11-Day Caribbean Round-Trip Philadelphia: Dominican Republic & St. Thomas

The 11-Day Caribbean Round-Trip Philadelphia: Dominican Republic & St. Thomas is a 11-night Caribbean cruise aboard Norwegian Pearl, operated by Norwegian Cruise Line. Departing Philadelphia on December 23, 2026, the voyage visits 6 ports. Fares start from $1,539 per person.

Length: 11 nights
Departs: Dec 23, 2026
Returns: Jan 3, 2027
Ports of call: 6
Days at sea: 5

from $1,539

$139 / night per person, incl. taxes & fees

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from $1,539 pp

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Itinerary

Day 1 Dec 23, 2026 Philadelphia Departs 16:00 Philadelphia, Pennsylvania’s largest city, is notable for its rich history, on display at the Liberty Bell, Independence Hall (where the Declaration of Independence and Constitution were signed) and other American Revolutionary sites. Also iconic are the steps of the Philadelphia Museum of Art, immortalized by Sylvester Stallone’s triumphant run in the film "Rocky." Philadelphia port guide Search cruises visiting Philadelphia

Philadelphia photo — Day 1 Dec 23, 2026 Philadelphia Departs 16:00 Philadelphia, Pennsylvania’s largest city, is notable for its rich history, on display at the Liberty Bell, Independence Hall (where the Declaration of Independence and Constitution were signed) and other American Revolutionary sites. Also iconic are the steps of the Philadelphia Museum of Art, immortalized by Sylvester Stallone’s triumphant run in the film "Rocky." Philadelphia port guide Search cruises visiting Philadelphia

Day 5 Dec 27, 2026 Philipsburg, Sint Maarten 07:00 – 18:00 11.0 hrs ashore Offering some of the best vistas in all the Caribbean, St. Maarten is the smallest inhabited island in the world shared by two nations - France in the north and the Netherlands in the south. Dubbed the true melting pot of the Caribbean, the 37-square-mile island is home to people of 47 different nationalities and more than 400 restaurants, featuring a hugely diverse variety of cuisine. The island also has two capitals: Philipsburg on the Dutch side, and Marigot in the French part. Once you arrive on an MSC Caribbean and Antilles cruise in St. Maarten, explore how the two cultures have blended their very distinct characters on one of our MSC excursions. Your St. Maarten cruise will dock in Philipsburg, founded in 1763 by John Philips, a Scottish captain in the Dutch Navy. Philipsburg, with its pastel-coloured West Indian houses, is known for its duty-free shopping along Front Street, the Great Salt Pond, which once made the island literally “worth its salt,” and attracted the attention of the French, and Fort Willem, built in 1801, with mag-nificent views of the bay and the surrounding islands. From there, several MSC excursions take you on a hilly drive to the French side of the island to experience Marigot. Originally a fishing village on a swamp for which it was named, Marigot became the capital during the reign of Louis XVI. Fort Louis, which overlooks Marigot Bay and Anguilla, was built in the late 18th century to protect the town’s warehouses of salt, coffee, sugar cane and especially rum from the English. Today, Marigot showcases quaint colourful gingerbread-like houses, tasty sidewalk bistros and a waterfront market selling fruit and vegetables, spices, local meats and fresh fish from Creole huts worth exploring. For something special, spend the day on the Dutch side of the island at the restored sugar planta-tion at Rockland Estate. Take in a history lesson at the Emilio Wilson Museum or a nature hike and 360-degree views from Sentry Hill. Participate in a hands-on cooking demonstration of authentic local cuisines with lunch at Emilio’s restaurant, in an exclusive Martha Stewart excursion curated for MSC Cruises. Also at Rockland Estate, thrill seekers can book other MSC excursions on the Flying Dutchman, a fast and furious zip line ride that will have you whizzing down the line at speeds of up to 56 mph (90 km) per hour. Then take the Pirate Sky Ride cable car back up the top to the Crow’s Nest where several platforms encircling the mountain afford panoramic views of the neighbouring islands of Saba, Sint Eustatius, Saint Barthélemy and Anguilla. Then plunge down the mountain on a Schooner Ride inner tube along a specially designed track. To experience one of the island’s hottest spots and most popular attractions, visit the famous Maho Beach, also called Airplane Beach. Don’t get too comfortable, though. This is because you watch as planes pass only a short distance above your head as they land and take off from Princess Juli-ana Airport’s short runway next door.

