Caribbean Explorer with Key West & Miami Beach Stays with Broadway Star, Anna-Jane Casey, 13 February 2026 (19 nights)

Situated on the coastline, the Key West Lighthouse dates back to 1848. Originally home to a lighthouse keeper, the 65 foot tower is a picturesque landmark in the city that features 15 lamps, alongside 15 inch reflectors.

Comprising 7 picturesque islands, alongside colourful coral reefs and the 19th century Fort Jefferson, Dry Tortugas National Park is a must when visiting the city. Home to sea turtles and other marine wildlife, alongside the remains of the 1875 Windjammer Wreck, this breathtaking national park is simply remarkable.

Once home to the iconic American writer Ernest Hemingway, the residence has now been transformed into a museum showcasing his fascinating life. Located next to the Key West Lighthouse, this picturesque building is a must for anyone that wants to discover more about this beloved author.

With over 1.5 million acres of wetland, Everglades National Park is the third largest national park in the US. There’s plenty to explore in this stunning landscape, and visitors can take a tour with a guide, hop on a tram or simply hike one of the many trails.

With no shortage of vibrant, lively attractions, Miami Beach is the place to be for sunshine, sand and the beautiful sea. Visitors enjoy a plethora of bars and eateries in the surrounding area, hit the art deco district or simply relax on a lounger on the beach.

Whether you love art or you’re looking for an attraction in Miami, the Wynwood Walls are extraordinary. A unique outdoor gallery, you can spend your time admiring all of the huge, colouful murals that have been created by international artists.

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.

Located in the harbour of St. John's, Fort James was built to guard the city from French Invasion. Constructed in the 18th Century, by the British, this fascinating fort is a must see during your stop off in the capital.

Whilst in the capital, make sure to stop off in Zemi Art Gallery. Located in Redcliffe Quay, the art gallery showcases an array of local artwork, including traditional Antiguan and Barbadian art. Popular with both locals and tourists alike, this colourful art gallery is a unique attraction within the city.

Learn about the fascinating history of Antigua and Barbuda at this historic museum. Housed within a 1747 court house, it’s a prominent building within the town that has an array of exhibits to explore.

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.

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.

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.

With over 1.5 million acres of wetland, Everglades National Park is the third largest national park in the US. There’s plenty to explore in this stunning landscape, and visitors can take a tour with a guide, hop on a tram or simply hike one of the many trails.

With no shortage of vibrant, lively attractions, Miami Beach is the place to be for sunshine, sand and the beautiful sea. Visitors enjoy a plethora of bars and eateries in the surrounding area, hit the art deco district or simply relax on a lounger on the beach.

Whether you love art or you’re looking for an attraction in Miami, the Wynwood Walls are extraordinary. A unique outdoor gallery, you can spend your time admiring all of the huge, colouful murals that have been created by international artists.