The Cruise by Kat & Simon Morgan at Hays Travel0800 0662 694
Oosterdam at sea

Holland America Line · Oosterdam · O779

11-Day Eastern Caribbean: Windward & Leeward Islands

11 nights · 11 Dec 2027 · From Fort Lauderdale

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Inside from£2,224 pp
Oceanview from£2,704 pp
Balcony from£3,104 pp
Suite from£3,824 pp
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Per person · 2 adults sharing · cruise-only supplier snapshot. Saved fares are for two adults sharing. Kat & Simon will confirm price and availability after your request.

YOUR NEXT CHAPTER AT SEA

New horizons. Unforgettable days.

Explore Fort Lauderdale, Philipsburg, St Maarten, Basseterre aboard Oosterdam, with time to discover the destinations and enjoy life at sea.

Fort Lauderdale11 nights awayPersonally arranged
by Kat & Simon
Oosterdam

YOUR ITINERARY

A journey worth looking forward to.

Explore each stop along the way. Ports and times are supplied by the cruise operator and may change.

  1. Day 1 · 11 Dec 2027

    Fort Lauderdale

    Depart 21:00

    There is an abundance of things to see and do in the Ft. Lauderdale area: visit the newly redesigned Ft. Lauderdale Beach and cafes, stroll the historic Riverwalk, shop the luxurious stores on Las… Read more

    There is an abundance of things to see and do in the Ft. Lauderdale area: visit the newly redesigned Ft. Lauderdale Beach and cafes, stroll the historic Riverwalk, shop the luxurious stores on Las Olas Boulevard or adventure to the Everglades for an intriguing air boat excursion.

  2. Day 2 · 12 Dec 2027

    Time to unwind at sea

    Enjoy the journey and make the most of your time aboard Oosterdam.

  3. Day 3 · 13 Dec 2027

    Time to unwind at sea

    Enjoy the journey and make the most of your time aboard Oosterdam.

  4. Day 4 · 14 Dec 2027

    Philipsburg, St Maarten

    Arrive 10:00 · Depart 21:00

    Philipsburg is the capital of Sint Maarten, the Dutch side of the Caribbean island Saint Martin. Beachfront bars line the boardwalk along Great Bay. Voorstraat, or Front Street, has duty-free shops… Read more

    Philipsburg is the capital of Sint Maarten, the Dutch side of the Caribbean island Saint Martin. Beachfront bars line the boardwalk along Great Bay. Voorstraat, or Front Street, has duty-free shops and casinos. The St. Maarten Zoo is home to parrots, monkeys and a playground. Sint Maarten Museum displays artifacts from the indigenous Arawak people. The ruins of 17th-century Fort Amsterdam stand on a nearby peninsula.

  5. Day 5 · 15 Dec 2027

    Basseterre

    Arrive 07:00 · Depart 17:00

    St. Kitts and Nevis are a pair of islands that form a single Eastern Caribbean nation. Ripe with historical sites, the larger St. Kitts passed hands among the Spanish, French and English, with the… Read more

    St. Kitts and Nevis are a pair of islands that form a single Eastern Caribbean nation. Ripe with historical sites, the larger St. Kitts passed hands among the Spanish, French and English, with the latter establishing the strongest foothold. The architecture and layout of its capital city, Basseterre, are all typically British. And the island's sprawling, colonial-era plantations are a reminder of the tumultuous history of the tobacco, rum, sugar and slave trades that were here for generations. Beyond its rich past, St. Kitts offers golden-sand beaches for relaxing, a lush jungle interior that welcomes heart-pumping adventure, laid-back bars with fantastic sunset views and restaurants serving up über-local fare.

  6. Day 6 · 16 Dec 2027

    Fort-de-France

    Arrive 08:00 · Depart 23:00

    Stunning volcanic history (in 1902 Mont Pelee blew open with catastrophic force), rum distilleries and blooms in every tropical hue await on this verdant "Island of Flowers."

  7. Day 7 · 17 Dec 2027

    Roseau, Dominca

    Arrive 08:00 · Depart 17:00

    Wonderfully untouched. Take in the thunder of Trafalgar Falls, breathtaking in triplicate; watch for the rare and beautiful Sisserou parrot, found only here.