Day 6 Dec 28, 2026 St. Thomas (US Virgin Islands) 07:00 – 18:00 11.0 hrs ashore The steep, spectacular hills that surround St Thomas's exquisite harbour provide a fitting entry point for this island of overwhelming natural splendour. The jungled-mountains reach up above tempting beaches and scuba diving sites, while Charlotte Amalie - the island's capital - sprawls down towards the water, bedecked with shops and tasty restaurants. Part of the beautiful U.S. Virgin Islands - together with St John and St Croix - these lands were purchased by the US in 1917. View less Nowadays, St Thomas is a patchwork of cultures, and a lively welcome to the islands, serving as a gracious host to the many visitors who linger - as well as those who jump on ferries, yachts and catamarans to explore the blessed beaches of the Caribbean's other retreats. A stunning island of dramatic jungled-scenery, keep your camera close to hand as you swing up the Skyride to Paradise Point, to look down over the natural amphitheatre of the dock and city below. Snap some more postcard-perfect shots at Drake’s Seat - said to be Sir Francis Drake's lookout point, where he could survey for approaching enemy ships. Nowadays, the views over Magens Bay and the infinite sea are always peaceful, and this is a great spot to catch a fiery Caribbean sunset spilling across the sky. Take catamaran cruises to explore the shining coastline, or seek out the glorious coves and caves that are hidden along the island's perimeter. Land on the secluded shores of tiny islands, before scuba diving and snorkelling above the twisted boughs of lost ships, reclaimed by the waters and inhabited by curious tropical fish life. Kayak over still lagoon waters, or take the chance to lay back on soft beaches strewn with tiny shells, as St Thomas's beauty washes over you. St. Thomas (US Virgin Islands) port guide Search cruises visiting St. Thomas (US Virgin Islands)

St. Thomas (US Virgin Islands) photo — Day 6 Dec 28, 2026 St. Thomas (US Virgin Islands) 07:00 – 18:00 11.0 hrs ashore The steep, spectacular hills that surround St Thomas's exquisite harbour provide a fitting entry point for this island of overwhelming natural splendour. The jungled-mountains reach up above tempting beaches and scuba diving sites, while Charlotte Amalie - the island's capital - sprawls down towards the water, bedecked with shops and tasty restaurants. Part of the beautiful U.S. Virgin Islands - together with St John and St Croix - these lands were purchased by the US in 1917. View less Nowadays, St Thomas is a patchwork of cultures, and a lively welcome to the islands, serving as a gracious host to the many visitors who linger - as well as those who jump on ferries, yachts and catamarans to explore the blessed beaches of the Caribbean's other retreats. A stunning island of dramatic jungled-scenery, keep your camera close to hand as you swing up the Skyride to Paradise Point, to look down over the natural amphitheatre of the dock and city below. Snap some more postcard-perfect shots at Drake’s Seat - said to be Sir Francis Drake's lookout point, where he could survey for approaching enemy ships. Nowadays, the views over Magens Bay and the infinite sea are always peaceful, and this is a great spot to catch a fiery Caribbean sunset spilling across the sky. Take catamaran cruises to explore the shining coastline, or seek out the glorious coves and caves that are hidden along the island's perimeter. Land on the secluded shores of tiny islands, before scuba diving and snorkelling above the twisted boughs of lost ships, reclaimed by the waters and inhabited by curious tropical fish life. Kayak over still lagoon waters, or take the chance to lay back on soft beaches strewn with tiny shells, as St Thomas's beauty washes over you. St. Thomas (US Virgin Islands) port guide Search cruises visiting St. Thomas (US Virgin Islands)

