Taking you from Boston’s bustle to Barbados’ palm-fringed beaches and quaint fishing bays, this 14-night itinerary pairs New England’s most-inviting city with one of the Caribbean’s most famous and exclusive islands.

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Itinerary
04 Nights – Boston
10 Nights – Barbados
✈ UK – Boston (4 Nights): You’ll fly from the UK to Boston, where we’ll transfer you to your hotel for 4 nights. Compact and easy to navigate on foot, the New England city of Boston is known for its distinctly European feel, wide open greenery, signature cuisine and charming architecture. Sharp skyscrapers Downtown contrast quaint cobbles over in Quincy Market, while sites like Faneuil Hall and the Paul Revere House offer a wealth of cultural significance along the Freedom Trail.
There’s a real fusion feel to Boston. Beacon Hill’s gas lanterns and red-brick rows add quaint charm to prestige over in neighbouring Cambridge, where Harvard University has churned out some of the greatest minds in history. Snaking its way through classy waterfront dining spots, the River Charles and 1,100-acre Emerald Necklace also give Boston a carefree feel. It carries over into Back Bay’s boutiques, Boston Common’s hot dog stands and the trendy South End. Wander the picturesque Copley Square, explore the towering Prudential Center, pop into Fenway’s museums and sample the region’s New England clam chowder. Whether you’re grabbing gourmet ice-cream at Cambridge’s famed Toscanini or retracing the American Revolution at the Waterfront, you’ll be in a city that’s bustling, beautiful and on the map for a reason. You can walk, take public transport, or hop into cabs to get around, although we can always arrange private transfers for you.
✈ Boston – Barbados (10 Nights): Leaving the USA for the Calypso lifestyle, you’ll now fly to the Caribbean island of Barbados for 10 nights of uninterrupted bliss. With its secluded beaches, palms, clear waters and white or pink sands, Barbados has been topping traveller wishlists for decades.
Dotted among sugar cane plantations and inland hills, the coast’s reefs and shipwrecks give way to a world of local culture, foods, sights and scents. From the Bridgetown capital’s Malibu Rum Factory and sophisticated dining scenes to the happening Oistin Bay, this island is just bursting with colourful architecture, friendly locals and the biggest draw of all. Windswept or blissfully calm beaches here are uncrowded, unspoiled, sun-drenched and just waiting for those morning footprints. With 10 nights, you’ll have all the time in the world to explore the island, top up the tan and fully recharge those batteries. We’ll happily arrange transfers for whichever part of Barbados you want to visit.
✈ Barbados – UK: We’ll be at your hotel on your departure day to meet and escort you to the airport for your flight back to the UK.
Why 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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Hazel
We have recently returned from a multi centre holiday in Thailand. Everything went smoothly as planned, the hotels were all lovely. We would definitely recommend eShores and would book through them in the future. Thanks to Laura who organised the trip for us.
Posted 1 week ago -
Heath
Been using eshore for several years,always come up with requirements we need.Always happy to rearrange. Staff are very knowledgeable and we always use Leanne as our point of contact. Experts for multi centre holidays.
Posted 2 weeks ago -
DavidHurst
I booked two holidays in 4 months with Dave at eshores. First one a 16 day trip around Vietnam north to south which included numerous flights and taxis. My second holiday was in October traveling around Vietnam again and Cambodia. Every hotel in both countries was spot on, every transfer went smooth with no problems. I'll Definitely use eshores again and thanks to Dave who arranged everything, a fantastic experience 👍👍
Posted 2 weeks ago -
Parr
Recently booked a four centre holiday to Asia. The process was straightforward and seamless. Rob, the agent who dealt with our requirements was extremely helpful and not pushy. He was very easy to talk with and seemed genuinely interested in our plans. He managed to put together exactly what we wanted and at a great price.
Posted 2 weeks ago -
Horan
Andy at eshores has been great, he worked hard to meet all our needs and went the extra mile for us! We're looking forward to a great Honeymoon!
Posted 2 weeks ago -
Jones
As always Michelle mainly but with some help from Leanne have once again booked an hopefully (as not yet travelled) amazing customised trip to America next September with our family this time.
Posted 2 weeks ago -
Canning
First time I have used eshores and it won't be the last. Emma was so helpful in booking my 3 centre holiday to Portugal. Really pleased with accommodation selected and the overall cost. Emma was very quick to respond with different options and I'm looking forward to our holiday next year. I highly recommend this company
Posted 3 weeks ago -
Hanagarth
We have just booked a trip to the Far East having previously used this company twice, Vietnam/Cambodia and a Road Trip in the USA. Both trips were problem free with all aspects going to plan. Easy to talk to and never pushing for a decision. A lovely company , thank you Dave for your time and assistance.
Posted 3 weeks ago -
BillRoberts
We booked what appeared to be a busy holiday to South Africa and Mauritius. This consisted of five different fights and hotels with the various transfers included. Rachael organised the holiday for us and every aspect of the trip went well. Took a lot of the stress out and allowed us to have a fantastic holiday. Friendly,Professional service with professional staff. Will use them again.
Posted 3 weeks ago -
JulieDavidson
All went well on our recent NY trip booked through Matt at EShores. Worth noting: -Newark Airport and Train Station great with transfers on the NYP Train (about 1 hour) to and from Penn Station/Airport Terminal (easy!) -Sanctuary Hotel great location and staff! Room and breakfast spot on. -Brooklyn Bridge walk back great, 1 stop over on subway as suggested. -United Airlines great - direct to and from Edinburgh! Recommended -weather spot on, temperatures just like here. Thanks for all your help and advice. Julie and Georgia (21st birthday girl!)
Posted 3 weeks 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!