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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Ian
Emma did significant grafting on my behalf, and remained understanding when my requirements involved quite a bit of chopping & changing.
Posted 15 hours ago -
Jacqueline
Cannot recommend our booking experience enough with Anna, friendly, very efficient and took time to help us get the trip we wanted. Would use exhorts next time we book for certain.
Posted 1 day ago -
Claire
Booked with eshores last year. Holiday was excellent and everything ran smoothly. We had one problem with one of the transfers in which we missed the plane and had to pay for the next flight but that was sorted and refunded when we returned home. Booked with them again for next year. Matt has been extremely helpful (and patient. We are a nightmare). Eshores are very competetive and I would not hesitate in recommending them and I hope to be using them for years to come.
Posted 2 days ago -
DonnaMarie
eShores are exceptional when it comes to building your perfect tailor-made holiday. Dave was tireless in his efforts to match the needs of me and my Mum and went through countless iterations with dates, flights and hotels, all fully costed. In the end, we had an itinerary that suits us perfectly and all at a great price. eShores take all the legwork out of finding your perfect holiday.
Posted 2 days ago -
Gail
Excellent customer service. Dave Felton is an amazing senior travel consultant. I wouldn't use any other company.
Posted 1 week ago -
Jason
Could’ve have a higher opinion. Michelle was exceptional. She organised us a perfect itinerary after many back and forth emails. Gave great advice and was constantly on hand ⭐️⭐️⭐️⭐️⭐️
Posted 1 week ago -
Elizabeth
Kadie has been looking after me and my holiday needs for nearly 9 years and she never fails to make it happen!! She truly is amazing and all my holidays have been fantastic!! Thank you
Posted 1 week ago -
JohnAndrew
Simple process and extremely helpful.
Posted 1 week ago -
David
Outstanding Service from Eshore – Highly Recommended! Michelle at Eshore has put together an amazing multi-centre holiday for us in Australia and Bali. From the very beginning, the process was effortless – I simply shared my requirements, and Michelle took care of everything else. She provided a detailed and well-thought-out itinerary that perfectly matches what we were looking for. What really stood out was the personal touch – Michelle offered helpful advice on the destinations, drawing from her own experience and knowledge, which gave us extra confidence and excitement for the trip. Her attention to detail and genuine enthusiasm made all the difference. I highly recommend Eshore, especially if you’re looking for a stress-free way to plan a complex holiday with expert guidance. We can’t wait to go!
Posted 2 weeks ago -
Gillian
Booking a trip with eShore has been an absolutely amazing experience - unfortunately I am not often impressed these days, but this team are nothing short of fantastic!
Posted 2 weeks ago



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