Day 7 Dec 29, 2026 Tortola 07:00 – 18:00 11.0 hrs ashore As you arrive on an MSC Caribbean and Antilles cruise in Tortola, the largest of the British Virgin Islands, it’s easy to see why pirates took refuge here among the hidden coves and sheltered bays, lush green mountains and powder-white sandy beaches. Today, its beauty continues to draw attention; Road Town, BVI’s capital, is a haven for yacht chartering, upscale tourism and offshore finance. You recognize Dutch and English colonial influences from a bygone era dominated by large sugarcane plantations built on the backs of enslaved African labour. Main Street, Road Town's main shopping district, features several historical landmarks including the Post Office, built in the mid-1800s, St. George's Anglican Church, Britannic Hall and the Virgin Islands' Folk Museum. Despite being a British protectorate, the U.S. dollar is used as Tortola’s main currency. The best way to discover Tortola is on an MSC excursion. Take a panoramic island bus tour through Road Town and the charming districts of Long Trench and Fahie Hill. Then drive along the dramatic north shoreline to beautiful Cane Garden Bay, where you can take a dip in the inviting, clear water and gaze at the anchored boats that prize this placid bay. Along the way, get your fill of Instagram-worthy vistas of the surrounding islands. Feeling more adventurous? Book a 4x4 island tour on a safari-style Land Rover to experience the island's verdant terrain and magnificent views that are well off the beaten track. Enjoy a snorkelling trip on the southern tip of the BVI archipelago at nearby Norman Island, said to have been the inspiration for Robert Louis Stevenson’s classic “Treasure Island” novel. Or let an MSC excursion take you on a pleasant boat ride to the nearby island of Virgin Gorda to visit the stunning beach area known as The Baths, one of the BVI’s most popular sights. Amid the natural beauty, swim, snorkel and see colourful fish, or simply explore the unusual geological formations comprising huge, sea-sculpted granite boulders that line the beach and form tidal pools, tunnels, caves, arches and scenic grottoes. Tortola port guide Search cruises visiting Tortola

Day 8 Dec 30, 2026 San Juan, Puerto Rico 07:00 – 15:00 8.0 hrs ashore Blessed with some of the oldest buildings in the Western Hemisphere, San Juan, Puerto Rico’s cap-ital, is romantically charming with its bright pastel Spanish colonial facades, wrought-iron balconies abloom with flowers, narrow cobblestone streets and beloved park squares. Once you arrive on an MSC Caribbean and Antilles cruise at the port, explore Old San Juan (Viejo San Juan), a UNESCO World Heritage district, widely renowned for the fortresses of Castillo San Felipe del Morro and the Castillo San Cristóbal. The old town occupies the headland of a 2.5-mile-long island (connected by bridge to the mainland) that shelters San Juan Bay, for centuries a key port in the New World. It was originally known as Puerto Rico, or “rich port,” because its location made it the perfect stop for shipping. Several MSC excursions offer walking tours that let you soak up amazing views of San Juan, while making cultural discoveries of a lifetime. Wander through the old town along the Paseo de la Princesa, San Juan’s oldest tree-lined avenue; head up its southern city wall, La Muralla, which until the late 19th century encircled all of Old San Juan with sandstone; and tour the 16th-century fortress of El Morro, with its six different lines of defence. Take a coffee-tasting walking tour to explore Puerto Rico’s rich coffee culture, and learn how the island’s rich volcanic soil and climate have contributed to the rise of coffee as one of its main crops. Taste a delicious cup of freshly brewed Puerto Rican café con leche, learn about the island's historical ties with the caffeine-rich beverage, and explore how coffee and the church are connected on this MSC excursion through the streets of Old San Juan. Or savour San Juan’s culinary delights, in a Martha Stewart excursion curated exclusively for MSC that will have you tasting local cuisine and drinks at five destinations along the route through the fortified colonial city. From Puerto Rican fritters at historic El Convento Hotel, to chocolate tasting at a fourth-generation chocolatier, you won’t want to miss this tour, which ends at La Casita de Rones for a rum lesson and a piña colada, the national drink of Puerto Rico. With more than 80% of the world's rum coming from Puerto Rico, delve deeper into the spirit on an MSC excursion to Casa Bacardí in the town of Cataño. Discover the story behind Bacardí’s legendary cocktails, sniff the products on display and learn about the rum-making process including wood barrelling, ageing and finishing. For the grand finale, enjoy a fascinating mixology show. Nature lovers will not want to miss a visit to El Yunque, the only tropical rainforest in the U.S. territory and one of Puerto Rico's finest spots of natural beauty. Marvel at its small horsetail waterfalls, giant ferns and tropical hardwoods. For an enchanting experience, kayak into the enchanting bioluminescent bay at Laguna Grande of Fajardo on another MSC excursion. Under the blanket of the night sky and the lighthouse of Fajardo, paddle through the water and watch it glow with the bioluminescence of millions and millions of tiny organisms. San Juan, Puerto Rico port guide Search cruises visiting San Juan, Puerto Rico

