Discover New England's Heritage

Boston Round Trip

Boston, Cape Cod & The Islands



Step back in time on this memorable New England vacation, exploring centuries of history on Nantucket, Martha’s Vineyard, Cape Cod and in Newport. Relive 17th-century life at Plimoth Plantation and visit the largest whaling museum in America.


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8 Days
FROM £2795 Per Person

Excluding international flights

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  1. Day 1


    On arrival in Boston, transfer to your downtown hotel. At 18:00, gather with your Travel Director for a Welcome Dinner.

    Hotel for 2 nights: The Westin Copley Place

  2. Day 2


    Your Travel Director will provide you with a fascinating insight into Boston during a historical sightseeing tour. At several stops along Boston’s famed Freedom Trail, hear about the struggle and courage of the American colonists during revolutionary times. The afternoon is free to explore at leisure.

  3. Day 3

    Boston to Newport

    Today travel to Newport, lined with mansions of America’s wealthiest families. Visit The Breakers, the grandest of Newport’s summer ‘cottages’ and a symbol of the Vanderbilt family. Newport was home to the America’s Cup and is widely known as the Sailing Capital of the World. Embark on a nautical discovery on-board an 80-foot (24 metre) schooner.

    Hotel: Hotel Viking, Newport

  4. Day 4

    Newport - Sandwich

    In the morning, travel back in time to visit the stunning New Bedford Whaling Museum, where a Local Expert will enlighten you on the extensive impact whaling had on the region. See the largest model ship in the world and the many exhibits, including the material that inspired Herman Melville to pen his classic work, ‘Moby Dick.’ Travel on to the town of Sandwich. Continue to the Heritage Museums and Gardens, where in one beautiful location, you’ll find sweeping lawns, stunning gardens and an amazing collection of antique cars. Visit the Sandwich Glass Museum to experience the techniques of the English and Irish glassmakers that founder Deming Jarvis developed during the early 19th century.

    Hotel: Dan’l Webster Inn and Spa

  5. Day 5

    Martha's Vineyard

    Board your morning ferry to Martha’s Vineyard, home to pristine sandy beaches, and diverse outdoor attractions. No stranger to presidential visits, the island has hosted Bill Clinton and the Obamas. After disembarking, make your way to Oak Bluffs, known for its rainbow-coloured, gingerbread like cottages with storybook decorations, high peaked roofs, and dainty verandahs. Get acquainted with the island on a tour, before reaching your hotel which overlooks Edgartown’s beautiful harbour, and
    Chappaquiddick Island.

    Hotel: Harbor View Hotel

  6. Day 6

    Cape Cod - Newport

    Take the ferry back to Woods Hole before an excursion to the Cape Cod National Seashore, a National Park that encompasses much of the Outer Cape. Travel to the extreme tip of Cape Cod, to Provincetown – a small coastal resort known for its beaches, cool boutiques, restaurants and art galleries, giving this town a fun and funky vibe. Then, it’s on to the cottage-lined streets of North Falmouth and your beachside hotel. Step outside to feel the sun on your face and the sand between your toes.

    Hotel: Sea Crest Beach Hotel

  7. Day 7


    Depart Hyannis in style on a high-speed catamaran for the quaint island of Nantucket. Return to the mainline late afternoon to relax before meeting in the evening for a Celebration Dinner.

    Hotel: Sea Crest Beach

  8. Day 8

    Newport – Boston Departure

    Today meet a local cranberry bog farmer. With generations of knowledge behind him, he will share with you the lifecycle and cultural impact of this truly American berry. Return to Boston, where your trip comes to an end with a transfer to the airport for your onward travel arrangements.

    Please note: onward flights should not be booked to depart prior to 5pm.

May 11
Jun 08
Sep 07, 14, 21
Oct 05

  • 7 nights accommodation 
  • 11 meals including 7 breakfasts & 4 dinners
  • Visit the Bedford Whaling Museum
  • Boston Freedom Trail
  • Scenic cruise in Newport
  • Visit the Sandwich Heritage Museum
  • Excursion to Nantucket from Cape Cod
  • Cape Cod cranberry farm tour with a local
  • Baggage handling – 1 bag per person
  • Travel by luxury air-conditioned coach
  • Professional Tour Director
  • Airport transfers on arrival and departure
  • Flights to/from USA
  • Gratuities for driver & Tour Director
  • Meals & attractions not shown as included

Tour operated by Insight Vacations.

Boston, Cape Cod & The Islands
FROM £2795 Per Person


Our Awards

We are very proud that our personal, friendly service and attention to detail has led to us becoming an industry leader in providing tailor-made holidays. We have been recognised throughout the years by winning a number of prestigious awards from within and outside of the travel industry. We won the "Best Operator to Canada" award at the 2017 British Annual Canada Travel Awards for a record 15th time.

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