Showing single occupancy prices — filtered to cruises with solo pricing
16-Day Leeward Island Holiday
Seabourn — Seabourn Quest

16-Day Leeward Island Holiday

Departs Sun 20/12/2026
Duration 16 Nights
Ship Seabourn Quest
From Miami, Florida
Region Caribbean
Day by Day

Ports of Call & Itinerary

16-night voyage departing Miami, Florida.

Printable Itinerary (PDF)

Route Map

16-Day Leeward Island Holiday

13 ports plotted · click a marker for details

Day 1

Miami, Florida , United States

Sunday, 20/12/2026

🚢 Departs 16:00

Miami is one of the world’s most popular holiday spots. It has so much to offer; from its countless beach areas, to culture and museums, from spa and shopping days out, to endless cuban restaurants and cafes. Miami is a multicultural city that has something to offer to everyone.

Miami, Florida

Day 4

San Juan (Puerto Rico) , Puerto Rico

Wednesday, 23/12/2026

⚓ Arrives 10:00 🚢 Departs 18:00

If you associate Puerto Rico's capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island's nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico ("rich port").Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico's administrative and population center remained firmly in Spain's hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.

San Juan (Puerto Rico)

Day 5

Road Bay , Anguilla

Thursday, 24/12/2026

⚓ Arrives 08:00 🚢 Departs 17:00
Road Bay

Day 6

South Friars Bay , Saint Kitts and Nevis

Friday, 25/12/2026

⚓ Arrives 08:00 🚢 Departs 17:00
South Friars Bay

Day 7

Marigot , Saint Martin (French part)

Saturday, 26/12/2026

⚓ Arrives 08:00 🚢 Departs 17:00

French and Dutch have lived side by side on St. Maarten/St. Martin for hundreds of years—with no border patrols or customs between them. The French side has a more genteel ambience, more fashionable shopping, and a Continental flair. The Dutch tends to be less expensive, has casino hotels, and more nightlife. Water sports abound all over—diving, snorkeling, sailing, and windsurfing are all top draws. And it's easy to while away the day relaxing on one of the 37 beaches, strolling the boardwalk of Dutch-side Philipsburg, and exploring the very French town of Marigot. Although luck is an important commodity at St. Maarten's 13 casinos, chance plays no part in finding a good meal at the island’s excellent eateries. The best way to explore St. Maarten/St. Martin is by car. Though often congested, especially around Philipsburg and Marigot, the roads are fairly good, though narrow and winding, with some speed bumps, potholes, roundabouts, and an occasional wandering goat herd. Few roads are marked with their names, but destination signs are common. Besides, the island is so small that it's hard to get really lost—at least that is what locals tell you. If you’re spending a few days, get to know the area with a scenic "loop" around the island. Be sure to pack a towel and some water shoes, a hat, sunglasses, and sunblock. Head up the east shoreline from Philipsburg, and follow the signs to Dawn Beach and Oyster Pond. The road winds past soaring hills, turquoise waters, quaint West Indian houses, and wonderful views of St. Barth. As you cross over to the French side, turn into Le Galion for a stop at the calm sheltered beach, the stables, the butterflies, or the windsurfing school, then keep following the road toward Orient Bay, the St-Tropez of the Caribbean. Continue to Anse Marcel, Grand Case, Marigot, and Sandy Ground. From Marigot, the flat island of Anguilla is visible. Completing the loop brings you past Cupecoy Beach, through Maho and Simpson Bay, where Saba looms in the horizon, and back over the mountain road into Philipsburg.

Marigot

Day 8

Terre-de-Haut , Guadeloupe

Sunday, 27/12/2026

⚓ Arrives 08:00 🚢 Departs 17:00
Terre-de-Haut

Day 9

Fort-de-France , Martinique

Monday, 28/12/2026

⚓ Arrives 08:00 🚢 Departs 18:00

The largest of the Windward Islands, Martinique is 4,261 mi (6,817 km) from Paris, but its spirit and language are decidedly French, with more than a soupçon of West Indian spice. Tangible, edible evidence of the fact is the island's cuisine, a superb blend of French and creole. Martinique is lushly landscaped with tropical flowers. Trees bend under the weight of fruits such as mangoes, papayas, lemons, limes, and bright-red West Indian cherries. Acres of banana plantations, pineapple fields, and waving sugarcane stretch to the horizon. The towering mountains and verdant rain forest in the north lure hikers, while underwater sights and sunken treasures attract snorkelers and scuba divers. Martinique is also wonderful if your idea of exercise is turning over every 10 minutes to get an even tan and your taste in adventure runs to duty-free shopping. A popular cruise-ship excursion goes to St-Pierre, which was buried by ash when Mont Pelée erupted in 1902.