San Juan, Puerto Rico photo — Day 8 Dec 30, 2026 San Juan, Puerto Rico 07:00 – 15:00 8.0 hrs ashore Blessed with some of the oldest buildings in the Western Hemisphere, San Juan, Puerto Rico’s cap-ital, is romantically charming with its bright pastel Spanish colonial facades, wrought-iron balconies abloom with flowers, narrow cobblestone streets and beloved park squares. Once you arrive on an MSC Caribbean and Antilles cruise at the port, explore Old San Juan (Viejo San Juan), a UNESCO World Heritage district, widely renowned for the fortresses of Castillo San Felipe del Morro and the Castillo San Cristóbal. The old town occupies the headland of a 2.5-mile-long island (connected by bridge to the mainland) that shelters San Juan Bay, for centuries a key port in the New World. It was originally known as Puerto Rico, or “rich port,” because its location made it the perfect stop for shipping. Several MSC excursions offer walking tours that let you soak up amazing views of San Juan, while making cultural discoveries of a lifetime. Wander through the old town along the Paseo de la Princesa, San Juan’s oldest tree-lined avenue; head up its southern city wall, La Muralla, which until the late 19th century encircled all of Old San Juan with sandstone; and tour the 16th-century fortress of El Morro, with its six different lines of defence. Take a coffee-tasting walking tour to explore Puerto Rico’s rich coffee culture, and learn how the island’s rich volcanic soil and climate have contributed to the rise of coffee as one of its main crops. Taste a delicious cup of freshly brewed Puerto Rican café con leche, learn about the island's historical ties with the caffeine-rich beverage, and explore how coffee and the church are connected on this MSC excursion through the streets of Old San Juan. Or savour San Juan’s culinary delights, in a Martha Stewart excursion curated exclusively for MSC that will have you tasting local cuisine and drinks at five destinations along the route through the fortified colonial city. From Puerto Rican fritters at historic El Convento Hotel, to chocolate tasting at a fourth-generation chocolatier, you won’t want to miss this tour, which ends at La Casita de Rones for a rum lesson and a piña colada, the national drink of Puerto Rico. With more than 80% of the world's rum coming from Puerto Rico, delve deeper into the spirit on an MSC excursion to Casa Bacardí in the town of Cataño. Discover the story behind Bacardí’s legendary cocktails, sniff the products on display and learn about the rum-making process including wood barrelling, ageing and finishing. For the grand finale, enjoy a fascinating mixology show. Nature lovers will not want to miss a visit to El Yunque, the only tropical rainforest in the U.S. territory and one of Puerto Rico's finest spots of natural beauty. Marvel at its small horsetail waterfalls, giant ferns and tropical hardwoods. For an enchanting experience, kayak into the enchanting bioluminescent bay at Laguna Grande of Fajardo on another MSC excursion. Under the blanket of the night sky and the lighthouse of Fajardo, paddle through the water and watch it glow with the bioluminescence of millions and millions of tiny organisms. San Juan, Puerto Rico port guide Search cruises visiting San Juan, Puerto Rico

