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15-Day Southern Caribbean In Depth
Seabourn — Seabourn Ovation

15-Day Southern Caribbean In Depth

Departs Fri 20/11/2026
Duration 15 Nights
Ship Seabourn Ovation
From Miami, Florida
Arrives Sint Maarten
Region Caribbean
Day by Day

Ports of Call & Itinerary

15-night voyage departing Miami, Florida, arriving Sint Maarten.

Printable Itinerary (PDF)

Route Map

15-Day Southern Caribbean In Depth

13 ports plotted · click a marker for details

Day 1

Miami, Florida , United States

Friday, 20/11/2026

🚢 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

Monday, 23/11/2026

⚓ 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

Great Harbour, Jost Van Dyke , British Virgin Islands

Tuesday, 24/11/2026

⚓ Arrives 08:00 🚢 Departs 18:00

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 6

South Friars Bay , Saint Kitts and Nevis

Wednesday, 25/11/2026

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

Day 7

Roseau , Dominica

Thursday, 26/11/2026

⚓ Arrives 08:00 🚢 Departs 17:00

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 8

Port Elizabeth, Bequia , Saint Vincent and the Grenadines

Friday, 27/11/2026

⚓ Arrives 08:00 🚢 Departs 18:00

Bequia is a Carib word meaning "island of the cloud." Hilly and green with several golden-sand beaches, Bequia is 9 miles (14½ km) south of St. Vincent's southwestern shore; with a population of 5,000, it's the largest of the Grenadines. Although boatbuilding, whaling, and fishing have been the predominant industries here for generations, sailing has now become almost synonymous with Bequia. Admiralty Bay is a favored anchorage for both privately owned and chartered yachts. Lodgings range from comfortable resorts and villas to cozy West Indian—style inns. Bequia's airport and the frequent ferry service from St. Vincent make this a favorite destination for day-trippers, as well. The ferry docks in Port Elizabeth, a tiny town with waterfront bars, restaurants, and shops where you can buy handmade souvenirs—including the exquisitely detailed model sailboats that are a famous Bequia export. The Easter Regatta is held during the four-day Easter weekend, when revelers gather to watch boat races and celebrate the island's seafaring traditions with food, music, dancing, and competitive games.To see the views, villages, beaches, and boatbuilding sites around Bequia, hire a taxi at the jetty in Port Elizabeth. Several usually line up under the almond trees to meet each ferry from St. Vincent.

Port Elizabeth, Bequia

Day 9

Bridgetown , Barbados

Saturday, 28/11/2026

⚓ Arrives 07:00 🚢 Departs 21:00

Located beside the island’s only natural harbour, the capital of Barbados combines modern and colonial architecture with glorious palm tree-lined beaches and a number of historical attractions. Experience the relaxed culture of the city renowned for its British-style parliament buildings and vibrant beach life, and seek out the Anglican church and the 19th-century Barbados Garrison. The distance between the ship and your tour vehicle may vary. This distance is not included in the excursion grades.

Bridgetown

Day 10

Rodney Bay , Saint Lucia

Sunday, 29/11/2026

⚓ Arrives 08:00 🚢 Departs 18:00
Rodney Bay

Day 12

Montserrat , Montserrat

Tuesday, 01/12/2026

⚓ Arrives 08:00 🚢 Departs 18:00
Montserrat

Day 13

Antigua , Antigua and Barbuda

Wednesday, 02/12/2026

⚓ Arrives 08:00 🚢 Departs 21:00
Antigua

Day 14

South Friars Bay , Saint Kitts and Nevis

Thursday, 03/12/2026

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

Day 15

Virgin Gorda , British Virgin Islands

Friday, 04/12/2026

⚓ Arrives 08:00 🚢 Departs 18:00
Virgin Gorda

Day 16

Sint Maarten , Sint Maarten (Dutch part)

Saturday, 05/12/2026

⚓ Arrives 07:00
Sint Maarten
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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.

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Veranda Suite 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...
✓ Shower ✓ Bath ✓ TV ✓ Safe ✓ Hair Dryer ✓ Queen or Twin Configuration ✓ Lounge Area ✓ Toiletries Provided

Veranda Suite (Deck 5)
Veranda Suite (Decks 6 to 9 - Fwd)
Veranda Suite (Deck 6 & 7 - Mid)
Veranda Suite (Decks 8 to 11 - Mid)
Veranda Guarantee

Veranda Guarantee

314–385 sqft · Up to 1 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
Owner's Suite Owner's Suite

Owner's Suite

718–1375 sqft · Up to 2 guests

526 & 593 SQUARE FEET (49 TO 55 SQUARE METERS) OF INSIDE SPACE, PLUS ONE VERANDA OF 133 & 354 SQUARE FEET (12 TO 33 SQUARE METERS)Owner's Suites Feature:Expansive ocean viewsForward-facing windowsDining for four to sixBathroom with whirlpool bathtubGuest bathPantry with wet barTwo flat-screen TVComplimentary In...
✓ Dining Area ✓ Shower ✓ Whirlpool Bath ✓ TV ✓ Free Wi-Fi ✓ Safe ✓ Hair Dryer ✓ Queen or Twin Configuration

Suite

Veranda Suite · 314–385 sqft

V1 Veranda Suite (Deck 5)

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Veranda Suite · 314–385 sqft

V2 Veranda Suite (Decks 6 to 9 - Fwd)

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Veranda Suite · 314–385 sqft

V3 Veranda Suite (Deck 6 & 7 - Mid)

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Veranda Suite · 314–385 sqft

V4 Veranda Suite (Decks 8 to 11 - Mid)

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Veranda Guarantee · 314–385 sqft

OB

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Owner's Suite · 718–1375 sqft

O1

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Seabourn

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Your Ship

Seabourn Ovation

Introducing Seabourn Ovation, the sister-ship to the prestigious Seabourn Encore.

Seabourn Ovation
600
Passengers
40,350
Gross Tonnage
2018
Year Built
12
Decks
300
Cabins
330
Crew

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