3 Nights – Boston
1 Night – Provincetown
2 Night – Hyannis
1 Night – Providence
1 Night – Mystic
1 Night – New Haven
3 Nights- New York
✈️ UK – Boston (3 nights): Boston is a fantastic place to kick off your New England adventure. This bustling city is packed with history, having played a key role in the American Revolution. A great place to start exploring is by heading to the Boston Tea Party Ships and Museum, where you can step aboard 18th-century ships and relive the famous tea party. Take a stroll along the Freedom Trail, a 2 ½ -mile route through Boston’s North End, to check out landmarks such as the Old North Church and Paul Revere’s House. For sports fans, Fenway Park is a must-see. Even if you’re not able to watch a baseball game, you can take a tour of this iconic stadium. And don’t leave without trying Boston’s signature dish, Boston baked beans, made with molasses, brown sugar, and salt pork. After exploring the city, there are plenty of pubs, bars, and breweries to try, including TV’s famous Cheers bar, where everyone knows your name! On the final day in Boston, you’ll pick up your rental car.
🚢 Boston – Provincetown (1 night): Leaving the city of Boston, you’ll catch a scenic ferry across the water to Provincetown, or ‘Ptown,’ as it’s affectionately called, located at the very tip of Cape Cod. This lively and artsy town is famous for its stunning beaches, eclectic shops, and vibrant LGBTQ+ scene. Take your time wandering around the colourful streets and art galleries and explore the beautiful coastline. Ptown has some fantastic restaurants and cafés, from fresh seafood shacks to more stylish restaurants. And when night falls you’ll find a great choice of cabarets and nightclubs to dance the night away. With a car at your disposal, you could also take the opportunity to explore further, including the nearby towns of Wellfleet, known for its fresh oysters and lovely beaches, and Truro, where you can enjoy a quieter, more relaxed atmosphere.
🚗 Provincetown – Hyannis (2 night): The drive from Provincetown to Hyannis takes around an hour, although you’ll probably want to take your time stopping for photos and taking short detours to explore the small towns along the way, such as Orleans and Brewster. Hyannis, with its laid-back vibe and charming waterfront, is the perfect base for heading to the island of Martha’s Vineyard, which is just a short ferry ride away. Martha’s Vineyard is quintessentially ‘New England’, famous for its pretty villages, rolling hills, pristine beaches, and lighthouses. Some of the must-see towns to visit include Edgartown, with its beautiful 19th-century buildings and peaceful harbour, and Vineyard Haven, a bustling port town filled with galleries, shops, and restaurants. Oak Bluffs is another hugely popular spot with its colourful ‘Gingerbread’ cottages and lively atmosphere.
🚗 Hyannis – Providence (1 night): After exploring Hyannis, you’ll head west towards Providence in Rhode Island. The drive will take around 1½ –2 hours, offering plenty of time to relax and enjoy the scenic views en route. Providence is Rhode Island’s capital city and is known for its colourful arts scene due to being home to the prestigious Rhode Island School of Design (RISD). Visit the RISD Museum, wander through the artistic streets, and enjoy the public art installations dotted around the city. The Rhode Island State House, with its grand marble dome, is another must-see, as is Benefit Street, home to beautifully preserved Colonial-era homes. For a peaceful walk, head to RiverWalk for lovely views along the water.
🚗 Providence – Mystic (1 night): In under an hour, you’ll take the drive southwest from Providence to the charming town of Mystic where you’ll feel like you’ve stepped back in time, with its cobbled streets and 19th century ships. Located along the Mystic River, it’s known for its maritime heritage and picturesque setting on the coast. The Mystic Seaport Museum is a highlight, offering insights into the area’s seafaring past with historic ships and a recreated 19th-century village. The Mystic Aquarium is another fantastic spot, where you can get up close with marine life. While you’re here, wander through the old streets of Downtown Mystic, pop into local shops and cafés, and enjoy views of the Mystic River. The Mystic River Bascule Bridge still opens for passing boats, adding an extra bit of nostalgic charm to the town.