Day 9 Dec 31, 2026 Puerto Plata/Dominican Republic 07:00 – 15:00 8.0 hrs ashore Christopher Columbus dubbed the peak overlooking the town Monte de Plata due to the silvery hue of its cloud cover, but the region is actually best known for its abundant amber deposits. View ancient fossils and insects encased for millions of years in this translucent, hardened sap at the Amber Museum, stroll among vividly painted Victorian mansions and then take a cable car to the 2,600-foot summit of Pico Isabel de Torres for glorious views of the entire Amber Coast. At the superbly preserved 16th-century Fortaleza San Felipe, look out to sea and imagine an onslaught of pirates eager to plunder the town’s treasures. Fortunately, today you need not cannonade Puerto Plata from a frigate to access its myriad attractions. Puerto Plata/Dominican Republic port guide Search cruises visiting Puerto Plata/Dominican Republic

Puerto Plata/Dominican Republic photo — Day 9 Dec 31, 2026 Puerto Plata/Dominican Republic 07:00 – 15:00 8.0 hrs ashore Christopher Columbus dubbed the peak overlooking the town Monte de Plata due to the silvery hue of its cloud cover, but the region is actually best known for its abundant amber deposits. View ancient fossils and insects encased for millions of years in this translucent, hardened sap at the Amber Museum, stroll among vividly painted Victorian mansions and then take a cable car to the 2,600-foot summit of Pico Isabel de Torres for glorious views of the entire Amber Coast. At the superbly preserved 16th-century Fortaleza San Felipe, look out to sea and imagine an onslaught of pirates eager to plunder the town’s treasures. Fortunately, today you need not cannonade Puerto Plata from a frigate to access its myriad attractions. Puerto Plata/Dominican Republic port guide Search cruises visiting Puerto Plata/Dominican Republic

Pricing

Lowest fare we've tracked over the observed 90-day span: $1,539 · range $1,539–$1,939

