Pairing a US city with the Caribbean’s relaxing beaches makes for a perfect combination. The USA’s cities are a diverse, pulsating and ever-evolving blend of history, culture, cuisines and experiences. Whilst the white-sand beaches and lapping clear waters of the Caribbean, offer all the relaxation in the world, where life is easy-going, open-air markets and marinas are bathed in tropical sunlight, and there’s a surprising amount of culture. Each of our suggested itineraries offers something different, choose from one of our US City & Caribbean Beach Twin Centre Holidays below, or get in touch for a tailored quote.

14 nights,  From £1,538

Taking you from New England’s most-inviting city to the palm-fringed beaches of Barbados, one of the Caribbean’s most famous islands.

Learn More
10 nights,  From £1,384

Perfectly pairing the American Midwest’s most iconic city Chicago, with a week-long relaxation on the blissful island of Aruba.

Learn More
14 nights,  From £1,474

From the Las Vegas buzz to blissful Mexico, this itinerary scoops up showbiz glam, world-class casinos and dining, plus dazzling beaches.

Learn More
10 nights,  From £1,526

Taking you from Miami’s glittering coast to the beautiful Paradise Island, for a double dose of beaches from urban to the secluded.

Learn More
14 nights,  From £1,543

Perfectly pairing Miami’s jet-set lifestyle and coastal glam, with Jamaica’s sun-drenched sands, reggae culture and easy-going charm.

Learn More
10 nights,  From £1,386

Start by exploring the Big Apple, one of most energetic cities on earth, before heading to some of the Caribbean’s most famous beaches.

Learn More
14 nights,  From £1,551

Pairing The Big Apple, one of the world’s most happening cities, to the Dom Rep which offers some of the calmest shores on earth.

Learn More
10 nights,  From £1,520

Taking you from The City That Never Sleeps to St Lucia, known for its lush greenery, mountain terrain and blissfully unspoiled beaches.

Learn More
10 nights,  From £1,559

Taking you from America's historic heart to one of the Caribbean’s most exquisite islands, ideal for culture, cuisine and stunning beaches.

Learn More
10 nights,  From £1,624

Pairing one of the USA’s most cultural cities, known for its landmarks, with Grand Cayman known for its exquisite hotels and restaurants.

Learn More