Experience New England’s stunning beauty and iconic spots all while gliding smoothly between destinations by train. Taking in Boston, Providence, Mystic and New York, with an optional extension to Martha’s Vineyard, this itinerary offers a comprehensive and relaxed tour of the region.
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Itinerary
Boston – 3 nights
Providence – 2 nights
Mystic – 1 night
New Haven – 1 nights
New York – 3 nights
Optional Cape Cod extension: Hyannis/Martha’s Vineyard
✈️ UK to Boston (3 Nights): Your adventure begins in Boston, one of America’s most historic cities and the perfect starting point for exploring New England. Take in the sights along the famous Freedom Trail, a 2.5-mile route that will lead you through the city’s most iconic landmarks, including the Old North Church and Paul Revere’s House. Explore American history at the Boston Tea Party Ships and Museum, where you can relive the events that started the revolution. For sports enthusiasts, a visit to Fenway Park (America’s oldest Major League Baseball stadium) is a must. Even if you don’t manage to watch a game, you take a behind the scenes tour of this legendary venue. Indulge in the local favourites of clam chowder, lobster rolls and Boston baked beans – and soak up the city’s many pubs and breweries, including the famous Cheers bar where “everyone knows your name”.
🚢 Optional extension Hyannis/ Martha’s Vineyard: For a bit of added magic you could include an extension to your trip by taking the ferry from Boston to Hyannis in Cape Cod, where you can explore the beautiful island of Martha’s Vineyard. Known for its rolling hills, charming villages, and iconic lighthouses, it’s the quintessential New England experience. Visit the picturesque town of Edgartown with its 19th-century buildings and peaceful harbour, or head to Vineyard Haven, a bustling port filled with galleries, little shops and excellent seafood restaurants. Oak Bluffs is another must-see, with its fairytale-like gingerbread cottages and lively atmosphere. If you’re taking the extension to Hyannis, you’ll take the bus rather than train to your next stop, Providence.
🚂 Boston to Providence (2 nights): Whether you arrive by train or bus, you’ll quickly realise that there is something quite unique about Providence. Renowned for its thriving arts scene, it’s home to the prestigious Rhode Island School of Design (RISD), which has helped shape the city’s creative and artistic identity. You’ll find public art installations and colourful galleries dotted around the city’s streets and the RISD Museum which houses an impressive collection of art and design. Stroll down Benefit Street, where colonial homes have been carefully preserved, and wander along the RiverWalk, for beautiful views of the water.
🚂 Providence to Mystic (1 night): You’ll continue your journey via train to Mystic, Connecticut. Mystic’s maritime history is brought to life at the Mystic Seaport Museum, where you can step aboard historic ships and explore a recreated 19th-century village. Marine life lovers will enjoy the Mystic Aquarium, which offers the unique chance to get up close with sea creatures such as beluga whales, sea lions, and penguins. The town’s cobbled streets are a delight to wander, with boutique shops and little cafés lining the way. Stroll across the charming Mystic River Bascule Bridge, which still opens for passing boats, adding a touch of nostalgia.
🚂 Mystic to New Haven (1 night): Your next stop is the historic city of New Haven, Connecticut. Famed for being home to Yale University, the campus is a beautiful blend of Gothic architecture and modern buildings. Spend time exploring the Yale University Art Gallery, with its world-class collection, and the Beinecke Rare Book & Manuscript Library, a stunning example of mid-20th-century architecture. History buffs will appreciate the Peabody Museum of Natural History, filled with fascinating exhibits on everything from dinosaurs to ancient civilisations. For a panoramic view of New Haven, take a trip to East Rock Park, where you can see the city and the surrounding region laid out in front of you. And no visit to New Haven is complete without sampling ‘apizza’, the city’s take on pizza, which is said to be the best in the country (according to locals!). It’s crispy, coal-fired, and utterly delicious.
🚂 New Haven to New York (3 nights): You’ll board your final train for the journey to New York, the electric city that famously never sleeps. You’ll have plenty of time to take in the city’s world-renowned landmarks including the Empire State Building, Times Square, and the Statue of Liberty, on Liberty Island. For an iconic New York experience, take a leisurely stroll across the Brooklyn Bridge, enjoying the sweeping views of Manhattan and Brooklyn. Don’t miss Central Park, where you can unwind, take a bike ride, or simply people-watch. Art and history lovers will love to explore the Metropolitan Museum of Art and the American Museum of Natural History, along with the 9/11 Memorial & Museum and the Guggenheim. New York’s energy truly comes alive in the evening, so when night falls, enjoy a show on Broadway, sip a cocktail at a rooftop bar or enjoy one of the many restaurants.
✈️ New York to UK: After exploring New England and New York, your holiday will come to an end, and you’ll head to the airport for your flight home 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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Frances
Kadie is there for us on every occasion and delivers whatever we are looking for in an efficient and friendly way that cannot be beaten.
Posted 1 week ago -
Grant
I contacted eShores on a reccomendation and I was not dissapointed. The level of service was the best I have encountered. Needless to say we have booked our holiday with them. A special thanks to Laura who was very helpful and understanding of our needs. Many Thanks Grant J
Posted 1 week ago -
Anthony
As always, a thoroughly professional service. We have booked a number of times through e shores and they endeavour to go the extra mile to ensure complete satisfaction
Posted 1 week ago -
Julie
We cannot thank Emily at eShores enough for her outstanding service in planning our holiday to Kuala Lumpur and Langkawi next March. From the moment we made our initial enquiry online, she was quick to follow up with a phone call. Emily listened attentively as we shared our interests in multiple-centre destinations and our preferred travel dates. With her first-hand experience in one of the locations, she provided invaluable advice that helped us make informed decisions. She sent us an initial quote that included various hotel options across different budgets, allowing us to choose what suited us best. Throughout the planning process, we exchanged numerous questions and queries, and Emily always responded with warmth and patience, making us feel that nothing was too much trouble. Her approachable and supportive communication made the experience enjoyable, and we felt guided every step of the way. Thanks to Emily, we have a fantastic booking in place, complete with all transfers from the airports to our hotels organised seamlessly. We’re extremely excited about our upcoming trip without the stress of planning it ourselves. We highly recommend Emily and eShores to anyone looking to book a holiday. Thank you, Emily, for making this process so easy and enjoyable! Best wishes, Julie and Paul Jackson
Posted 1 week ago -
DerekMichael
Prompt and efficient service, catering to our requirements.
Posted 1 week ago -
Rebecca
We haven't taken our holiday, yet but to date our consultant, Rachel, has been fantastic! Rachel has delivered on all communication promises, always contacting us as promised. She has been more than happy to answer all questions, even daft ones, and been incredibly professional at all times. If our holiday is as good as the service recieved to date then we will be thrilled to bits.
Posted 1 week ago -
Anonymous
Efficient, helpful and friendly service from Nick who understood what we were looking for and made excellent suggestions. Easy booking process.
Posted 2 weeks ago -
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 2 weeks 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 2 weeks ago -
Jane
Excellent service...they arranged our trip quickly and we're available to make amendments as required. Very good efficient service
Posted 2 weeks ago
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