Southern Caribbean from San Juan with Stay, 1 January 2026 (10 nights)

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.

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.

This unexpected treasure in the Caribbean is an absolute must for movie fanatics and science-fiction enthusiasts. Showcasing the history of Nick Malley, who created Yoda from Star Wars, this museum boasts memorabilia from the franchise, such as scripts, storyboards and props.

Enjoy a relaxing walk along Great Bay Beach - a popular attraction within the town, with beautiful white sand, a vibrant boardwalk and an array of ships, restaurants and more on its shore.

Feel transported back in time, to the time of the pirates at this fun attraction. From hearing true stories of pirates’ escapades to state-of-the-art multimedia displays, this family-friendly attraction is a unique experience in Phillipsburg.

Take a short walk to the top of Morne Bruce, a small Mountaintop on the outskirts of Roseau, and take in the incredible views of the island. Looking over the city and white-sand beaches with a backdrop of mountains, it's the best of both worlds.

Visit one of Dominica's oldest trading markets in Roseau. An incredibly historic place in the Caribbean that has found new life by showcasing local goods and crafts from the people native to the city. Take a step into the day-to-day life of the residents and experience Roseau like no other.

Some of Dominca's beautiful Botanical Gardens make up the vibrant capital city. Tucked beneath Morne Bruce Hill, the 40-acre botanic gardens contain Banyan trees, Century palms, and beautiful tropical flowers. This is a great place for a wander in the nature of the Caribbean.

Step back in time to 1751 as you explore this fascinating attraction. Once home to the first president of the United states, it’s a dedicated World Heritage Site. Giving an insight into what life was like in the 18th century, this is a must visit for anyone who has an interest in American or Barbadian history.

In the heart of the city lies the Chamberlain Bridge. Originally a 19th century swing bridge, and now a lift bridge that was constructed in 2006, it offers picturesque views out over the waterfront and situated close to the popular Bridgetown boardwalk.

An important landmark in the city, the Parliament Buildings are built in a gothic architecture. Featuring stained glass windows, a clock tower, the National Gallery and more, it makes for a fascinating visit whilst stopping off in the capital.

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.