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Boston, The Cape, Newport & The Islands

Boston, Cape Cod, Newport & The Islands

Boston, Cape Cod, Newport & The Islands

14 night fly drive from £2,998 per person including flights, car rental and accommodation

The coasts and islands of Southern New England have a storied history stretching back thousands of years, but the past is not the only lure, as you will discover on this tour, it is a region of infinite variety of scenery, of history, of people, politics and vision.

Day 1
Boston Arrival

Depart London Heathrow – 11:05
Arrive Boston – 13:10
Journey Time – 7 hours

On arrival we recommend that you do not collect your car but rather take one of the metered cabs (your approx fare will be $25 – this is not included in your prepaid holiday cost) from the airport to your hotel. We recommend this as you will be tired and will only pay high fees to park the vehicle during your 2 days in the city. If you do prefer to collect your vehicle on arrival or would like us to arrange private transportation for you to your hotel, this can be done for an additional cost.

In a city filled with interesting things to see and do, the Freedom Trail is the highlight of Boston for visitors. The 2.5 mile red brick walking trail leads you to 16 nationally significant historic sites, every one an authentic American treasure. Preserved and dedicated by the citizens of Boston in 1958, when the wrecking ball threatened several important places, the Freedom Trail today is a unique collection of museums, churches, meeting houses, burying grounds, parks, a ship, and historic markers that tell the story of the American Revolution.

You can take a self-guided tour or one of the many tours available through the National Park Service. Tours begin every half hour from the park visitor center at 15 State Street opposite the Old State House. If you prefer to ride, you can take a trolley tour, which is an unofficial guided tour, but does include many of the most important sites along the Trail including Old Ironsides, the Paul Revere House and the Old North Church. Plan to stop and eat at Faneuil Hall, once the primary meeting place for America’s revolutionaries. It is now a bustling market of restaurants and shops.

Overnight – Boston

The Langham Hotel

Day 2

Your first day in America’s most historic and cultured city. You will find Colonial and Revolutionary history on every step of the Freedom Trail, along the decks of Old Ironsides, charging up Bunker Hill, and on the cobbled streets of Beacon Hill.

Today we suggest exploring Boston’s famous ‘The Freedom Trail’ which is a 2.5-mile walking trail through Boston that connects 16 of the country’s most important historical sites linked to the American Revolution. Lively and informative costumed characters travel the Trail during the summer. These characters are fun and engaging for children of all ages (from 5 to 75!) and act as ambassadors to the era of America’s founding and the birth of our country’s freedom.

Since there is so much to see and do in Boston, you may want to explore the city with a Go Boston Card in hand which provides admission to a whopping 33 attractions in Boston proper and many more in the region. In town the pass includes a Two-Day Beantown Trolley Tour Pass on the big red trolley that takes you all over town with 19 stops near more than 100 sites, Boston Duck Tours, New England Aquarium, Museum of Fine Arts, Liberty Fleet Tall Ships Adventure, Charles River Boat Tours, the Old North Church and more.

Overnight – Boston

The Langham Hotel

Day 3 & 4
Boston to Provincetown (Whale Watch Cruise Included)
117 Miles

This morning collect your car rental and drive to Cape Cod, the famous peninsular that juts out into the Atlantic Ocean; en route there’s the possibility to visit Plymouth to see the Mayflower, a replica of the ship that brought the Pilgrims here in 1620, and Plimoth Plantation, a living history museum where costumed interpreters speaking 17th century English depict life in a 1627 pilgrim village. The Cape has some of the best beaches and warmest waters on the east coast as well as some of the prettiest villages and you’ll have time to explore over the next few days. You’ll spend the next two nights near the colourful and fascinating little town of Provincetown at the very tip of Cape Cod. Whaling ships ruled the harbor in the 1800’s and it’s still a fishing port today, but now the fishing fleet goes as far as the Grand Banks for cod and haddock. Being surrounded by water on three sides Provincetown has the perfect light so favoured by artists and the town is renowned for its vibrant art community and has attracted a wide spectrum of people who have made it their home. Tolerance is the rule here and Bohemian lifestyles intertwine with classic New England morals. Artists live side by side with traditional fisherman and during the summer Commercial Street is filled with the most cosmopolitan mix of people, exploring the art galleries, tiny seafood restaurants, shops, narrow streets and pretty gardens.

Overnight – Provincetown

Sandcastle Resort

Day 5
Provincetown to Chatham
38 Miles

The next three nights will be in Chatham, the quintessential Cape Cod village by the sea which stands at the Cape’s elbow surrounded by water on three sides with its famous light house guarding the headland with wonderful views of the ocean.

