Southern Caribbean from San Juan with Stay, 11 February 2027 (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; this is something that makes it a unique place to visit during a trip to San Juan.

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 small yet fascinating museum hosts exhibits all about the culture and history of the island and its inhabitants. Located in the old treasury building built in 1894, the architecture and charm of the museum make it the perfect setting.

This gorgeous stretch of sandy beach and blue waters boasts plenty of charming bars and restaurants to give you the perfect setting for an idyllic beach day. Tuck in to some freshly-caught fish dish, sip a cocktail and have a dip in the refreshing waters.

If you’re looking for a way to discover the natural beauty of Basseterre, you should head out on the St. Kitts Scenic Railway. Spanning 29 kilometres, this narrow gauge railway takes in all of the beautiful surrounding sights on the tropical island.

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.

The largest open air market in the city, the Castries Central Market has over 300 different stalls, selling everything from trinkets to fresh fruit. Set up in 1891, this vibrant market is a wonderful place to grab a bite to eat or something to take home.

Alternatively, head to the picturesque Rodney Bay. Located in the Gros Islet District, this pretty bay is a wonderful place to unwind whilst sipping a cocktail or enjoying a swim in the nearby turquoise waters.

A popular beach in the southwest of the capital, Marigot Bay is a picture-perfect beach that’s often voted as the best in the capital. From its surrounding restaurants and bars to the beautiful water and golden sand, Marigot Bay should be on your list of things to do whilst in the capital.

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; this is something that makes it a unique place to visit during a trip to San Juan.