Transatlantic from Lisbon to San Juan with Stay, 11 November 2025 (13 nights)

One of the oldest and most vibrant districts of Lisbon, Alfama is the place to be for artisan eateries, quirky boutiques and Fado bars. It’s best explored on foot or by the tram to experience as many of the attractions and highlights as possible.

One of the most visited sites in Lisbon, the Jerónimos Monastery was completed in the seventeenth century. In 1983 UNESCO declared it as a World Heritage Site and it’s certainly a must visit to admire the beautiful architecture both inside and out.

Here visitors will discover over 450 different species of marine life, including sharks, rays, penguins and otters. Cruisers of all ages will love following the route around the central aquarium to learn about the major ecosystems of the ocean.

Declared a UNESCO World Heritage Site in 1983, Torre de Belém was built to protect Lisbon from attackers from the sea. Despite its role, the fort was decorated with lavish carvings and details, which are best viewed from the banks of the Rio Tejo.

Tram 28 is the classic Lisbon mode of transportation – rattling around the narrow streets in a bright yellow tram that dates back to the 1930’s. Hop on and take one of the best tours of Lisbon, passing highlights and attractions along the way.

Declared a UNESCO World Heritage Site for its cultural landscape, Sintra is a romantic destination to escape to for the day. Featuring enchanting palaces and rolling hills, this town is easily accessible from Lisbon via a regular train service.

Established in 200 BC, Castelo de Sao Jorge is one of the biggest highlights of Lisbon. Get to know the city’s unique and fascinating history, explore the imposing walls, wander the shady gardens and admire the vast views from the Observation Terrace.

A historic garden dating back to the mid-19th century, the Jardim Botânico António Borges botanical garden features a variety of walkways, along with a selection of rare and exotic plants.

A fascinating cave that you can take a tour around, it's filled with stalactites and rugged surfaces. A unique attraction to explore, you can spend hours discovering its natural beauty.

If you're looking for something a little different to explore, head to the Plantação de Ananás dos Açores. A pineapple plantation, you can taste delicious pineapple liquour, jams and juice, whilst seeing where this mouth-watering fruit is grown.

Mount Sage National Park is a picturesque area within the island. Named after its highest peak, which spans an incredible height of 1, 716 feet, this beautiful area is the ultimate place to enjoy a hike or relaxing walk whilst on the island.

One of the top attractions on the island, Cane Garden Bay is a breathtaking bay that features sandy beaches, along with a range of amenities like vibrant bars and decadent restaurants. A beautiful area to spend your time, whether you’re looking to relax and unwind or explore the local area, you’ll have an unforgettable experience here.

Situated on a sugar plantation dating back hundreds of years, the Callwood Rum Distillery not only features fascinating museum displays, but vintage equipment. Giving you the opportunity to enjoy rum that’s made on the premises, it’s frequently coined as one of the top things to do on the island.

This cool cable car takes you all the way up from the bottom of the cruise terminal harbour area to Paradise Point for stunning views all the way up. At the top is a great restaurant and bar too to take in the sights in true paradise.

Originally called Skytsborg and constructed by Danish colonists for defence and a vantage point, this modern-day hotel also has entertaining guided tours to learn all about the history of Edward and his infamous band of marauding pirates.

A short drive away from the port, the Charlotte Amalie Overlook grants extraordinary views out towards the ocean. Although this isn’t within walking distance, the views that you get across the city is well worth the effort.

Declared a UNESCO World Heritage Site, La Fortaleza was built between the 16th and 20th centuries with the aim of protecting the city of San Juan. It has been a fortress, a prison and a residence, and is open for visitors to explore during the day.

In San Juan, there is a fort called Castillo San Cristóbal. The Spanish constructed it to defend San Juan against land-based assaults. Part of the San Juan National Historic Site, it's arguably the greatest fortification erected by the Spanish in the New World.

The writings of local poet Lady Lee Andrews are shown at this store, art gallery, and cafe. A lot of aspiring poets attend the regular open-mic sessions; making it a unique place to visit during a trip to San Juan.