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Leeward Islands Christmas Cruise

Philipsburg Roundtrip - Example 10 Day Cruise aboard Star Flyer
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Celebrate Christmas in the Caribbean on a 10-day cruise aboard Star Flyer. This roundtrip holiday cruise from Philipsburg, St. Maarten, visits a collection of French, British, and Dutch Caribbean islands. Spend Christmas Eve in Gustavia, St. Barts, and Christmas Day at Road Bay, Anguilla, before exploring Charlestown on Nevis, Cabrits in Dominica, Deshaies in Guadeloupe, and Terre-de-Haut in the Iles des Saintes. Watch Star Flyer sail alongside its sister ship Royal Clipper south of the Saintes, then spend a day in Falmouth Harbor, Antigua. The journey concludes with a morning in Basseterre and an afternoon at South Friars Bay Beach on St. Kitts. Discover the Caribbean's historic harbors, island villages, and coastal scenery on a festive sailing adventure.
Sunset over Philipsburg Panorama of Les Saintes Caribbean landscapes and harbors St Barts harbor view Explore colorful Gustavia Visit beautiful Basseterre

Highlights

  • Celebrate Christmas Eve in Gustavia and Christmas Day at Road Bay, Anguilla
  • Sail in company with Royal Clipper south of the Iles des Saintes
  • Explore Terre-de-Haut, the main village of the Iles des Saintes
  • Relax on South Friars Bay beach after a morning in Basseterre, St. Kitts

Activity Level: Variable

Activity options vary depending on destination and operator. Activity level is determined by the range and intensity of activities you choose to participate in. Discuss with your Trip Planner which options are best for you.

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Full Itinerary

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Day 1: Philipsburg, St. Maarten | Embark

Visit St. Martin/St. Maarten, the world’s smallest island shared by two countries, and explore its shopping districts. Browse the stores in Dutch Philipsburg or head to French Marigot to discover its boutiques and local shops.

Day 2: Charlestown, Nevis

Explore Nevis, a small island dotted with historic sugar plantations, some of which now serve as inns with fascinating histories. Admire the steep cliffs of Mount Scenery, which dominates the landscape, and discover an island that did not have a road circling it until 1951. Beneath the surface, experience some exceptional diving.

Day 3: Sail with Royal Clipper | Cabrits, 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 4: Deshaies, Guadeloupe

Guadeloupe looks like a butterfly from the air. Its giant wings are actually two islands, separated by the Rivière Salée, a natural salt water channel. Basse Terre, the southern or leeward part of Guadeloupe, is lush and rugged, dominated by La Soufrière. A stream of boiling water gushes from the top of the 4,800-ft. mountain, reminding you that this volcano is not dormant, but very much alive.

Day 5: Terre-de-Haut, Iles des Saintes

Les Saintes is a thoroughly entrancing group of islands lying off Guadeloupe. Enjoy the superb beaches, snorkeling, diving, and other water sports on offer.

Day 6: Falmouth Harbor, Antigua

The dockyards, marinas, old inns, venerable pubs and convivial crowds of sun-tanned yacht crews- this is the epicenter 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.

Day 7: Gustavia, St. Barts

In its elegant little capital of Gustavia, French joie de vivre is tempered by Swedish spic and span neatness. Diversions include duty-free shopping in exquisite boutiques, beautiful beaches, excellent dining and people-watching.

Day 8: Road Bay, Anguilla

Columbus thought this long flat island with its multitude of white sand coves looked like an undulating eel, so he named it Anguilla. The island has been a British colony/dependency since it was first settled in 1650. Recently, Anguilla has been discovered by the cognoscenti, who find the island's small upscale resorts an ideal retreat to get away from it all. Try the haute cuisine at Malliouhana, or the Arabian Nights ambience of Pimms.

Day 9: Basseterre | South Friars Bay, St. Kitts

St. Kitts was the first successful colony in the British West Indies. Shop in colorful Basseterre, play golf and tour old plantation houses. For the adventuresome there's a brisk hike through the rainforest.

South Friars Bay is a beautiful beach with golden sands and calm, clear waters, ideal for swimming and snorkeling. The beach is flanked by lush hills and offers a tranquil setting, with several beach bars and restaurants providing a laid-back atmosphere.

Day 10: Disembark in Philipsburg, St. Maarten

  • 1 Breakfast
The smallest island in the world shared by two countries, St. Martin/St. Maarten is big on shopping. Whether you go Dutch in Philipsburg or prefer Marigot's French touch, you're always welcome.

