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    Additional Savings for Past Travelers

Boston, Cape Cod and the Islands

Operated by: Insight Vacations

8 Days from $3,195 per person
Martha's Vineyard

Countries Visited

United States

Locations Visited

Boston, Newport, New Bedford, Sandwich, Nantucket, North Falmouth
  1. Day 1 Boston, the Cradle of Liberty.

    Welcome to Boston, described by many as the most European city in the U.S. You can expect a thriving art scene, delicious of seafood delicacies and plenty of charm! On arrival, you'll be picked up from Boston Logan International Airport and transferred to your downtown hotel, The Westin Copley Place. Perhaps take a stroll in your local neighbourhood, Back Bay. This hip area is home to a number of cafes, restaurants and historic buildings, including Trinity Church in Copley Square. At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests.(Dinner with Wine)

    meals Dinner with Wine
    hotel The Westin Copley Place, Boston.
  2. Day 2 Historic Boston.

    Explore the city with your Travel Director and learn about the city's transformative past. You’ll follow part of the red-brick Freedom Trail that brings the story of the American Revolution to life. Sights include Boston Common, the Old Corner Bookstore and the Bunker Hill Monument in Charlestown.View the colourful neighbourhoods of Back Bay and historic North End, otherwise known as Boston’s Little Italy. Make sure you try the neighbourhood's famous canolis and grab yourself some of the best espresso in town. From hitting the shops to exploring the area’s art galleries and patio cafes, the rest of the day is free to pursue your own interests.(Breakfast)

    meals Breakfast
  3. Day 3 Newport, the Queen of Summer Resorts.

    South of Boston is Rhode Island, America's smallest state, but no less packed with big league attractions. Its star player is the elegant town of Newport, lined with the Gilded Age mansions of America's wealthiest families. Visit The Breakers, the grandest of Newport's summer cottages and a symbol of the Vanderbilt family's social and financial pre-eminence during the late 19th century. The seaside city is also famous for being the home of the America's Cup for more than 50 years and is known as the Sailing Capital of the World. Explore in nautical style onboard an 80-foot (24 metre) schooner as you cruise around the coastline. In the evening, enjoy dinner at 22 Bowens Wine Bar and Grill, before heading back to your boutique hotel, registered with the historic hotels of America.(Breakfast / Dinner with Wine)

    meals Breakfast, Dinner with Wine
    hotel Hotel Viking, Newport.
  4. Day 4 On to Sandwich.

    In the morning, travel back in time and 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 Lagoda, the largest model ship in the world, along with many other exhibits, including an elaborate scrimshaw collection, as well as the material that inspired author Herman Melville to pen the classic novel, ‘Moby Dick’. Move on to the serene town of Sandwich, the oldest town on Cape Cod. Here you’ll find the Heritage Museums and Gardens, where in one beautiful location, you'll find sweeping lawns, stunning gardens, a windmill, art gallery, the museum of Americana and a unique collection of antique cars. Close by lies the Sandwich Glass Museum where you will experience the techniques of the English and Irish glassmakers. Founder Deming Jarvis developed these during the early 19th century. Continue exploring or head back to your boutique spa hotel, as the rest of the day is yours at leisure.(Breakfast)

    meals Breakfast
    hotel Dan'l Webster Inn and Spa, Sandwich.
  5. Day 5 Martha's Vineyard, a Presidential Paradise.

    Board your morning ferry to Martha's Vineyard. Home to pristine sandy beaches, outdoor attractions and heavenly harbour towns, this summer hangout is no stranger to presidential visits. The island has hosted the Clintons and the Obamas, while the former U.S. First Lady, Jacqueline Kennedy Onassis, maintained a home here. After disembarking, make your way to Oak Bluffs, known for its rainbow-coloured, gingerbread-like cottages with gothic storybook decorations, high-peaked roofs, and dainty verandas. You’ll also find the oldest operating platform carousel in America here. Get acquainted with the island accompanied by your driver guide, before reaching your hotel.(Breakfast / Dinner with Wine)

    meals Breakfast, Dinner with Wine
    hotel Harbor View Hotel, Martha's Vineyard.
  6. Day 6 Cape Cod National Seashore, Provincetown and North Falmouth.