  8. Day 8 · 18 Dec 2027

    St John's, Antigua, Antigua & Barbuda

    Arrive 07:00 · Depart 16:00

    Antigua is a Caribbean paradise, with sun-drenched beaches and lush rainforests. Explore the capital city of St. John’s, where the baroque towers of St. John’s Cathedral stand guard. Visit the Museum… Read more

    Antigua is a Caribbean paradise, with sun-drenched beaches and lush rainforests. Explore the capital city of St. John’s, where the baroque towers of St. John’s Cathedral stand guard. Visit the Museum of Antigua and Barbuda and see Arawak and colonial antiquities. Glimpse rarely-seen species in the rainforest canopy. Nearby, Barbuda is home to one of the region's most significant bird sanctuaries. Sample shore excursions: Kayak & Snorkel Adventure; Five Star Bird Island.

  9. Day 9 · 19 Dec 2027

    San Juan

    Arrive 08:00 · Depart 17:00

    Massive El Morro Fortress guards Old San Juan, while the benevolent Indian spirit Yuquiyu keeps watch over the entire island from the highest peak in the rain forest. By night there are roulette… Read more

    Massive El Morro Fortress guards Old San Juan, while the benevolent Indian spirit Yuquiyu keeps watch over the entire island from the highest peak in the rain forest. By night there are roulette wheels to spin and fiery flamenco shows to catch. Sample shore excursions: Old San Juan Historic Walking Tour; El Yunque Rain Forest Drive; World Heritage Fortress & Art Museum.

  10. Day 10 · 20 Dec 2027

    Time to unwind at sea

    Enjoy the journey and make the most of your time aboard Oosterdam.

  11. Day 11 · 21 Dec 2027

    Relaxaway Half Moon Cay, Bahamas

    Arrive 08:00 · Depart 15:00

    The Caribbean is full of tropical wonders and natural beauty. But there’s nothing like Half Moon Cay, our pristine private island paradise in the Bahamas. Cruise to the Bahamas with Holland America… Read more

    The Caribbean is full of tropical wonders and natural beauty. But there’s nothing like Half Moon Cay, our pristine private island paradise in the Bahamas. Cruise to the Bahamas with Holland America Line and discover the most stunning, highest-rated private-island experience in the region, Half Moon Cay. This island has won Porthole Cruise Magazine’s Best Private Island award 17 consecutive years, and was also named the best in Travel Weekly's Readers' Choice Awards. As soon as your toes touch that powdery white sand and your eyes settle on the perfect blue-crystal clear water, you’ll understand why this island is one of the most sought out destinations. Whether you are planning a romantic getaway or a family vacation, book a Bahamas cruise and explore Half Moon Cay's beautiful beaches, exciting cruise excursions, exclusive beach cabanas and more.

  12. Day 12 · 22 Dec 2027

    Fort Lauderdale

    Arrive 07:00

    There is an abundance of things to see and do in the Ft. Lauderdale area: visit the newly redesigned Ft. Lauderdale Beach and cafes, stroll the historic Riverwalk, shop the luxurious stores on Las… Read more

    There is an abundance of things to see and do in the Ft. Lauderdale area: visit the newly redesigned Ft. Lauderdale Beach and cafes, stroll the historic Riverwalk, shop the luxurious stores on Las Olas Boulevard or adventure to the Everglades for an intriguing air boat excursion.

Oosterdam

YOUR SHIP

Meet Oosterdam

Oosterdam, a Vista-class ship, recently emerged from dry dock with exciting updates—including completely refreshed suites and new lounge, dining and entertainment venues, such as Music Walk, with Lincoln Center Stage, B.B. King’s Blues Club and Billboard Onboard. Guests can choose from among delectable specialty restaurants, hone culinary skills with EXC Port to Table and thrill to BBC Earth Experiences.

Explore the ship & deck plans

YOUR SPACE AT SEA

Find your favourite place to unwind.

Large/Standard Inside Stateroom

Large/Standard Inside Stateroom

Approximately 151-233 sq. ft. These spacious staterooms include two lower beds convertible to one queen-size bed—our Signature Mariner's Dream bed with plush Euro-Top mattresses,…

Large Ocean view Stateroom

Large Ocean view Stateroom

Approximately 174-180 sq. ft. These expansive staterooms include include two lower beds convertible to one queen-size bed—our Signature Mariner's Dream bed with plush Euro-Top…

Verandah Stateroom

Verandah Stateroom

Approximately 212-359 sq. ft. including verandah Filled with light from floor-to-ceiling windows overlooking a private verandah, these staterooms include a sitting area, two lower…

Cabin photographs are illustrative. Grades, layouts and availability depend on your chosen fare.

Kat and Simon Morgan

PERSONAL SERVICE, EVERY STEP

Your holiday, personally checked.

Kat & Simon will personally check your booking request and reconfirm the details with you. No payment is required to send your request.

Talk to us · 0800 0662 694
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