Ship/Hotel

Star Flyer

Star Flyer, Star Clipper Exterior
Star Flyer, Star Clipper Interior
Star Flyer/Star Clipper Bar

Dates & Prices

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Per person starting at
$2,650 2-3 travelers
Star Flyer Category 6 Cabin
Category 6
Located on the Commodore Deck, 4 Inside Staterooms (no portlight) have upper and lower Pullman style bunk beds, ample closet and storage space, a private bathroom with shower, and a sitting area with desk, vanity, and seating. All staterooms have their own thermostat-controlled air-conditioning, telephone, private safe, and hairdryer.
Star Flyer, Star Clipper Cabin Category 5
Category 5
Located on the Clipper & Commodore Decks, 6 Outside Staterooms w/porthole (#139,136,300,301,342,345), with Portlight, with raised Fixed Double Bed (43 inches (1.09 m) off the floor / raised about 4-feet off the ground and steps/stairs are provided in order to reach bed) Ample closet and storage space, private bathroom with shower, and a sitting area with desk, vanity, and seating. All staterooms have their own thermostat-controlled air-conditioning, telephone, television with DVD player, private safe, and hairdryer. 2 Inside Staterooms (Inside/no porthole = cabin 404 & 406) feature Two Twin beds that convert to a double (no portlight) ample closet and storage space, private bathroom with shower, and a sitting area with desk, vanity, and seating. All staterooms have their own thermostat-controlled air-conditioning, telephone, television with DVD player, private safe, and hair dryer. The inside Category 5 is also equipped with an additional Pullman bed (upper bunk) to accommodate a third guest/child.
Star Flyer, Star Clipper Cabin 4
Category 4
Located on the Commodore Deck, 20 Outside Staterooms with 1 Portlight, two twin beds that convert to a double, ample closet and storage space, a private bathroom with shower, and a sitting area with desk, vanity, and seating. All staterooms have their own thermostat-controlled air-conditioning, telephone, television with DVD player, private safe, and hairdryer. Some staterooms are equipped with additional bedding (upper Pullman-upper bunk bed) to accommodate a third guest.
Star Flyer, Star Clipper Cabin Category 3
Category 3
Located on the Clipper & Commodore Decks, 20 Outside Staterooms with 1 Portlight, two twin beds that convert to a double, ample closet and storage space, private bathroom with shower, and a sitting area with desk, vanity, and seating. All staterooms have their own thermostat-controlled air-conditioning, telephone, television with DVD player, private safe, and hairdryer. Some staterooms are equipped with additional bedding (upper Pullman-upper bunk bed) to accommodate a third guest
Star Flyer, Star Clipper Cabin Category 2
Category 2
Located on the Clipper Deck, 24 Outside Staterooms with 1 Portlight, two twin beds that convert to a double, ample closet and storage space, a private bathroom with shower, and a sitting area with desk, vanity, and seating. All staterooms have their own thermostat-controlled air-conditioning, telephone, television with DVD player, private safe, and hairdryer. Some staterooms are equipped with additional bedding (upper Pullman-upper bunk bed) to accommodate a third guest.
Star Flyer, Star Clipper Cabin Category 1
Category 1
Located on the Main & Sun Decks, 8 Outside Staterooms (with 1 Window + 1 Portlight) located on the Main deck - have a full windowed door leading to the main deck, two lower beds that convert into a double-sized bed, ample closet and storage space, private bathroom with whirlpool tub and shower, and a living area with desk, vanity, and sofa. All deluxe staterooms have their own thermostat-controlled air-conditioning, mini bar, telephone, television with DVD player, private safe, hairdryer, bathrobes.
Star Flyer Owner's Cabin
Owner's Cabin (Double)
Located on the Clipper Deck, Cabin with 4 Portlights, one fixed double-sized bed, ample closet and storage space, private bathroom with whirlpool tub and shower, and a spacious living area with desk, vanity, and wrap-around sectional sofa. All suites have their own thermostat-controlled air-conditioning, mini bar, telephone, television with DVD player, private safe, hairdryer, bathrobes. Cabin Stewart service and complimentary mini-bar (an exception to champagne)

Notes

Single supplement: A single supplement fare is available at 150% of the published cruise fare for categories 2-6. It is available at 200% for category 1 cabins, Deluxe Suites, and Owner's Suites. Single space is capacity controlled and may not be available on all departures.
Included
  • 9 Breakfasts, 8 Lunches, 9 Dinners
  • 9 Nights Accommodations
  • Accommodations as listed
  • Ground transportation as listed
  • Activities as listed
  • Meals as listed
  • Access to a 24-7 Emergency line while traveling
  • Port Fees
  • All meals and snacks (open seating) including: Coffee and tea are available 24 hours a day. Different juices are included only for breakfast.
  • Ocean transportation to remote ports.
  • Complimentary snorkeling, kayaks, paddle boarding, water-skiing, windsurfing, and sunfish sailing (subject to weather conditions and local authorities).
Excluded
  • Travel Insurance
  • Personal Expenses
  • Flight costs (please request a quote)
  • Additional excursions during free time
  • Fuel and transportation surcharges (when applicable)
  • Gratuities
  • Visa
  • All transfers to/from the boat from airports.
  • Laundry services 
  • Medical services
  • Shore Excursions
  • Alcoholic drinks and sodas.

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