Caribbean from San Juan to New York - Fly Cruise, 13 September 2026 (13 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.

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.

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.

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.

This museum holds exhibitions telling the story of the island from the historic Lucayan Culture up to the present day. A highlight has to be the Molasses Reef shipwreck from 1505, the oldest recorded shipwreck in the New World.

Enjoy a relaxing swim or snorkelling experience at the picturesque Pillory Beach. Aligned with picturesque resorts and casuarina trees, this glistening beach is a wonderful place to kick back and unwind during your day in Grand Turk.

Standing at an impressive 60 feet tall, Grand Turk Lighthouse overlooks the beautiful North Creek. Built by Alexander Gordon, a prominent British architect in 1852, this historic lighthouse has been a significant attraction since its construction in the 19th century.

The Statue of Liberty is an essential part of any trip to New York, providing fascinating insights into the history of this vibrant city. Given to the US from France in 1886, Lady Liberty is situated on Liberty Island, a short and scenic ferry ride from Battery Park, New York.

Located in Manhattan, New York, Central Park is a classic part of the city’s history after first being approved in 1853. There’s no shortage of sightseeing and events to do all the family will love, from Central Park Zoo to the Alice in Wonderland sculpture.

Rockefeller Center has a plethora of attractions and events to discover that will suit all ages. Explore NBC Studios where entertainment and news come together and soak up the fantastic performances of The Music Hall featuring The Radio City Rockettes.

As the third most visited art museum in the world, the Met is a must for lovers of art, history and culture. Featuring works from early Europe, ancient Egypt and modern art, this museum also contains vast collections of clothing and weaponry.

The Empire State Building is a quintessential landmark of New York City and provides an immersive insight into the history of this stunning building. Visitors can marvel at the views from the observation deck, before enjoying exhibits, shopping and dining.

Renovated in 2016, what began as a small square in the 1880s has flourished into an iconic tourist destination filled with fantastic eateries, dazzling musical theatre and designer shopping, not to mention the famous advertising board.

As the world’s first steel-wire suspension bridge, the Brooklyn Bridge is a fantastic feat of the hard-work carried out in the late 1880s. A walk along this bridge takes approximately 25 minutes and is particularly stunning at sunset and sunrise.

After first opening its doors in 1879, Saint Patrick’s Cathedral sees over five million visitors each year. The classic Gothic architecture is truly magnificent and features an organ with 9,000 pipes, over 4,000 stained-glass panels and beautiful sculptures.

Located in Manhattan, Fifth Avenue boasts Museum Mile where visitors find the African Art Museum, Guggenheim Museum, the Met and more, while other landmarks include the Empire State building, the Rockefeller Observation Deck and Flatiron Building.

Located at the World Trade Centre site, the 9/11 Memorial and Museum commemorates the lives lost during the terrorist attacks in 1993 and 2001. The memorial consists of two reflecting pools, while the museum offers tours, exhibitions and multimedia displays.

With nearly 6 million items (including books, e-books, audiobooks, music and films), the New York Public Library has no shortage of fascinating materials to discover. The main branch itself in Manhattan is a stunning New York landmark and a perfect photo opportunity.

The Finger Lakes are an area of tranquil natural beauty famous for its vineyards and being the home of prestigious Cornell University. The eleven lakes which bear this region’s name present fantastic hiking locations in pleasant weather regularly throughout the year.