Fort-de-France

Day 10

Rodney Bay , Saint Lucia

Tuesday, 29/12/2026

⚓ Arrives 08:00 🚢 Departs 17:00
Rodney Bay

Day 11

Roseau , Dominica

Wednesday, 30/12/2026

⚓ Arrives 08:00 🚢 Departs 18:00

Although it's one of the smallest capitals in the Caribbean, Roseau has the highest concentration of inhabitants of any town in the eastern Caribbean. Caribbean vernacular architecture and a bustling marketplace transport visitors back in time. Although you can walk the entire town in about an hour, you'll get a much better feel for the place on a leisurely stroll. For some years now, the Society for Historical Architectural Preservation and Enhancement (SHAPE) has organized programs and projects to preserve the city's architectural heritage. Several interesting buildings have already been restored. Lilac House, on Kennedy Avenue, has three types of gingerbread fretwork, latticed verandah railings, and heavy hurricane shutters. The J.W. Edwards Building, at the corner of Old and King George V sreets, has a stone base and a wooden second-floor gallery. The Old Market Plaza is the center of Roseau's historic district, which was laid out by the French on a radial plan rather than a grid, so streets such as Hanover, King George V, and Old radiate from this area. South of the marketplace is the Fort Young Hotel, built as a British fort in the 18th century; the nearby statehouse, public library, and Anglican cathedral are also worth a visit. New developments at the bay front on Dame M.E. Charles Boulevard have brightened up the waterfront.

Roseau

Day 12

Montserrat , Montserrat

Thursday, 31/12/2026

⚓ Arrives 08:00 🚢 Departs 18:00
Montserrat

Day 13

Antigua , Antigua and Barbuda

Friday, 01/01/2027

⚓ Arrives 08:00 🚢 Departs 17:00
Antigua

Day 14

Great Harbour, Jost Van Dyke , British Virgin Islands

Saturday, 02/01/2027

⚓ Arrives 07:00 🚢 Departs 14:00

Jost Van Dyke, four miles long, is truly known as the 'barefoot island'. The smallest of the British Virgin Islands, it is known as a popular destination for yachts and is celebrated for its casual lifestyle, protected anchorages, fine beaches and beachfront restaurants and bars. The island has fewer than 200 inhabitants and they are widely known as a welcoming people. The island's name conjures up its rich, colorful past. Jost Van Dyke is said to have been named for an early Dutch settler, a former pirate. At Great Harbour, Little Harbour, and White Bay there are safe, protected bays and pristine beaches shaded with coconut palms and seagrape trees. Discover inviting shops selling local treasures, restaurants, and bars. 'The Painkiller', one of the Caribbean’s most popular drinks, originated at the Soggy Dollar Bar. Foxy’s and Gertrude's in White Bay are renowned for drinks made with the island's famous rum, frosty beers, and tales of pirates and sunken treasure. Explore Jost Van Dyke's history in the vegetation-covered ruins of centuries-old sugar mills, or on the old trails that crisscross the island. Revel in the natural beauty of the pristine, untouched beaches. Hike up to the highest spot on the island, Majohnny Point, and take in a stunning 360 degree view of the Caribbean. Relax in the natural 'bubble pool', a popular tourist attraction. Jost Van Dyke conjures up images of what the British Virgin Islands may have looked like many years ago.

Great Harbour, Jost Van Dyke

Day 17

Miami, Florida , United States

Tuesday, 05/01/2027

⚓ Arrives 07:00

Miami is one of the world’s most popular holiday spots. It has so much to offer; from its countless beach areas, to culture and museums, from spa and shopping days out, to endless cuban restaurants and cafes. Miami is a multicultural city that has something to offer to everyone.

Miami, Florida
Choose Your Accommodation

Room Type & Prices

All prices per person based on double occupancy. Solo traveller prices — single occupancy. Contact our cruise experts for the latest availability and best fares.