Current prices

Per person · 2 guests · incl. taxes & fees

Inside

from $1,539

$139 / night

Fare rows

Sail Away Inside

Cabin grade

Available

from $1,539

$139 / night

per person · incl. taxes

Inside

Cabin grade

Available

from $1,589

$144 / night

per person · incl. taxes

Inside

Cabin grade

Available

from $1,599

$145 / night

per person · incl. taxes

Inside

Cabin grade

Available

from $1,609

$146 / night

per person · incl. taxes

Family Inside

Cabin grade

Available

from $1,619

$147 / night

per person · incl. taxes

Solo Inside

Cabin grade

Available

from $2,629

$239 / night

per person · incl. taxes

Oceanview

from $1,739

$158 / night

Fare rows

Sail Away Oceanview

Cabin grade

Available

from $1,739

$158 / night

per person · incl. taxes

Obstructed Oceanview

Cabin grade

Available

from $1,789

$162 / night

per person · incl. taxes

Oceanview

Cabin grade

Available

from $1,799

$163 / night

per person · incl. taxes

Oceanview with Picture Window

Cabin grade

Available

from $1,809

$164 / night

per person · incl. taxes

Oceanview Picture Window

Cabin grade

Available

from $1,869

$169 / night

per person · incl. taxes

Family Oceanview

Cabin grade

Available

from $1,879

$170 / night

per person · incl. taxes

Solo Oceanview

Cabin grade

Available

from $2,989

$271 / night

per person · incl. taxes

Balcony

from $2,489

$226 / night

Fare rows

Balcony

Cabin grade

Available

from $2,489

$226 / night

per person · incl. taxes

Balcony

Cabin grade

Available

from $2,519

$229 / night

per person · incl. taxes

Family Balcony

Cabin grade

Available

from $2,529

$229 / night

per person · incl. taxes

Aft-Facing Balcony

Cabin grade

Available

from $3,759

$341 / night

per person · incl. taxes

Suite

from $2,739

$249 / night

Fare rows

Sail Away Club Balcony Suite

Cabin grade

Available

from $2,739

$249 / night

per person · incl. taxes

Club Balcony Suite

Cabin grade

Available

from $2,789

$253 / night

per person · incl. taxes

Club Balcony Suite

Cabin grade

Available

from $2,819

$256 / night

per person · incl. taxes

Aft-Facing Club Balcony Suite

Cabin grade

Available

from $4,589

$417 / night

per person · incl. taxes

Aft-Facing Penthouse with Balcony

Cabin grade

Available

from $6,189

$562 / night

per person · incl. taxes

Penthouse with Large Balcony

Cabin grade

Available

from $6,379

$579 / night

per person · incl. taxes

Forward-Facing Deluxe Penthouse with Large Balcony

Cabin grade

Available

from $6,569

$597 / night

per person · incl. taxes

2-Bedroom Deluxe Family Suite with Balcony

Cabin grade

Available

from $7,169

$651 / night

per person · incl. taxes

The Haven Courtyard Penthouse with Balcony

Cabin grade

Available

from $8,589

$780 / night

per person · incl. taxes

The Haven 2-Bedroom Family Villa with Balcony

Cabin grade

Available

from $8,789

$799 / night

per person · incl. taxes

The Haven Owner's Suite with Large Balcony

Cabin grade

Available

from $12,039

$1,094 / night

per person · incl. taxes

The Haven Deluxe Owner's Suite with Balcony

Cabin grade

Available

from $12,139

$1,103 / night

per person · incl. taxes

The Haven 3-Bedroom Garden Villa

Cabin grade

Available

from $19,289

$1,753 / night

per person · incl. taxes

Prices verified Jun 22, 2026

Prices come from third-party data feeds via Norwegian Cruise Line and may differ from the cruise line's current fare. Confirm the final price before booking. How our pricing works

Show all 34 cabin grades

Name	Supplier code	Type
Aft-Facing Balcony	B1	Balcony
Family Balcony	B4	Balcony
Balcony	BA	Balcony
Balcony	BF	Balcony
Solo Balcony	BT	Balcony
Sail Away Balcony	BX	Balcony
Family Inside	I4	Inside
Inside	IA	Inside
Inside	IB	Inside
Inside	IF	Inside
Solo Inside	IT	Inside
Sail Away Inside	IX	Inside
Family Oceanview	O4	Oceanview
Oceanview Picture Window	OA	Oceanview
Oceanview with Picture Window	OB	Oceanview
Oceanview	OF	Oceanview
Obstructed Oceanview	OK	Oceanview
Solo Oceanview	OT	Oceanview
Sail Away Oceanview	OX	Oceanview
The Haven 3-Bedroom Garden Villa	H1	Suite
The Haven Deluxe Owner's Suite with Large Balcony	H2	Suite
The Haven Deluxe Owner's Suite with Balcony	H3	Suite
The Haven Owner's Suite with Large Balcony	H4	Suite
The Haven 2-Bedroom Family Villa with Balcony	H6	Suite
The Haven Courtyard Penthouse with Balcony	HF	Suite
Aft-Facing Club Balcony Suite	M1	Suite
Club Balcony Suite	MA	Suite
Club Balcony Suite	MB	Suite
Sail Away Club Balcony Suite	MX	Suite
2-Bedroom Deluxe Family Suite with Balcony	S4	Suite
Forward-Facing Deluxe Penthouse with Large Balcony	SD	Suite
Penthouse with Large Balcony	SF	Suite
Aft-Facing Penthouse with Large Balcony	SM	Suite
Aft-Facing Penthouse with Balcony	SN	Suite