The Authentic Cruise Company

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21-Day Southern Caribbean Discovery

with Seabourn
Dec. 02, 2025 - Dec. 22, 2025
21 days16 ports

  • Asia
  • british isles
  • Cambodia
  • Cherry Blossoms
  • Cruise
  • denmark
  • Dining
  • europe
  • family
  • iceland
  • ireland
  • Japan
  • Luxury Cruise
  • scotland
  • Seabourn
  • Seabourn dining
  • Spring
  • The Mekong
  • Vietnam
  • wine

Itinerary

Day 1: San Juan (Puerto Rico)
Day 3: Aruba
Day 4: Curaçao
Day 5: Bonaire
Day 7: Trois-Ilets
Day 8: Roseau
Day 9: Montserrat
Day 10: South Friars Bay
Day 11: Antigua
Day 12: Tortola
Day 13: San Juan (Puerto Rico)
Day 14: Frenchman's Cay
Day 15: South Friars Bay
Day 17: Terre-de-Haut
Day 18: Saint Pierre
Day 19: Port Elizabeth, Bequia
Day 20: Saint George's
Day 21: Bridgetown
Day 1: San Juan (Puerto Rico)

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.

Day 3: Aruba
Day 4: Curaçao
Day 5: Bonaire
Day 7: Trois-Ilets
Day 8: Roseau

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.

Day 9: Montserrat
Day 10: South Friars Bay
Day 11: Antigua
Day 12: Tortola

The bustling capital of the BVI looks out over Road Harbour. It takes only an hour or so to stroll down Main Street and along the waterfront, checking out the traditional West Indian buildings painted in pastel colors and with corrugated-tin roofs, bright shutters, and delicate fretwork trim. For sightseeing brochures and the latest information on everything from taxi rates to ferry schedules, stop in at the BVI Tourist Board office. Or just choose a seat on one of the benches in Sir Olva Georges Square, on Waterfront Drive, and watch the people come and go from the ferry dock and customs office across the street.

Day 13: San Juan (Puerto Rico)

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.

Day 14: Frenchman's Cay
Day 15: South Friars Bay
Day 17: Terre-de-Haut
Day 18: Saint Pierre
Day 19: Port Elizabeth, Bequia

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.

Day 20: Saint George's

Nutmeg, cinnamon, cloves, cocoa those heady aromas fill the air in Grenada (pronounced gruh-nay-da). Only 21 miles (33½ km) long and 12 miles (19½ km) wide, the Isle of Spice is a tropical gem of lush rain forests, white-sand beaches, secluded coves, exotic flowers, and enough locally grown spices to fill anyone’s kitchen cabinet. St. George’s is one of the most picturesque capital cities in the Caribbean, St. George’s Harbour is one of the most picturesque harbors, and Grenada’s Grand Anse Beach is one of the region’s finest beaches. The island has friendly, hospitable people and enough good shopping, restaurants, historic sites, and natural wonders to make it a popular port of call. About one-third of Grenada’s visitors arrive by cruise ship, and that number continues to grow each year. Grenada’s capital is a bustling West Indian city, much of which remains unchanged from colonial days. Narrow streets lined with shops wind up, down, and across steep hills. Brick warehouses cling to the waterfront, and pastel-painted homes rise from the waterfront and disappear into steep green hills. The horseshoe-shaped St. George’s Harbour, a submerged volcanic crater, is arguably the prettiest harbor in the Caribbean. Schooners, ferries, and tour boats tie up along the seawall or at the small dinghy dock. The Carenage (pronounced car-a-nahzh), which surrounds the harbor, is the capital’s center. Warehouses, shops, and restaurants line the waterfront. The Christ of the Deep statue that sits on the pedestrian plaza at the center of The Carenage was presented to Grenada by Costa Cruise Line in remembrance of its ship, Bianca C, which burned and sank in the harbor in 1961 and is now a favorite dive site. An engineering feat for its time, the 340-foot-long Sendall Tunnel was built in 1895 and named for Walter Sendall, an early governor. The narrow tunnel, used by both pedestrians and vehicles, separates the harbor side of St. George’s from the Esplanade on the bay side of town, where you can find the markets (produce, meat, and fish), the Cruise Ship Terminal, the Esplanade Mall, and the public bus station.

Day 21: Bridgetown

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.