Overnight – Chatham

Chatham Bars Inn

Day 6

A leisurely day to explore the Cape with its pretty villages and abundant attractions, including the Cape Cod National Seashore with 40 miles of pristine sandy beach, marshes, ponds and diverse bird life. Chatham center, just a few minutes from the hotel, is probably Cape Cod at its picturesque best with smart shops, inns, small restaurants, crooked lanes lined with grey-shingled houses and some typically colonial-style white churches. The town was made for leisurely walking and the faint wisp of crisp sea air makes this an enjoyable diversion.

Overnight – Chatham

Chatham Bars Inn

Day 7
Nantucket Island Excursion

An early start this morning for the drive to Hyannis (car parking fee) and the 09:10 am high speed ferry to pretty Nantucket Island. With its cobblestone Main Street shaded by giant elm trees; its magnificent homes of merchants and ship captains it is one of the best preserved towns in New England. A fully narrated tour offers a truly interesting view of America’s most scenic little island. In just over an hour, become acquainted with the “Little Grey Lady,” famous as the world’s foremost whaling port in the 18th century. Included are The Old Mill, “Sconset” Village with its rose-covered cottages, Low Beach, Sankaty Head Lighthouse, Cranberry bogs and Nantucket moors. After lunch take the late afternoon high speed ferry to Hyannis, return to your car for the short drive back to Chatham.

Overnight – Chatham

Chatham Bars Inn

Day 8
Chatham to Martha’s Vineyard
65 Miles

Leave this morning for Martha’s Vineyard with time to explore Sandwich, the Cape’s oldest village (founded 1637) with its working grist mill and the Sandwich Glass factory where exquisite glass has been made since the mid 19th century. Nearby are the Heritage Museums & Gardens offering 100 spectacular acres of trees and shrubs, designed gardens, exquisite flowers and sweeping lawns. En-route you can also visit the pretty town of Falmouth, typically American with a little bit of everything, before driving to Woods Hole for the short ferry ride to the lovely island of Martha’s Vineyard (round-trip ferry tickets for you and your car are included).

Overnight – Martha’s Vineyard

Mansion House Inn

Day 9/10
Martha’s Vineyard

Two days to relax on the island, a Mecca for summer visitors, that has played host to the rich and famous, including film stars and American Presidents. Tour the Vineyard to see the gingerbread cottages of Oak Bluffs, the handsome old mansions and tree-shaded streets of Edgartown and Gay Head cliffs in scenic Aquinnah. The interior of the island, with moors and farms, is as lovely as the shoreline and there are miles of bicycle paths connecting the main towns.

Overnight – Martha’s Vineyard

Mansion House Inn

Day 11/12
Martha’s Vineyard to Block Island
118 Miles

Two ferries feature into today’s journey, from Martha’s Vineyard back to Cape Cod and then across Rhode Island Sound to Block Island. There’s an interesting diversion to the town of New Bedford where at the Whaling Museum you are invited to voyage around the world during the Golden Age of Sail when New Bedford’s whaling fleet circled the globe to hunt the giants of the deep for whale oil to light the lamps of the world and lubricate the wheels of the Industrial Revolution. This 111-year old institution, which was founded by the whaling families of the greater New Bedford area, is now the world’s largest and most comprehensive museum devoted to the global story of whales, whaling and the history of Massachusetts’ south coast region. Crossing into the state of Rhode Island you bypass Newport and come to Point Judith on the western side of Narragansett Bay where it opens out onto Rhode Island Sound. From here it’s a 55 minute ferry to Block Island listed by the Nature Conservancy as one of “The Last Great Places” with about 40 percent of the island set aside for conservation. Block Island features 17 miles of pristine beaches, protected by lighthouses and spectacular bluffs, and surrounded by rolling roads and winding paths. Many of the beaches encompassing the island are isolated and nearly untouched providing breath-taking views and utmost tranquility. Two-and-one-half miles of some of New England’s finest beach front can be found at Crescent Beach. Crescent Beach stretches along the Island’s east coast from Old Harbor (where the ferries dock) to Clay Head. It connects Surf beach and Baby beach to the south with Scotch and Mansion beaches, to the north. Block Island has been called the “Bermuda of the North,” so it is only fitting that most visitors choose bicycles or mopeds as their primary form of island transportation.

