 | Leeward | £4,003 | £4,168 | £4,338 | £4,465 | £4,588 | £4,869 | £5,682 | £4,407 | ||||||||
13/03/2025 | Treasure | £3,628 | £3,793 | £3,963 | £4,090 | £4,213 | £4,494 | £5,307 | £4,032 | ||||||||
20/03/2025 | Leeward | £3,628 | £3,793 | £3,963 | £4,090 | £4,213 | £4,494 | £5,307 | £4,032 |
Caribbean Cruise Star Flyer
Prices (£) per personDeparure Dates | Itinerary | Cat 6 | Special Offers | Cat 5 | Special Offers | Cat 4 | Special Offers | Cat 3 | Special Offers | Cat 2 | Special offers | Cat 1 | Special offers | Owner's suite | Special offers | Guranteed single | Special offer |
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30/11/2024 | Leeward | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
07/12/2024 | Treasure | £1,465 | £1,620 | £1,795 | £1,910 | £2,025 | £2,290 | £3,045 | £1,950 | ||||||||
14/12/2024 | Leeward | £1,465 | £1,620 | £1,795 | £1,910 | £2,025 | £2,290 | £3,045 | £1,950 | ||||||||
21/12/2024 | Treasure | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
28/12/2024 | Leeward | £1,640 | £1,800 | £1,970 | £2,095 | £2,215 | £2,495 | £3,295 | £2,035 | ||||||||
04/01/2025 | Treasure | £1,465 | £1,620 | £1,795 | £1,910 | £2,025 | £2,290 | £3,045 | £1,950 | ||||||||
11/01/2025 | Leeward | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
18/01/2025 | Treasure | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
25/01/2025 | Leeward | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
01/02/2025 | Treasure | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
08/02/2025 | Leeward | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
15/02/2025 | Treasure | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
22/02/2025 | Leeward | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
01/03/2025 | Treasure | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
08/03/2025 | Leeward | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
15/03/2025 | Treasure | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 | ||||||||
22/03/2025 | Leeward | £1,570 | £1,725 | £1,885 | £2,005 | £2,120 | £2,385 | £3,150 | £1,950 |
Book your Package with us to ensure full financial protection for your holiday.
Your flight inclusive holiday with us is financially secure as we are ATOL licensed and the full package is ATOL protected. We have been trading since 1995 so you can book with total confidence. |