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Ship features

Grand Wintergarden Suite

Grand Wintergarden Suite

Located on Deck 8; Combine mid-ship suites 849 and 851 for suite 8491 or suites 846 and 848 for suite 8468 for a total inside space of 1,292 square feet (120 square meters) plus two verandas totaling 244 square feet (23 square meters)

Grand Wintergarden Suites feature:

  • Large windows
  • Dining for six
  • Glass-enclosed solarium with tub and day bed
  • Bathroom with whirlpool bathtub
  • Two bedrooms
  • Two bathrooms (one whirlpool)
  • Convertible sofa bed for one
  • Pantry with wet bar
  • Two flat-screen TVs
  • Complimentary Internet/Wi-Fi service
Grand Wintergarden Suite
Wintergarden Suite

Wintergarden Suite

Located on Deck 8; mid-ship suites 846 and 849 inside space of 989 square feet (92 square meters) plus one veranda of 197 square feet (18 square meters)

Wintergarden Suites feature:

  • Large windows
  • Dining for six
  • Whirlpool bathtub
  • Guest bath
  • Convertible sofa bed for one
  • Pantry with wet bar
  • Glass-enclosed solarium with tub and day bed
  • Two closets
  • Two flat-screen TVs
  • Complimentary Internet/Wi-Fi service
Grand Wintergarden Suite
Wintergarden Suite
Signature Suite

Signature Suite

Located on Deck 8; forward suites 800 and 801 inside space of approximately 977 square feet of inside space, plus one veranda of 960 square feet (89 square meters).

Signature Suites feature:

  • Expansive ocean views
  • Forward-facing windows
  • Dining for four to six
  • Bathroom with whirlpool bathtub
  • Guest bath
  • Pantry with wet bar
  • Two flat-screen TVs
  • Complimentary Internet/Wi-Fi service
Grand Wintergarden Suite
Wintergarden Suite
Signature Suite
Owner's Suite

Owner's Suite

Located on Deck 7, 8, 9 and 10; total inside space of between 576 and 597 square feet (54 and 55 square meters) plus veranda of between 142 and 778 square feet (13 to 72 square meters)

Owner’s Suites feature:

  • Expansive ocean views
  • Forward-facing windows
  • Dining for four to six
  • Bathroom with whirlpool bathtub
  • Guest bath
  • Pantry with wet bar
  • Two flat-screen TV
  • Complimentary Internet/Wi-Fi service

*Wheelchair accessible suites are roll-in shower only.

Grand Wintergarden Suite
Wintergarden Suite
Signature Suite
Owner's Suite
Suite Guarantee

Suite Guarantee

More information coming soon…

Grand Wintergarden Suite
Wintergarden Suite
Signature Suite
Owner's Suite
Suite Guarantee
Penthouse Spa Suite

Penthouse Spa Suite

All Penthouse Suites on board feature a comfortable living area, glass door to private veranda, queen-size-bed or two twin beds; walk-in closet with personal safe, two 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 shower, plush robes, slippers hair dryer and 110/220V AC outlets.

  • Dining table for two to four
  • Separate bedroom
  • Glass door to veranda
  • Two flat-screen TVs
  • Fully stocked bar
  • Spacious bathroom with tub
  • Shower and large vanity
Grand Wintergarden Suite
Wintergarden Suite
Signature Suite
Owner's Suite
Suite Guarantee
Penthouse Spa Suite
Penthouse Suite

Penthouse Suite

All Penthouse Suites on board feature a comfortable living area, glass door to private veranda, queen-size-bed or two twin beds; walk-in closet with personal safe, two 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 shower, plush robes, slippers hair dryer and 110/220V AC outlets.

  • Dining table for two to four
  • Separate bedroom
  • Glass door to veranda
  • Two flat-screen TVs
  • Fully stocked bar
  • Spacious bathroom with tub
  • Shower and large vanity
Grand Wintergarden Suite
Wintergarden Suite
Signature Suite
Owner's Suite
Suite Guarantee
Penthouse Spa Suite
Penthouse Suite
Penthouse Suite Guarantee

Penthouse Suite Guarantee

  • Dining table for two to four
  • Separate bedroom
  • Glass door to veranda
  • Two flat-screen TVs
  • Fully stocked bar
  • Spacious bathroom with tub, shower and large vanit
Grand Wintergarden Suite
Wintergarden Suite
Signature Suite
Owner's Suite
Suite Guarantee
Penthouse Spa Suite
Penthouse Suite
Penthouse Suite Guarantee
Veranda Suite

Veranda Suite

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 tub and shower.

  • A full-length window
  • 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 tub and shower

*Wheelchair accessible suites are roll-in shower only.

Grand Wintergarden Suite
Wintergarden Suite
Signature Suite
Owner's Suite
Suite Guarantee
Penthouse Spa Suite
Penthouse Suite
Penthouse Suite Guarantee
Veranda Suite
Veranda Guarantee

Veranda Guarantee

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 tub and shower.

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.

Grand Wintergarden Suite
Wintergarden Suite
Signature Suite
Owner's Suite
Suite Guarantee
Penthouse Spa Suite
Penthouse Suite
Penthouse Suite Guarantee
Veranda Suite
Veranda Guarantee
Single Outside Guarantee

Single Outside Guarantee

More information coming soon…

Seabourn

Seabourn pioneered small-ship, ultra-luxury cruising, and continues to represent the pinnacle of that unique style of travel. The fleet of ultra-luxury ships, comprised of all ocean-front suites, carries between 264 and 600 guests each, brought to life by an award-winning team numbering nearly as many as the guests.
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