NY to San Juan: Bermuda & Caribbean with Stays, 17 October 2026 (17 nights)

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.

A fun activity to enjoy whilst at the island is swimming with the local stingrays. Available at an additional cost, you’ll board a boat out to the Honeymoon Harbour and get professional instruction ahead of this exhilarating activity.

Learn more about this fascinating island with a heritage and cultural tour. Board an open-air tram cart and discover 6 captivating historical spots on the island with the guidance of a knowledgeable tour guide.

Enjoy a delicious meal at the vibrant Bimini Beach Club. With offerings such as coconut curry, fresh seafood and delicious vegetarian dishes, all tastes are catered for at this modern venue.

An Irish catholic church, St. Patrick's is at the heart of the community in Frederiksted. Established in 1846, this historic church has beautiful stained glass and statues, and is host to a variety of services throughout the week.

A fascinating museum, it houses the artifacts of a Danish Colonial pharmacy, including apothecary bottles, powdered medicines and equipment. Established in the early 19th century, it is run by the St. Croix Archeological Society.

A U.S National Historic Landmark, Fort Frederik was built in the mid-16th century. Constructed by Danish/Norwegian residents, it intention was to protect the port and ward off any pirates that entered its shores.

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.

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.