View
Ocean View Suite

Ocean View Suite

295 sqft · Up to 2 guests

All Ocean View Suites feature a large picture window, comfortable living area, queen-size bed or two twin beds, dining table for two, walk-in closet, interactive flat-screen television with music and movies, fully stocked bar and refrigerator, makeup vanity, spacious bathroom with separate tub and shower. Approximately...
✓ Queen or Twin Configuration ✓ Shower ✓ Bath ✓ TV ✓ Safe ✓ Hair Dryer ✓ Lounge Area ✓ Dining Area

Ocean View Suite (A)
Ocean View Suite (A1)
Suite Guarantee

Suite Guarantee

295 sqft · Up to 2 guests

Guaranteed Suite: For this option we select the location and specific suite for you, and notify you prior to departure. Guests are guaranteed to be assigned a suite in the category selected or higher.
✓ Bath ✓ Queen or Twin Configuration ✓ Lounge Area ✓ Shower ✓ Toiletries Provided ✓ Room Service Available ✓ Full Bar ✓ TV
Veranda Suite

Veranda Suite

314–385 sqft · Up to 2 guests

All Veranda Suites feature a full-length window and glass door to private veranda, comfortable living area, queen-size bed or two twin beds, dining table for two, walk-in closet, interactive flat-screen television with music and movies, fully stocked bar and refrigerator, makeup vanity, spacious bathroom with separate...
✓ Queen or Twin Configuration ✓ Shower ✓ TV ✓ Safe ✓ Hair Dryer ✓ Lounge Area ✓ Toiletries Provided ✓ Suite Benefits

Veranda Suite (Deck 5 - Fwd)
Veranda Suite (Decks 6/7/8 - Fwd)
Veranda Suite (Deck 6 - Mid)
Veranda Suite (Deck 7/8 - Mid)
Veranda Guarantee

Veranda Guarantee

314–385 sqft · Up to 2 guests

All Veranda Suites feature a full-length window and glass door to private veranda, comfortable living area, queen-size bed or two twin beds, dining table for two, walk-in closet, interactive flat-screen television with music and movies, fully stocked bar and refrigerator, makeup vanity, spacious bathroom with separate...
✓ Bath ✓ Queen or Twin Configuration ✓ Lounge Area ✓ Shower ✓ Toiletries Provided ✓ Room Service Available ✓ Full Bar ✓ TV
Penthouse Spa Suite

Penthouse Spa Suite

703–739 sqft · Up to 2 guests

Suites on board feature a comfortable living area, private veranda, queen-size-bed or two twin beds; walk-in closet with personal safe, interactive flat-screen TV with music and movies, fully stocked bar and refrigerator, writing desk with personalized stationary, makeup vanity, spacious bathroom with separate tub and...
✓ Queen or Twin Configuration ✓ Lounge Area ✓ Bath ✓ TV ✓ Safe ✓ Hair Dryer ✓ Dining Area ✓ Vanity Area

Penthouse Spa Suite
Owner's Suite Owner's Suite

Owner's Suite

639–947 sqft · Up to 2 guests

Suites on board feature a comfortable living area, private veranda, queen-size-bed or two twin beds; walk-in closet with personal safe, interactive flat-screen TV with music and movies, fully stocked bar and refrigerator, writing desk with personalized stationary, makeup vanity, spacious bathroom with separate tub and...
✓ Queen or Twin Configuration ✓ Shower ✓ Bath ✓ TV ✓ Free Wi-Fi ✓ Safe ✓ Hair Dryer ✓ Lounge Area

Owner's Suite (Deck 8)

Suite

Ocean View Suite · 295 sqft

A Ocean View Suite (A)

Enquire →

Ocean View Suite · 295 sqft

A1 Ocean View Suite (A1)

Enquire →

Suite Guarantee · 295 sqft

OS

Enquire →

Veranda Suite · 314–385 sqft

V1 Veranda Suite (Deck 5 - Fwd)

Enquire →

Veranda Suite · 314–385 sqft

V2 Veranda Suite (Decks 6/7/8 - Fwd)

Enquire →

Veranda Suite · 314–385 sqft

V3 Veranda Suite (Deck 6 - Mid)

Enquire →

Veranda Suite · 314–385 sqft

V4 Veranda Suite (Deck 7/8 - Mid)

Enquire →

Veranda Guarantee · 314–385 sqft

OB

Enquire →

Penthouse Spa Suite · 703–739 sqft

PS

Enquire →

Owner's Suite · 639–947 sqft

O2 Owner's Suite (Deck 8)

Enquire →
Seabourn

More Departures

Your Ship

Seabourn Quest

Seabourn Quest is the third iteration of the vessel design that has been called “a game-changer for the luxury segment.” True to her Seabourn bloodlines, wherever she sails around the world Seabourn Quest carries with her a bevy of award-winning dining venues that are comparable to the finest restaurants to be found anywhere. Seabourn Quest offers a variety of dining options to suit every taste and every mood with never an extra charge.

Seabourn Quest
458
Passengers
32,000
Gross Tonnage
2011
Year Built
10
Decks
229
Cabins
330
Crew

Display Settings

Traveller Type

Text Size