Overnight – Block Island

National Hotel

Day 13 & 14
Block Island to Newport, RI
38 Miles

This morning return to the mainland and continue to Newport, summer resort of America’s first millionaires. Spend the day on a spectacular beach; tour the Cliff Walk and Ten Mile Drive with its extravagant summer mansions. Newport’s restored waterfront features many shops and restaurants. It’s easy to see why Newport is one of the most fascinating and delightful places on the East Coast. The Colonial Buildings on the narrow streets in the historic district, the extravagant mansions on the grand avenues, the rugged rock-bound coast, well protected harbour and magnificent views of ocean and bay combine to make Newport a spectacular destination. Make sure you visit at least one of the mansions built during the Gilded Age. The wonderful houses along the cliffs and Bellevue Avenue were the ‘summer cottages’ of the rich and famous from New York and Philadelphia who descended on Newport for a summer social season. Houses modelled after French castles and other royal residences were the site of lavish parties, dalliances and intrigue. When no longer occupied by their owners, a collection of the mansions were purchased by the Preservation Society of Newport and have been opened to the public. The Breakers built in 1892 for Cornelius Vanderbilt II and Rosecliff, modelled after Marie Antoinette’s palace at Versaillesare probably the two best to visit. With plenty of leisure time there had to be something for the ultra wealthy to do and the Newport Casino, with the first grass tennis courts, hosted top tennis players and the “Tennis Hall of Fame” was established in town. Sailing flourished as yacht clubs grew in popularity and it wasn’t long before the America’s Cup races were held in Newport and continued to do so each summer for 130 years. Sailing cruises around the harbour are available to tourists and a sunset cruise is an ideal way to end the day.

Overnight, Newport

Viking Hotel – Manor Room

Day 15
Newport to Boston Airport
93 miles

Leave today for Boston Logan International Airport and depending on flight time, spend some time at Wrentham Outlet Stores for shopping at bargain prices. Return your rental car to the depot at the airport.

Depart Boston – 19:10
Arrive London Heathrow – 06:25 (Next Day)
Journey time – 6 hours 15 minutes

Your holiday includes

  • Scheduled Flights
  • UK & US Airport taxes
  • Accommodation – 14 nights
  • Compact car rental based on Hertz – 14 day rental
  • Exclusive travel documentation portfolio including personalised maps, itinerary and driver directions along with all applicable tickets and vouchers.

Travel Insurance

This is essential and not included. Should you need to purchase cover, we offer comprehensive cover at an additional cost. Please contact us for details.

Additional Experiences

Our holidays are completely tailored to suit you. We would be happy to help you choose from a vast array of additional experiences that will enhance your North America holiday adventure.

These might include:

  • City tours
  • Helicopter flights
  • Sporting event tickets
  • Golf
  • Hiking
  • Rafting
  • Horseback riding
  • Restaurant reservations

There are many more, often quite unique to your chosen destination so please do ask.


Itinerary Summary

Location Nights
Boston 2
Provincetown 2
Chatham 3
Martha’s Vineyard 3
Block Island 2
Newport 2


Free GPS On Car Rental

Enjoy free GPS on your Boston and Cape Cod fly drive. Other operators will charge hundreds of dollars for GPS – with Complete North America you pay nothing!

British Airways Seat Sale

Call now for further discounts of up to £100 when seat sale fares are available.

Flight Upgrades

Reduced premium cabin travel available.

Prices from
Premium/World Traveller Plus: £249 each way
Business/Club Class: £1,249 each way

Call us on 01159 610590 for availability and details.

Why Book With C.N.A?

  • No one-way car rental drop off fee.
  • All holidays ATOL protected.
  • Tailored itinerary to suit you.
  • Choice of airlines & departure points.
  • Deals on flight upgrades.
  • Low booking deposit.
  • Detailed & personalised travel pack – your personally prepared ring-bound travel itinerary booklet is prepared individually.

Complete North America documents

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Call today to tailor your Boston holiday plans: 0115 9610590

This was to be a once-in-a-lifetime holiday. It was memorable for the range of new experiences, the lovely places we stayed, your kind gift of the Boston excursions card and the matchless hospitality of the Liberty Inn at Yarmouth

Chisholm Party (New England) -

I just wanted to thank you once again for all the planning, booking and organising that you did on our behalf. Each of the hotels were great and the hotel in Niagara had the best view of any hotel I’ve stayed in around the world

Watts Party (New England & Eastern Canada) -

The Autumn colours were magnificent and we really enjoyed seeing the Pumpkin Festival celebrations in New England and then when we crossed the border, the Farmers markets and preparations for Thanksgiving in Canada.

Bartlett Party (New England & Canada) -

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