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.

1 / 7

2 / 7

3 / 7

4 / 7

5 / 7

6 / 7

7 / 7
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.






-
CarolynMary
I have only just booked my trip to Italy with eShores and paid my deposit. I hope that all will go well in September but I can't comment on that yet. However, I can comment about your travel advisor, Nick. He has been absolutely excellent throughout. I originally contacted you in November about a different holiday in Italy but had to pause proceedings when my inheritance didn't come through soon enough. Nick had designed and tweaked the trip and was so patient and helpful with my questions and changes. Then when I changed the trip in April again he was so helpful and patient. He is a credit to your company!
Posted 1 day ago -
Latif
Laura , spent alot of time as i changed holiday location pleased , booked for september 2025 to Eastern Algarve. paid deposit. request for balance 12 weeks before travel. British Airways holiday bookings ask for balance 4 weeks prior to travel . eShores ought to mirror BA for competitinion,
Posted 1 day ago -
Jane
Excellent service...they arranged our trip quickly and we're available to make amendments as required. Very good efficient service
Posted 2 days ago -
June
Booked a holiday with eshores this week. Very happy with the experience. Matt is very efficent and helpful. Matt has promptly answered my questions and left me with just looking forward to the experience. I still know that he will be there when and if I think of other things I need to know
Posted 3 days ago -
Caroline
Nick helped us book the correct holiday for us he listened to everything we had to say and tailored it spot on Would definitely recommend
Posted 3 days ago -
Adrian
Used Eshores on a previous overseas trip and was very pleased with the whole end to end experience. Was pleased to get the same excellent service in booking a new holiday for a multi centre stay in the USA. As previously Andy who is our representative and all the admin team have been very friendly, helpful and efficient. Highly recommend this travel company.
Posted 1 week ago -
Melissa
Claire from eshores has gone above and beyond to help sort our touring break to Portugal. Nothing as been to much trouble for her. We have shared many phone calls to sort the finer details , with Claire offering lots of advice and information. I highly recommend eshores, especially Claire who is an asset to the team. Thank you Claire.
Posted 1 week ago -
Kenneth
Emma was so helpful. The best company for doing different centre holidays.
Posted 1 week ago -
Anonymous
Emily Chadwick was such a massive help. Gave us so much information on booking our Vietnam holiday. Prompt replies,and always pleasant.
Posted 1 week ago -
BrianArthur
Very good service from Nick, friendly advice plus quick delivery of email when asking questions will recommend to all my friends thank you
Posted 1 week 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!