Holiday Overview
Journey through some of North America's favourite summer vacation spots, Cape Cod and its fantastic beaches. Ferry to Martha's Vineyard and experience the Hamptons, long established as a bolt hole for New York's rich and famous.
9 days / 8 nights
Start: Boston
Finish: New York City
US States you will visit: Massachusetts, Rhode Island, Connecticut, New York
Highlights of this trip are:
- Boston Sightseeing
- The Gingerbread Cottages and fine seafood of Martha's Vineyard
- Seeing the Playground of New York's elite in The Hamptons
Boston to New York By The Beaches Road Trip includes:
- Return flights from the UK
- Compact Car with Gold Cover - Unlimited mileage, Full tank of fuel, 3 additional drivers, Collision Damage Waiver (CDW), $1 million liability coverage, Zero excess in the USA
- Self-Drive Directions and Information Packet at hotel upon arrival
- 1 night hotel accommodation in Boston
- 2 nights hotel accommodation in Yarmouth
- 2 nights hotel accommodation in Martha's Vineyard
- 1 night hotel accommodation in Mystic
- 1 night hotel accommodation in Riverhead
- 1 night hotel accommodation in The Hamptons
- Ticket for Hyannis Harbour Cruise and Dolphin Fleet Whale Watching
- Passenger and Vehicle Fare for the Orient
- Point Ferry and Martha’s Vineyard ferry
Day 1 - Arrive in Boston
Arrive Boston and check into your hotel
Featured accommodation
Colonnade Hotel
Day 2 - Boston-Hyannis-Yarmouth 76 Miles
Travel to Cape Cod. Visit Plymouth en route. Take a Hyannis Harbour boat cruise
Featured accommodation
Blue Water Resort On The Ocean
Unmissable Experiences
Yarmouth Experiences
Day 3 - Yarmouth-Provincetown-Yarmouth 93 Miles
Explore Cape Cod Nat’l Seashore, see lighthouses, coastal villages, take a whale Watch in Provincetown
Featured accommodation
Blue Water Resort On The Ocean
Day 4 - Yarmouth-Martha's Vineyard 28 Miles
Take the ferry to Martha’s Vineyard. Explore the island: Edgartown, Vineyard Haven, Aquinnah Cliffs, Oak Bluffs’ Gingerbread cottages
Featured accommodation
Kelley House Hotel
Day 5 - Martha's Vineyard
Rent a bicycle or moped, go horseback riding, or enjoy one of the may beaches
Featured accommodation
Kelley House Hotel
Unmissable Experiences
Marthas Vineyard Experiences
Day 6 - Martha's Vineyard-Mystic 139 miles
Visit Mystic Seaport, set on 17 acres it depicts 17th century seafaring
Featured accommodation
Inn at Mystic
Day 7 - Mystic-Riverhead 58 Miles
Ferry to Long Island, travel the North Fork stopping at wineries en route.
Day 8 - The Hamptons
Relax on beautiful beaches, stroll charming villages with boutiques and art galleries; tour historic mansions.
Day 9 - Riverhead-New York City 124 Miles - Depart from New York City
Finish in New York City
Colonnade Hotel Boston
The Colonnade has redefined the essence of urban stays. From an exhilarating rooftop pool with lounge to a lobby coffee cafe to a full-service fitness centre, this hotel is constantly challenging the standard of what a Boston hotel should be. Discover an enchanting Boston neighbourhood vibe that offers insight into urban living with the convenience of access to nearby Boston attractions and a bustling shopping district.
Kelley House hotel
Over two centuries of Vineyard charm. By far the most iconic Edgartown hotel, the Kelley House opened its doors in 1742 and has since been celebrated as one of the oldest hotels in America. The town of Edgartown has been known throughout the ages as a colonial settlement, whaling community, and an elegant vacation destination. The Kelley House hotel encompasses a long line of tradition and stands as one of the most distinguished historic hotels in all of New England.
Inn at Mystic
Situated on fourteen green acres overlooking Fishers Island Sound and Mystic Harbour, the Inn offers relaxing accommodations including rooms with ocean views, jacuzzis, and wood burning fireplaces. Inn at Mystic was once a private estate but it now consists of a hotel, restaurant, mansion, and full service banquet operations. The Inn at Mystic been welcoming guests for over fifty years.
Image Gallery
The Hampton's Beach
Aquinnah spring, Martha's Beach
Bourne Beach, Cape Cod
Boston
Liberty Island, NYC
Town Beach, Martha's Vineyard
New York City
Pleasant Bay, Cape Cod
Riverhead, New York
The Hampton's
Martha's Vineyard
USA Holiday Stopovers
Why not add in the 'Land of Fire and Ice' - Iceland -on your way to your holiday in the USA. We have put together a great stopover in Iceland for 2 or 3 nights which includes accommodation and the Golden Circle Trip which includes visits to the Gullfoss Waterfall, the geo thermal area of Geysir and Thingvellir National Park.
If you are travelling to the west coast of America, why not add a couple of nights stay in New York which includes accommodation and tickets for the 'Top of the Rock' observation platform for an iconic view of the city skyline. This can be done either on your way out or on the way back.
Alternative Holidays That May Interest You
Below you will find a small selection of 2024, 2025 holidays that may interest you. Remember, we tailor-make each holiday to your exact needs, so please call us on 0800 270 0009 and let one of our Holiday experts design the perfect trip for you
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Historic Cities of the Mid-Atlantic Road Trip
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