The Best of Cape Cod & The Islands

A relaxed fly-drive tour of Massachusett's delightful islands and seaside towns, taking in Cape Cod and the hedonistic town of Provincetown, the quintessential New England island of Nantucket and Martha's Vineyard, a favourite summer island for celebrities.

The Best of Cape Cod & The Islands

A perfect summer fly-drive visiting the very best destinations of this area on the East Coast, starting in Boston and travelling onwards to the islands of Cape Cod, Nantucket and Martha’s Vineyard. Begin the holiday with a stay in Boston, exploring the historical sights and many attractions of this cultural hub- perhaps go to a Red Sox game and discover a couple of the 21 neighbourhoods of the city!

Drive onto Chatham in Cape Cod to enjoy the pretty villages and views, staying at a historic hotel. Drive to the tip of Cape Cod to the hedonistic town of Provincetown for its galleries, boutiques, laid-back open-minded attitude and of course whale watching. From Hyannis you will take a ferry to Nantucket, a tiny island with dune-backed beaches, quaint fishing wharves and cobble stoned streets. Hop across to Martha's Vineyard, a celebrity favourite in the summer, encompassing pretty harbour towns, lighthouses, rolling countryside and sandy beaches.

Boston Holidays
    DAY 01

    UK - Boston

    Boston

    Arrive in Boston - home to the Red Sox, clam chowder and many sights of historical interest. This great city, the unofficial capital of New England, has plenty to offer all visitors. Accommodation Options

    Boston Holidays
      DAY 02

      Boston

      Boston

      Enjoy a full day to explore this attractive Atlantic Coast city at your leisure. We suggest you start with the Freedom Trail walk taking you to 16 historically significant sites. Visit the Boston Tea Party Ships and Museum with live reenactments and sample some of the fresh seafood along the waterfront or the famous Boston Clam Chowder. Accommodation Options

        DAY 03

        Boston to Chatham, Cape Cod (89 miles)

        Cape Cod & The Islands (Massachusetts)

        Explore the city today by walking the Freedom Trail, a two and a half mile walk that covers 16 historic sites or go on the ‘Hop on, Hop off’ trolley tour. For shopping visit the stores on Newbury Street and the antique shops in Beacon Hill. Enjoy a lunch perhaps of traditional clam chowder, a meal in Quincy Market or Italian cuisine in North End. Drive 89 miles/143 kilometres to Cape Cod and stop off in Plymouth where you can see the replica of the Mayflower, the ship used to transport the pilgrims to the the new world. Accommodation Options

          DAY 04

          Cape Cod

          Cape Cod & The Islands (Massachusetts)

          Take the day to enjoy the beautiful area of Cape Cod with its quaint villages. A short walk from the hotel lies the centre of Chatham, a typical New England village by the sea. There are lovely shops, restaurants, inns, white churches, a fishing harbour and a lighthouse. Accommodation Options

            DAY 05

            Provincetown

            Cape Cod & The Islands (Massachusetts)

            Drive onwards to Provincetown located at the end of Cape Cod. Provincetown is full of artists and fishermen. In the morning, go into the art galleries, dine at small seafood restaurants and walk through narrow streets. In the afternoon, take a whale watching cruise (weather permitting) for a chance to see the humpback whales. In the evening, enjoy dinner in the town or go on the New England Clambake Dune Tour where you can enjoy a clam bake dinner served picnic style coupled with a sunset dune tour. Accommodation Options

              DAY 06

              Nantucket Island (61 miles)

              Cape Cod & The Islands (Massachusetts)

              Start the day early with a drive to Hyannis (car parking fee not included) and take a high speed ferry to Nantucket Island. Walk around and explore America’s most scenic little island! See the cobblestone Main Street with the homes of merchants and captains, the ‘Little Grey Lady’ (the world’s foremost whaling port in the 18th century), ‘Sconset village’ with its cute cottages, Sankaty Head Lighthouse, Cranberry bogs and Nantucket moors. Accommodation Options

                DAY 07

                Nantucket

                Cape Cod & The Islands (Massachusetts)

                This attractive island is best explored by bicycle which can be arranged by the hotel concierge. Find a secluded spot on the beach or ride to one of the delightful beachfront restaurants or cafes for lunch. The town is picture postcard cute, and boardwalks take you along the busy harbour and wharves. The hotel offers complimentary use of paddle-boards, kayaks and sunfishes to hotel guests and in the afternoon port and cheese are served. Accommodation Options

                  DAY 08

                  Martha's Vineyard

                  Cape Cod & The Islands (Massachusetts)

                  Drive to Woods Hole for the ferry ride to the island of Martha's Vineyard. Enjoy beautiful ocean views and the surroundings of historic 19th century homes. Walk easily around Edgartown or even explore it by cycle. Spend time relaxing on Martha’s Vineyard, an area visited by many in the summer including celebrities. Explore the island seeing the gingerbread cottages of Oak Bluffs, Gay Head cliffs and lighthouse. Accommodation Options

                  Boston Holidays
                    DAY 10

                    Martha's Vineyard to Boston (90 miles)

                    Boston

                    Spend the morning on Martha’s Vineyard then board the ferry and drive 90 miles to Boston airport for your flight home, or alternatively extend your stay on the island.

                    Huge savings in the British Airways Worldwide Sale!
                    Contact our Travel Specialists today to start planning your next getaway