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San Juan to Lisbon

Embark on an unforgettable voyage with Silversea's San Juan to Lisbon cruise. This 14-day Transatlantic adventure aboard the luxurious Silver Shadow will whisk you away to breathtaking destinations. Explore the vibrant culture of San Juan, Puerto Rico, before relaxing on the idyllic beaches of Jost Van Dyke and the historic charm of Saint John's.

Discover the beauty of the Canary Islands with visits to La Palma and Tenerife, each offering unique volcanic landscapes and charming towns. Your journey culminates in the captivating city of Lisbon, Portugal, rich in history and brimming with delicious cuisine.

Experience the ultimate in luxury with Silversea, renowned for its impeccable service and all-inclusive amenities. This is more than just a cruise; it's a sophisticated exploration of diverse cultures and stunning scenery. Book your dream voyage today!

  • Cruise Line: Silversea
  • Ship: Silver Shadow
  • Duration: 14 Nights
  • Departure: March
FROM PER PERSON*
£2,700
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San Juan to Lisbon Prices

Price per person
Mar 06, 2027
£3,650 pp
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Mar 09, 2027
£2,700 pp
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More Dates

San Juan to Lisbon Itinerary

Day 1

San Juan (Puerto Rico)

The capital city of Puerto Rico, San Juan
is one of the busiest ports in the Caribbean and home to a third of
all Puerto Ricans. Nearly every visitor to the island arrives at
San Juan, many on cruise liners. It's one of the largest home-based
cruise ports in the world, hosting many vessels with more being
added each year.

San Juan is divided into three distinct
districts: Old San Juan, the historic walled city; the beach and
resort area; and the outlying suburbs. Tourists mainly visit Old
San Juan, the site of most restaurants, shops, entertainment venues
and some exquisite beaches.

The old city is linked to the new by the
largely residential barrio of Puerta de Tierra and a series of
modern highways leading to the Condado beachfront, which is
reminiscent of Florida's Miami Beach with its high-rise hotels and
apartment blocks.

It is not only tourism that keeps the
financial mills grinding in San Juan. The city is an important
centre for petroleum and sugar refining, brewing and distilling,
and the manufacturing of cement, pharmaceuticals, metal products
and tobacco products.

In the midst of all the hustle and bustle,
there are numerous attractions in San Juan to amuse, entertain and
interest many tourists, and the city is a perfect base for
exploring the rest of what this small Caribbean island has to
offer.

Day 2

Great Harbour, Jost Van Dyke

Great Harbour is a stunning and tranquil bay located on Jost Van Dyke, the smallest of the four main islands of the British Virgin Islands (BVI). Known for its picturesque scenery, crystal clear turquoise waters, and soft white sandy beaches, Great Harbour is an oasis for beach-goers, sailors, and adventure enthusiasts alike. Spanning just about three square miles, Jost Van Dyke hosts a small population, but it boasts an outsized reputation for its vibrant nightlife and welcoming community.

One of the most notable features of Great Harbour is its well-protected anchorage, which makes it a haven for yachts and boats throughout the year, especially during the peak sailing season. The harbour's natural geography provides shelter from the prevailing winds, creating a perfect natural marina. This has led to Great Harbour becoming a key stop on the Caribbean sailing circuit, with many sailors choosing to drop anchor and enjoy what the bay and its surroundings have to offer.

Upon arriving at Great Harbour, visitors are greeted with a laid-back vibe that is quintessential to the Caribbean way of life. The beachfront is lined with a selection of casual bars and restaurants that become hubs of activity as the sun sets. Among the most famous establishments is Foxy's Tamarind Bar & Restaurant, known for its beach barbecues, live music, and the legendary Old Year's Night (New Year's Eve) party that attracts party-goers from around the globe.

The village surrounding Great Harbour is charming and small-scale, allowing for an authentic island experience. The streets are often quiet, save for the bustle around the local businesses, which include quaint shops selling handcrafted goods, island apparel, and essential supplies for those continuing their sea voyage. The locals, known for their friendliness, are happy to share stories and offer recommendations to visitors, contributing to the harbour's reputation for warm hospitality.

For those looking to engage in watersports, Great Harbour does not disappoint. The clear waters are ideal for snorkeling and scuba diving, with vibrant coral reefs just a short swim away from the beach. Additionally, paddle-boarding, kayaking, and sailing are popular activities that allow visitors to explore the area at a leisurely pace. The nearby Sandy Cay and Sandy Spit offer additional opportunities for exploration and are excellent spots for a beach picnic or a day of seclusion and sunbathing.

The island's lush, volcanic terrain provides opportunities beyond the beach as well. Hiking trails wind through the hills, offering breathtaking panoramic views of the surrounding islands and the expanse of the Caribbean Sea. Naturalists and bird watchers will delight in the diversity of flora and fauna found on the trails.

Great Harbour's appeal is not only in its natural beauty but also in its cultural events. Beyond Foxy's famous New Year's bash, the harbour hosts celebrations like the Jost Van Dyke Music Festival and the Halloween Party, which showcase local music talent and bring the community together in a lively and joyous atmosphere.

