Lisbon to San Juan

15 days
Nov 2027 - Dec 2027
Silver Dawn

2027

from

$4,800

per person

Best Price Promise & Private Fares
from $4,800 per person

As Europe transitions toward winter, escape to warmer shores. Sail from Lisbon toward Madeira’s dramatic cliffs, the Canary Islands’ volcanic landscapes, and Cape Verde’s lively rhythms. Then settle in to cross the Atlantic in utmost comfort aboard the elegant Silver Dawn. Leisurely sea days offer sumptuous spa treatments and time to savor regionally inspired cuisine. A warm welcome awaits in Saint Barthélemy and San Juan’s sparkling Caribbean waters.

Itinerary

day 1 | Lisbon

Lisbon has inspired explorers for centuries with its stunning setting at the Tagus River’s mouth. Its labyrinthine streets carry echoes of 16th-century navigators who sailed on the winds of the Age of Discovery. The city prospered greatly from its trade. And today’s streets are lined with the legacies of wealthy builders, including the Jerónimos Monastery and Belém Tower, stunning works that introduced Manueline architecture. Savoring local cuisine and port wine are favorite pastimes here. On any evening, the strains of fadospill from clubs in the historic Alfama District.


day 2 | Day at sea

Days at sea are the perfect opportunity to relax, unwind, and catch up with what you've been meaning to do. So whether that is going to the gym, visiting the spa, whale-watching, catching up on your reading, or simply topping up your tan, these blue sea days are the perfect balance to busy days spent exploring shoreside.


day 3-4 | Funchal, Madeira

Formed by a volcanic eruption, Madeira lies in the Gulf Stream, about 500 miles due west of Casablanca. Discovered by Portuguese explorer João Gonçalves Zarco in 1419, this beautiful island became part of Portugal’s vast empire and was named for the dense forest which cloaked it - 'Madeira' means 'wood' in Portuguese. Sugar plantations first brought wealth here, and when King Charles II of England granted an exclusive franchise to sell wine to England and its colonies, many British emigrants were drawn to the capital, Funchal. Today’s travellers come to Madeira for the varied and luxuriant scenery, from mountain slopes covered with vines to picturesque villages and a profusion of wild flowers. The natural beauty of the island has earned it many pseudonyms such as ‘The Floating Garden of the Atlantic’, 'The Island of Eternal Springtime' and ‘God’s Botanical Gardens’ and our selection of excursions aim to show you why.


day 5 | 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 6-7 | Day at sea

Days at sea are the perfect opportunity to relax, unwind, and catch up with what you've been meaning to do. So whether that is going to the gym, visiting the spa, whale-watching, catching up on your reading, or simply topping up your tan, these blue sea days are the perfect balance to busy days spent exploring shoreside.


day 8 | Mindelo, São Vicente Island

Your next stop will be Cape Verde’s cultural capital, Mindelo. Get along with the locals listening to the real morna in the bars of the old town and sipping the local drink, a sugarcane spirit. This island is also known by its British and Portuguese colonial architecture and pastel-coloured houses, the municipal market and the facades of the old Governor’s Palace.


day 9-13 | Day at sea

Days at sea are the perfect opportunity to relax, unwind, and catch up with what you've been meaning to do. So whether that is going to the gym, visiting the spa, whale-watching, catching up on your reading, or simply topping up your tan, these blue sea days are the perfect balance to busy days spent exploring shoreside.


day 14 | Gustavia

Gustavia is the capital and main harbor town of Saint Barthélemy in the Caribbean Sea. It is known for its beautiful waterfront, luxury yachts, and charming streets lined with shops and restaurants. The town was named after King Gustav III, reflecting the island’s historical connection to Sweden. Visitors enjoy its scenic beaches, colorful buildings, and relaxed atmosphere. Gustavia is a popular destination for tourists seeking both natural beauty and modern comforts.


day 15 | 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.


Ships

silver dawn

Silver Dawn

A new world of luxury is waiting aboard Silver Dawn. Elegant and modern, Silver Dawn is the natural evolution of our fleet. Large enough to offer eight dining options—including the superb Sea and Land Taste (S.A.L.T.) program—yet small enough for the famed Silversea onboard ambience, Silver Dawn inherits the best features of her sister ships Silver Muse and Silver Moon, but is in a class all of her own. With sumptuous suites, outstanding itineraries, plus cutting-edge design and technology, and the outstanding OTIVM wellness concept, Silver Dawn sets new standards of luxury. Wake up to a new dawn with Silversea.



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