Cruise only (Please call for flight options)
Setting sail from San Juan
Founded by the Spanish in 1521, Puerto Rico's capital is the second oldest European settlement in the Americas. Modern San Juan is a bustling city, home to over a third of the island's population, but the cobbled streets of the Old Town remain the biggest tourist draw. The colonial-era fortifications have been awarded UNESCO World Heritage status, crowned by the imposing waterfront El Morro fortress, and the Old Town is full of attractive, brightly coloured houses. Outside of the Old Town you can find designer shopping on Avenida Ashford, and the north of the city is fringed by beautiful beaches, including fashionable Condado with its hip hotels and bars.
Hunt out the very best chuletas Can-Can and pastelillos – local food at its best is great. Don’t settle for sorry imitations.
Arriving in Lisbon
The roots of historic Lisbon's fame lie in its strategic position on the edge of the Atlantic and the fact it offers one of the world's greatest natural harbours. No surprise therefore that it became the home of the world's most famous explorers such as Vasco da Gama, Magellan and Prince Henry the Navigator. Built on seven hills, we always find Lisbon to be soulful, captivating and picturesque, with architecture which reflects its status as a great port.
Belem Tower, dating from the 1500s, was both a fortress and the explorers’ departure point. On the façade you will find a stone rhinoceros sculpted into the tower – Europe’s first sight of this extraordinary beast!
Your home from home
Recent additions to the Windstar fleet, these former Seabourn ships are hugely popular little vessels, for good reason.
What we love
These small ships accommodate just 212 guests in large and recently refurbished all suite accommodation. There's a choice of restaurants and comfortable lounges and plenty of deck space. The ship's marina ensures you can enjoy the complimentary watersports when anchored in hidden bays and tiny coves.
|Crew||140 International Staff|
|Style||This is laid-back luxury at its best with relaxed informal days, refined yet comfortable evenings and a friendly and welcoming crew.|
Tailor-make your trip
Where to stay in Puerto Rico
If you want to stay in San Juan itself, El Convento is definitely the nicest choice. For resort hotels, we love the Ritz Carlton Reserve at Dorado Beach.
Explore Puerto Rico
In the El Yunque rainforest you will find the habitat of Puerto Rico's endangered wildlife - not to mention beautiful views.
Our recommended hotel
The Pousada de Lisboa, newly opened in May 2015, has a great location in the heart of the city and an interior to wow you.
Take a day trip from Lisbon
Visit Sintra – Roman and Moorish influences make this magical city with its fairytale palaces and extravagant villas a must.