🚗 Mystic – New Haven (1 nights): From Mystic, it’s about a 1-hour drive to the historic city of New Haven, during which you’ll pass the Long Island Sound coastline, taking in views of Hammonasset Beach State Park and Guilford Harbor along the way. New Haven is most famous for being home to Yale University, one of the country’s most prestigious universities. The campus is a beauty to explore, with a mix of stunning architecture, from Collegiate Gothic to modern designs. Don’t miss the Yale University Art Gallery or the Beinecke Rare Book & Manuscript Library. New Haven also offers plenty for museum lovers, including the Peabody Museum of Natural History. For one of the best views in the city, head to East Rock Park. And if you’re hungry, you have to try New Haven’s famous apizza – a delicious crispy, coal-fired pizza.
🚗 New Haven – New York (3 nights): The grand finale of your road trip will bring you to New York City, the ‘Big Apple’. Everything here is ‘big’: from big buildings, big landmarks, big culture, big flavours, and big energy… all packed into one legendary city. You’ll want to squeeze in as many iconic sights as possible into your 3-night stay. Start with the top attractions such as Times Square, the Empire State Building, and the views from Top of the Rock. Also don’t miss Brooklyn Bridge or or Grand Central Terminal. Take a stroll through Central Park or explore world-famous museums including the American Museum of Natural History, the Guggenheim, the 9/11 Memorial & Museum, and the Met. If your feet need a break, hop on a ferry to Staten Island for a different perspective of the Manhattan skyline and a close-up view of the Statue of Liberty. When night falls, New York really comes alive, after all, this is the city that never sleeps. Catch a Broadway show, enjoy drinks at a rooftop bar, or explore the nightlife of the Lower East Side and beyond.
✈️ New York – UK: Finishing your trip on a high from the sights and sounds of New York, you’ll head back to the UK.
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Andy and Claire was very helpful and Helped sorting my trip for 2026 Thanks to both
Great service and costs. The staff are excellent they are knowledgeable and very very helpful. I have used them many times and have recommended them to my friends I will continue to use them in the future
Just booked a holiday for two to Argentina and Brazil. Absolutely brilliant service. Kadie [rovided lots of help and support whilst making choices. Cannot wait for the holiday.
Michelle, is as always so helpful and friendly.
I have been using this company for nearly 20 years now and I have always received amazing service , all the staff are great and very reactionary to any issues and prompt whilst dealing with enquiries and bookings !i look forward to my continued rely with them ! Rick
Booked a trip to Budapest-Vienna-Prague with Claire at eShores. Whole experience was amazing Claire was extremely patient with me and extremely helpful. Can't wait to go on holiday now, but already planning where to go after that.
I rang eShores having read about their way of working - I liked that their office is relatively local and their team big enough to have experience of all continents yet small enough think for all the colleagues to know each other I rang with a vague outline of what I hoped to do for…
Anna the travel consultant is very efficient and listens carefully to what we want from a holiday. I would recommend eshores to anyone planing a multi centre holiday
Leanne was brilliant she tailored our trip to Greece exactly as we wanted Very efficient and helpfull
I have used E Shore twice for holidays both times with Michelle, she has the patience of a saint and has been amazing. Will definitely use them in the future
Had contacted a few travel agents about my holiday. None, repeat none of them were as knowledgeable is Matt, who was dealing with my enquiry. His knowledge of my destination & what I was hoping/ looking for was tremendous. The lengths he went to & patience he displayed was tremendous. Really made my choice to…
Dave is as very helpful. He made booking a fairly complicated holiday easy. We haven’t been on the holiday yet, but hopefully with Dave’s expert help it’ll be great.
I have used eshores before to organise a holiday. The service was second to none and the holiday was excellent. Everything went perfectly. For that reason I am using them again. I know I will be well looked after and safe. With eshores you can choose, mix and match different countries, transport etc and nothing…
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Kadie from eshores has become my favourite go to for holidays and trips. Having just returned from a visit to China Hong Kong and Thailand organised by eshore I can say that it was one of the best holidays I had enjoyed for many years
I have dealt with Hannah a couple of times and found her very helpful and knowledgeable, it is really nice to be in contact with someone who one feels is genuinely interested in what you as a customer.
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Laura has been very helpful in assisting us twice and responds quickly to our many queries. Our recent holiday to Lake Garda was a great success and we hope Madeira next year will prove likewise
Excellent service from start to finish. Our hotel package was designed totally to our requirments. Matt was super efficient and was more than happy to go that extra mile to ensure our package was the best..i would definitely recommend eShores and i will be using them again in the future.
Nick was a pleasure to deal with, He was patient and happy to make changes to our trip several times, I'd recommend dealing with him and eshores, Thanks nick