Boston, Boats & Beaches

| United States | Boston | New England |
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Follow your own ‘Freedom Trail’ as you enjoy 14 days immersed in the city streets and sandy shores of New England. Take in the mystery and history of Boston, bursting with fascinating landmarks and cultural hotspots that leave no shortage of ways to spend your days. From a busy metropolis to coastal bliss, this itinerary takes you to picturesque Cape Cod and Martha’s Vineyard, with their fresh seafood, and charming inns, before ending the experience with a few days staying on beautiful Nantucket Island and sailing paradise, Newport.

Prices fromThe itinerary includes
13 nights / 14 days from £2,925

Prices are per person based on 2 people sharing a Standard Room including economy flights from London.
Itinerary starts in Boston and ends in Boston
Hotel accommodation as detailed
Ferry tickets to Martha’s Vineyard and from Nantucket
Inter-island flight
Intermediate 4-door car hire with Alamo including insurance and satellite navigation system for 11 days


Day 1


After arriving at Boston International Airport a private transfer will take you to the Fairmont Copley Plaza for a 3 night stay. Spend the following days exploring the city’s varied sights and attractions, where new and old sit side by side in perfect harmony. Follow the renowned ‘Freedom Trail’ encompassing 16 key sites, sit in a sidewalk café, watch concerts under the stars or go on a whale watching cruise from the historic harbour.

Day 4

Cape Cod

Driving Distance : 86 miles / approx. 1 hr 30 mins Collect your rental car and head off down to the Cape and arrive at the Wequassett Resort and Golf Club for a 3 night stay. Be beckoned by miles of incredible beaches with days enjoying time on the sands, mealtimes dining on lobster and fresh seafood, or hours perusing the boutiques, galleries and old country stores.

Day 7

Martha’s Vineyard

Driving Distance to Hyannis: 20 miles / approx. 35 mins Drive to Hyannis, leave the car parked up and take the ferry over to Martha’s Vineyard for a 2 night stay at the Harbor View hotel in Edgartown. Far less developed than Cape Cod yet more cosmopolitan than neighbouring Nantucket, Martha’s Vineyard offers the perfect balance. Wander the small streets of Edgartown that hold boutiques, stately whaling captains’ homes plus charming inns, restaurants and bars. Set sail on a sunset cruise through the harbour, cycle miles of picturesque bike paths or why not head out on horseback.

Day 9

Nantucket Island

Take a short flight to Nantucket Island where you will spend the next 2 nights at the authentic and iconic White Elephant hotel. The entire town of Nantucket is now an official National Historic District encompassing more than 800 historic structures within a square mile. Absorb the beautiful island with its picturesque beaches, ferries, charming lighthouses and tempting boutiques or swim in the clear waters of Nantucket Sound before hitting the Atlantic coast with a surfboard. Dine at delightful restaurants alongside friendly locals or treat yourself to a signature Nantucket lightship basket, created by artisans replicating those originally crafted by sailors.

Day 11


Driving Distance from Hyannis: 79 miles / approx. 1 hr 40 mins Board the ferry from Nantucket Island to Hyannis and return to your hire car. Drive to Newport where you will spend the next 3 nights at The Vanderbilt Grace hotel. A yachting enthusiast’s dream, Newport is the scenic home to the world-renowned sailing race, the America’s Cup. Witness stunning scenery while wandering along the elevated Cliff Walk, explore The Breakers mansion, former home of the legendary Vanderbilts or chart sporting history in the Tennis Hall of Fame.

Day 14

Depart Boston

Driving Distance : 73 miles / approx. 1 hr 25 mins Make the most of your last morning in Newport before driving to Boston to return your rental car in time for your flight to the UK.

- This is a guide itinerary and can be modified to suit. It is subject to availability and price at the time of booking. Other conditions may apply -

The air holiday packages shown are ATOL protected by the Civil Aviation Authority. Our ATOL number is T7077. We are a member of the Travel Trust Association U1373. Please see our booking conditions for more information. Hurlingham Travel® Hurlingham Travel Services® are registered trade marks of Hurlingham Travel Services Limited.

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