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.
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 MorePerfectly pairing the American Midwest’s most iconic city Chicago, with a week-long relaxation on the blissful island of Aruba.
Learn MoreTaking you from The City That Never Sleeps to St Lucia, known for its lush greenery, mountain terrain and blissfully unspoiled beaches.
Learn MoreFrom the Las Vegas buzz to blissful Mexico, this itinerary scoops up showbiz glam, world-class casinos and dining, plus dazzling beaches.
Learn MoreTaking you from Miami’s glittering coast to the beautiful Paradise Island, for a double dose of beaches from urban to the secluded.
Learn MoreBlend excitement and relaxation, with the vibrant live music and stunning architecture of New Orleans, with Mexico's stunning beaches.
Learn MorePerfectly pairing Miami’s jet-set lifestyle and coastal glam, with Jamaica’s sun-drenched sands, reggae culture and easy-going charm.
Learn MoreStart by exploring the Big Apple, one of most energetic cities on earth, before heading to some of the Caribbean’s most famous beaches.
Learn MoreImmerse yourself in the exciting charm of the Big Apple with its iconic landmarks, then unwind in the serene paradise of Bermuda.
Learn MoreTaking you from America's historic heart to one of the Caribbean’s most exquisite islands, ideal for culture, cuisine and stunning beaches.
Learn MorePairing one of the USA’s most cultural cities, known for its landmarks, with Grand Cayman known for its exquisite hotels and restaurants.
Learn MorePairing 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 MoreWhy choose eShores?

One to One Service
Our experienced personal travel consultants will ensure you find the most suitable holiday, whilst taking care of every last detail. Everything from start to finish will be effortless.

100% Tailor Made
We can use any hotel, in any destination, so we will craft an itinerary to suit your exact needs. Also, as we can provide any itinerary, the only holiday we'll offer, is the one that's right for you.

Fully Protected
Our ATOL bonding provides you with the financial protection you need and as a member of the Travel Trust Association, you'll have 100% financial protection. Covering you for any eventuality.

Competitive Pricing
As a tour operator & travel agent, we'll search the market to ensure that we find you the best price. Also as an online business, we can ensure our prices are as competitive as possible.






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Anonymous
We were looking for a two island holiday at Rhodes and Kos. Emily provided us with a number of options and recommendations for flights and hotels which enabled us to make a final choice. She was extremely helpful in dealing with our requests and room preferences and the whole process was handled very efficiently.
Posted 1 hour ago -
Julia
So impressed with Eshores. Chris Eaves handles our arrangements and we have just booked our fifth holiday with him. Nothing is too much trouble and as we are two mature ladies his patience is much appreciated. We always feel confident in his advice and suggestions. Over the years he has arranged some complex itineraries for us including a three stop holiday with all flights, hotels and transfers organised - bliss. This time were off to Turkey and Chris has organised everything for us. Another worry free holiday sorted in 2026! Thanks Chris to you and everyone at Eshores.
Posted 14 hours ago -
LukeRoger
Rob was very helpful and attentive and responded to my emails quickly and I was very impressed with the service provided. I have no hesitation in recommending eShores and I will certainly be using them again for future holidays.
Posted 16 hours ago -
Keith
Excellent service
Posted 1 day ago -
Kaye
Leanne was a delight to work with, proactively suggesting options, whilst remembering they had to be practical. What I appreciated most was how responsive and efficient Leanne was. Everything was handled promptly. Even though we haven’t taken the trip yet, I already feel confident that things will run smoothly thanks to the excellent groundwork that Leanne put in place.
Posted 2 days ago -
Sally
I’ve now lost count of the trips I’ve booked with Gavin at e-shores and how he always manages to know exactly what we like and gets a great price - always the same or less than I research myself. Our latest was Greek island hopping to Mykonos, Paros, Naxos and Santorini and the hotels Gavin booked were all outstanding and the typically small, boutique hotels with less crowds. We went out of season (1st - 13th Sept) and everything went smoothly from the airport transfers, the welcome we had at each hotel and the beauty of each island having its own magic. Looking forward to the next trip already booked through Gavin in November! Thank you everyone-shores - the Napiers!
Posted 3 days ago -
Anonymous
I found your representative very informatative. She listened carefully to our requests and completed every thing we asked for, including changing flight times that were better suited to us.Many thanks. I have already recommended the company already.
Posted 4 days ago -
Alaine
Great care is given to assist with what your looking for in a holiday.
Posted 5 days ago -
Robert
Always get great service from EShores (thank you, Emma). Nothing is ever too much trouble no matter how many times I change my mind! Would not consider using anyone else
Posted 5 days ago -
Christopher
Laura was fanastic, knew just what we needed and found it hassle fre when other agents had struggled :-)
Posted 6 days ago



Talk To The Experts
Your personal travel consultant will get to know your needs, ensuring they find you the most suitable holiday, at the best price!