16-Day Leeward Island Holiday

16 nights · Round-trip Miami

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Seabourn

Seabourn

16-Day Leeward Island Holiday

16 nights13 portsRound-trip MiamiSeabourn Quest

From $9,184 per person

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The Journey

Day by Day

16 nights · 13 ports

Day 1Miami, Florida
Day 2At Sea
Day 3At Sea
Day 4San Juan, Puerto Rico
Day 5Road Bay, Anguilla
Day 6Charlestown, Nevis
Day 7Marigot, Saint Martin
Day 8Terre-de-Haut, Les Saintes
Day 9Fort-de-France, Martinique
Day 10Rodney Bay, St. Lucia
Day 11Roseau, Dominica
Day 12Little Bay, Montserrat
Day 13St. John's, Antigua
Day 14Jost Van Dyke, BVI
Day 15At Sea
Day 16At Sea
Day 17Miami, Florida
Miami, Florida
Day 1
Miami, Florida

The cruise capital, and the easiest embarkation in the Caribbean: nonstops from everywhere, and the ship an hour from the curb.

Embark

San Juan, Puerto Rico
Day 4
San Juan, Puerto Rico

Five hundred years of Spanish stone at El Morro, and blue cobblestones under cafe tables in the old city.

Ashore

Road Bay, Anguilla
Day 5
Road Bay, Anguilla

Road Bay and a dozen of the whitest beaches in the Caribbean, with beach bars worth the crossing alone.

Ashore

Charlestown, Nevis
Day 6
Charlestown, Nevis

Nevis at walking pace: hot springs, sugar-mill inns and Alexander Hamilton’s birthplace.

Ashore

Marigot, Saint Martin
Day 7
Marigot, Saint Martin

The French side of St. Martin: a morning market on the harbour, patisseries behind it, Fort Louis above.

Ashore

Terre-de-Haut, Les Saintes
Day 8
Terre-de-Haut, Les Saintes

One of the prettiest bays in the world by most reckonings, with a fort above and grilled fish below.

Ashore

Fort-de-France, Martinique
Day 9
Fort-de-France, Martinique

Martinique’s capital across its great bay, all iron balconies, markets and créole cooking.

Ashore

Rodney Bay, St. Lucia
Day 10
Rodney Bay, St. Lucia

Ashore

Roseau, Dominica
Day 11
Roseau, Dominica

Ashore

Little Bay, Montserrat
Day 12
Little Bay, Montserrat

The Caribbean’s Pompeii, half the island reborn as wild green hills beneath the Soufrière volcano.

Ashore

St. John's, Antigua
Day 13
St. John's, Antigua

The Antiguan capital, gateway to a beach for every day of the year.

Ashore

Jost Van Dyke, BVI
Day 14
Jost Van Dyke, BVI

A few hundred souls, one beach bar of world renown, and the clearest anchorage in the BVI.

Ashore

Miami, Florida
Day 17
Miami, Florida

The cruise capital, and the easiest embarkation in the Caribbean: nonstops from everywhere, and the ship an hour from the curb.

Disembark

Scroll for the full journey

Your Ship

Seabourn Quest

All suites, all ocean-front, and a ship small enough to feel like a house party.

Seabourn Quest
Seabourn Quest
Seabourn · 16 Nights · Round-trip Miami

All suites, all ocean-front, and a ship small enough to feel like a house party.

  • Intimate ships with a private club atmosphere
  • Complimentary premium spirits and fine wines
  • Tipping neither required nor expected
  • Caviar in the surf on Caribbean beach days

Every Suite on This Sailing

Suite Per person
Outside$9,184
Balcony$9,609
Suite$16,834

Fares are per person, double occupancy, cruise only, checked 23 July 2026. Fares shown for the 20 Dec 2026 departure; other dates price differently. Suites price and sell out independently; we verify the exact fare before anything is quoted.

Elevida Amenities

Included when you book this sailing through us, on top of anything the line is offering publicly. Amenities are per sailing and can change; we confirm them on your booking.

Departures

20 Dec 2026 · from $9,184

Ready When You Are

Sail 16-Day Leeward Island Holiday.

From $9,184 per person, and our planning from first question to the flight home.

Fares are per person, cruise only, as returned by our booking systems for this sailing at the time of writing (checked 23 July 2026). Airfare additional unless stated. Fares are capacity-controlled and may change or be withdrawn without notice. Elevida Luxury Journeys is an independent affiliate of Travel Planners International.