While Great Harbour has gained popularity as a tourist destination, it remains unspoiled and continues to offer an authentic island experience. The mix of relaxing beach life, friendly locals, delicious cuisine, and year-round sailing opportunities make Great Harbour a cherished spot in the British Virgin Islands, appealing to travelers of all stripes — from those seeking serenity to those eager for the next great beach party under the Caribbean stars.

Day 3

Saint John's

St. John’s is the vibrant capital of Antigua and Barbuda, and one of the most alluring cities in the Caribbean. Situated on the island of Antigua, St. John’s is a bustling city that is both exciting and picturesque. From the Caribbean-infused cuisine, to the historical landmarks and lively attractions, St. John’s is a place that should be at the top of your travel itinerary.

The city is alive with activity, including plenty of colorful markets and shopping areas, and is known for its diverse population. As you explore, you’ll find yourself surrounded by music, art and culture. Strolling through St. John's Old Town will give you a delightful glimpse into the past, as local craftsmen display their wares in British colonial-style buildings. From there, head to the lively Independence Square and take in the sights and sounds.

Catch a glimpse of local wildlife at the nearby Antigua Recreation Ground, or head to deep sea fishing for fun and adventure. St. John’s also plays host to a few annual festivals, like the April Carnival which features a mix of costume parades, stilt walkers, drum circles, floats and masquerade performers.

For those looking to relax in the sun, the city’s numerous beaches are ideal. The pristine sand and crystal-clear waters make them a prime destination for swimming, snorkeling, and more. If you’re looking for a peaceful time with friends and family, why not have a picnic on an isolated beach? Or try an island tour and explore the waters on a guided boat cruise.

With its combination of sun-soaked beaches, expansive parks and traditional buildings, St. John’s is a place that everyone can enjoy. Its friendly locals will welcome you with open arms, and its diverse selection of restaurants will satisfy any taste buds. Whether you’re seeking relaxation or adventure, St. John’s has it all waiting for you in Antigua.

Day 11

Santa Cruz de La Palma

Also known as ‘La Isla Bonita’ (the beautiful island), La Palma is typified by lush forests of pine, laurel and fern which contrast with the rugged splendour of the gigantic Taburiente crater. The island is dotted with attractive villages, which are a delight to discover, and the capital Santa Cruz also makes for an interesting day of exploration. Perched on the edge of the volcanic crater of La Caldereta, Santa Cruz comfortably blends modern architecture with old colonial buildings. Perhaps visit the fascinating Natural History Museum, stroll around the historic quarters and the Plaza de Espana or travel a few miles outside the city to the exquisite Church of Our Lady. If you enjoy shopping, you can find reasonably priced silver jewellery, leather goods and beautifully embroidered clothes, tablecloths and napkins, a speciality of the Canary Islands.

Day 12

Santa Cruz de Tenerife

The largest of the Canary Islands, Tenerife is a beautiful and scenic island which enjoys year-round sunshine and is dominated by Mount Teide. The mountain range runs through the centre of the island, with fertile valleys on the northern side. In the central part of the range is the gigantic natural crater of the Cañadas del Teide, about 14 miles in diameter. Santa Cruz, the island’s pretty capital, was originally a small fishing village but has now grown into a modern city, and also contains 16th-century civic buildings and ornate private mansions. Near the pier is the Santa Cruz Palmetum, a Botanical Garden covering an area of 29 acres, specialising in palms.

Day 15

Lisbon

Lisbon has somewhat rediscovered itself in recent years,
reclaiming its rightful place as the 'golden city' of southern
Europe. Much of this is due to the officials of Lisbon having
elected to rejuvenate the city during the 1990s. This ongoing focus
on the future has meant making the most of the attractions, both
old and new.

One day can span centuries as visitors move between the
picturesque medieval section of the Alfama district and historic
São Jorge castle to being amazed by the spectacle of the futuristic
Oceanarium of Lisboa.

Infrastructure has also been improved, with additions like the
impressive Vasco da Gama Bridge across the River Tagus, which links
the city's airport to a network of national motorways and has
facilitated access to other parts of Portugal. There is also a new
showcase railway hub, the Gare de Oriente, which is the pride of a
new modern suburb on the east bank of the Tagus, creating an even
better link between Lisbon and the rest of Europe. But if tourists
really want to see the city in style, they must be sure not to miss
a ride on the famous Tram 28, which winds its way through the
oldest parts of the city and gives visitors a feel of the history
and rich culture Lisbon has to offer.

San Juan to Lisbon Ships

Trustpilot Reviews

Recommended Deals like San Juan to Lisbon

14 Nights

San Juan to Lisbon

Silversea
Departure: March
VISITING: San Juan Gustavia Saint John's La Palma Funchal Lisbon
FROM PER PERSON* £ 2,700
7 Nights

San Juan to San Juan

Silversea
Departure: Dec to Feb
VISITING: San Juan Saint John's Basseterre Castries Saint John's Great Harbour, Jost Van Dyke San Juan
FROM PER PERSON* £ 2,590

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