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16-night Transatlantic cruise: San Juan, Puerto Rico to London on Star Pride

The Ocean Crossing is a 16-night Transatlantic cruise aboard Star Pride, operated by Windstar Cruises. Departing San Juan, Puerto Rico on March 30, 2027 and arriving in London on April 15, 2027, the voyage visits 3 ports including Lisbon. Fares start from $2,720 per person.

Length
16 nights
Departs
Mar 30, 2027
Returns
Apr 15, 2027
Ports of call
3
Days at sea
14

Voyage code PR20270330-16D

San Juan, Puerto Rico

16 nights · Transatlantic

from $2,720 pp

via CruiseDirect

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Why this route stands out

A closer look at the journey

San Juan, Puerto Rico

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.

Lisbon

Lisbon, the capital of Portugal, is a city open to the sea and carefully planned with 18th-century elegance. Its founder is said to be the legendary Ulysses, but the theory of an original Phoenician settlement is probably more realistic. Known in Portugal as Lisboa, the city was inhabited by the Romans, Visigoths and, beginning in the 8th century, the Moors. Much of the 16th century was a period of great prosperity and overseas expansion for Portugal. Tragedy struck on All Saints' Day in 1755 with a devastating earthquake that killed about 40,000 people. The destruction of Lisbon shocked the continent. As a result, the Baixa (lower city) emerged in a single phase of building, carried out in less than a decade by the royal minister, the Marques de Pombal. His carefully planned layout of a perfect neo-classical grid survived to this day and remains the heart of the city. Evidence of pre-quake Lisbon can still be seen in the Belém suburb and the old Moorish section of the Alfama that sprawls below the Castle of St. George. Lisbon is a compact city on the banks of the Tagus River. Visitors find it easy to get around as many places of interest are in the vicinity of the central downtown area. There is a convenient bus and tram system and taxis are plentiful. Rossio Square, the heart of Lisbon since medieval times, is an ideal place to start exploring. After a fire destroyed parts of the historic neighborhood behind Rossio in 1988, many of the restored buildings emerged with modern interiors behind the original façades. The city boasts a good many monuments and museums, such as the Jeronimos Monastery, Tower of Belém, the Royal Coach Museum and the Gulbenkian Museum. High above the Baixa is the Bairro Alto (upper city) with its teeming nightlife. The easiest way to connect between the two areas is via the public elevator designed by Gustave Eiffel. Cruising up the Tagus River to the ship's berth, you can already spot three of Lisbon's famous landmarks: the Monument to the Discoveries, the Tower of Belém and the Statue of Christ, which welcomes visitors from its hilltop location high above Europe's longest suspension bridge.

London

London is undoubtedly one of the world's greatest cities. With a population of nearly eight million, it is by far the largest city in Europe, spreading over an area of more than 620 square miles. In addition to numerous monuments from its past as a world empire, London is equally known for its pageantry and tradition. Though the city was heavily damaged during the Blitz of World War II, a surprising number of monuments were miraculously spared from destruction. Soon after the end of the war, England's capital began to prosper as never before. London has something for everyone - wide boulevards buzzing with excitement far into the night, quiet squares and explorable alleyways. Large expanses of greenery, such as Hyde Park, Green Park and St. James Park, are all within a few minutes' walk of the West End shops.The museums and galleries are as varied and rich as you will find anywhere. Monuments run the gamut from Roman ruins to sumptuous castles and opulent public buildings, representing the architecture of the triumphal British Empire. Many of these buildings were constructed in the 18th century and during the reign of Queen Victoria to reflect the city's status as the financial and administrative hub of a great empire. Today, London wears its 2,000 years of history with dignity. Alongside modern skyscrapers are remnants of the city's Roman wall. Norman London is evident in one of London's best-known landmarks, the Tower of London, whose origins date back to William the Conqueror.The city's oldest pub, a few medieval churches and the timbered Elizabethan façade of Staple Inn recall London before the Great Fire of 1666. Stately Georgian squares from the 18th century are preserved in the fashionable West End.

