16-Day Leeward Island Holiday
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16-Day Leeward Island Holiday

16 nights · 16-Day Leeward Island Holiday · Seabourn Quest

Departure
20 December 2026
From
$9,184 per person
Traveling solo
please check live prices to see solo quote

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Fares are per person, cruise only. Airfare arranged separately.

Cruises › The Caribbean › Eastern Caribbean

16 nights13 portsRound-trip MiamiSeabourn Quest

The Journey

Day by Day

7 nights · 7 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

At Sea
Day 2
At Sea

A full day at sea: the pools, the spa, a long lunch, and the horizon doing all the work.

At Sea

At Sea
Day 3
At Sea

Nothing on the schedule but the sea. This is the part of the sailing people book it for.

At Sea

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

At Sea
Day 15
At Sea

A quiet day between ports, the deck unhurried and the water in every direction.

At Sea

At Sea
Day 16
At Sea

Time to slow down: a lounger, the observation deck, and open ocean to the rail.

At Sea

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

The Route

Where You Sail

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

The Seabourn Brochure›

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. Airfare additional. Fares are capacity-controlled and may change or be withdrawn without notice. Elevida Luxury Journeys is an independent affiliate of Travel Planners International.