Price tracking

Today’s fare, in context

Price history

30 days
Fare details

Fare details

Per person · taxes & fees included
Current fares
Verified 5 days ago
Oceanview
$2,720
Balcony
$4,880
Suite
$9,680
Tracked range
56 days
Price history by cabin type
CabinCurrentLowestHighest
Oceanview $2,720 $2,720 on Jul 9 $2,720 on Jul 9
Balcony $4,880 $4,880 on Jul 9 $4,880 on Jul 9
Suite $9,680 $9,680 on Jul 9 $9,680 on Jul 9
Cabin grades
13 total
Balcony SuiteBalcony · BS
Balcony SuiteBalcony · BS1
Star Balcony SuiteBalcony · SBS
Star Balcony SuiteBalcony · SBS1
Ocean View SuiteOceanview · S
Ocean View SuiteOceanview · S1
Ocean View SuiteOceanview · S2
Ocean View SuiteOceanview · S3
Star Porthole SuiteOceanview · SP
Star Ocean View SuiteOceanview · SS1
Classic SuiteSuite · CS
Deluxe SuiteSuite · DS
Owner's SuiteSuite · OW

○ = last seen (sold out or delisted). · Verified 5 days ago.

Lowest fares with no residency, age, or service requirement — verify eligibility at booking. How our pricing works

Current prices

Per person · 2 guests · incl. taxes & fees

Inside

Not available

Oceanview

from $2,720

$170 / night

Fare rows

Star Porthole Suite

Cabin grade

Available

from $2,720

$170 / night

per person · incl. taxes & fees

Ocean View Suite

Cabin grade

Available

from $2,960

$185 / night

per person · incl. taxes & fees

Ocean View Suite

Cabin grade

Available

from $3,200

$200 / night

per person · incl. taxes & fees

Star Ocean View Suite

Cabin grade

Available

from $3,440

$215 / night

per person · incl. taxes & fees

Ocean View Suite

Cabin grade

Available

from $3,600

$225 / night

per person · incl. taxes & fees

Ocean View Suite

Cabin grade

Available

from $3,920

$245 / night

per person · incl. taxes & fees

Balcony

from $4,880

$305 / night

Fare rows

Balcony Suite

Cabin grade

Available

from $4,880

$305 / night

per person · incl. taxes & fees

Star Balcony Suite

Cabin grade

Available

from $5,040

$315 / night

per person · incl. taxes & fees

Balcony Suite

Cabin grade

Available

from $5,360

$335 / night

per person · incl. taxes & fees

Star Balcony Suite

Cabin grade

Available

from $5,600

$350 / night

per person · incl. taxes & fees

Suite

from $9,680

$605 / night

Fare rows

Deluxe Suite

Cabin grade

Available

from $9,680

$605 / night

per person · incl. taxes & fees

Classic Suite

Cabin grade

Available

from $13,680

$855 / night

per person · incl. taxes & fees

Prices verified Aug 28, 2026

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The journey

16 nights, in order

San Juan, Puerto Rico

Day 1 Mar 30, 2027

San Juan, Puerto Rico

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,…

Explore San Juan, Puerto Rico

Day by day

The full itinerary

17 scheduled calls
Star Pride

Your ship

Star Pride

With only 212 guests, a Star Pride cruise will make you feel like you're on board your own private small ship almost as soon as you step aboard. The sitting area of your spacious, newly refurbished suite gives you an expansive ocean view — making it a welcome retreat. When you're ready to make an appearance, the lounges, club, screening room, and library are waiting to be explored. Take some "you" time in the tranquil WindSpa . . . enjoy a dip in the pool . . . work off that decadent dessert in the Fitness Center . . . and, of course, you are always welcome to visit the Bridge to examine navigation charts with the Captain. Star Pride is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach.

4★ 9,975 GT 212 Passengers Built 1988
Star Pride ship guide Search cruises on Star Pride

Deck plans

Deck plan for Deck 3

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from $2,720 pp

via CruiseDirect

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