    Take the ferry back to Woods Hole before an excursion to the Cape Cod National Seashore, which encompasses much of the Outer Cape. Travel to the extreme tip of Cape Cod, to Provincetown. This small coastal resort is known for its beaches, cool boutiques, restaurants and art galleries, giving it a fresh, fun vibe. Move on to the cottage-lined streets of North Falmouth and your striking beachside hotel, which comes with impressive ocean view rooms. Head outdoors and onto the beach to make the most of this waterfront resort.(Breakfast)

    meals Breakfast
    hotel Sea Crest Beach Hotel, North Falmouth (Ocean View Rooms).
  7. Day 7 Nantucket Island.

    Depart Hyannis in style on a high-speed catamaran for the picturesque island of Nantucket. Not only has it retained the charm of a bygone era, it is one of the most exclusive coastal communities in the U.S. During your visit, take in the beauty of the antique cobblestone streets, lined with high-end boutiques and breathtaking architecture. The simple homes date back to its whaling days which also influenced much of the culture on the island. In the past the style of home directly correlated to a whaler's ranking. Return to the mainland in the late afternoon to relax at your beachfront hotel. Meet your new friends in the evening for a Celebration Dinner with wine, where you can share the highlights of your trip.(Breakfast / Dinner with Wine)

    meals Breakfast, Dinner with Wine
  8. Day 8 Berries, Bogs and Back to Boston.

    As one of the few fruits native to North America, it is said that the cranberry is more American than apple pie. Delve further into its history as you meet a local cranberry bog farmer, who will share his knowledge, as well as some of the all-American berries with you. It’s time to say goodbye to your fellow travellers as you return to Boston. For those heading home there will be complimentary transfers to Boston Logan International Airport, arriving at 14:00. Alternatively, you may return to The Westin Copley Place, Boston if you wish to extend your stay.(Breakfast)

    meals Breakfast
ACAP-boston-cape-cod-and-the-islands-map-lg-18.jpg

Included Insight Services

  • Our highly-skilled Travel Director will ensure your journey is seamless, serving as your expert guide, consummate organiser, and friend overseas
  • Enjoy the comfort of Insight's luxury, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom
  • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary
  • We carry your bags for you and promptly deliver them to your hotel door
  • Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency
  • We also include all taxes and porterage charges at hotels
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available)
  • From time to time, your Travel Director will enchant you with an Insight Flourish, which is a local specialty representing the destination
  • If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times
  • If your flights are outside these times, or you have booked additional nights accommodation with Insight Insight Vacations, you may purchase transfers or make your own way from/to the airport.

Authentic Dining

  • North Falmouth: Join your Travel Director and celebrate the culmination of your tour with wine and classic New England cuisine.
  • Cape Cod: Meet a local farmer and taste the goodness of the all-American cranberry fruit at a working cranberry bog.
  • Dining Summary: 7 Breakfasts (B) and 4 Dinners with wine (DW).

Insight Experiences

  • New Bedford: With a Local Expert, journey back to the great age of Moby Dick and castaway crews from around the globe, at the engaging New Bedford Whaling Museum.
  • Nantucket Island: Take an excursion to this idyllic island, characterized by cobblestone streets and lighthouses.

Stay at the Best Addresses

  • Boston: The Westin Copley Place is a tranquil haven of classic luxury in the center of the city.
  • Newport: Experience warmth and character at the boutique Hotel Viking, registered with the Historic Hotels of America.
  • Sandwich: Visitors to the boutique Dan'l Webster Inn are treated to the romance of the past, combined with today's conveniences.
  • Harbor View Hotel, Martha's Vineyard. The refined Harbor View Hotel embodies timeless character with modern comforts.
  • Cape Cod: While the views and sunsets are fabulous at the Sea Crest Beach Hotel, so are the facilities and warm hospitality of the staff.

Top Rated Highlights

  • Boston: See Boston’s red-brick Freedom Trail come to life as your Travel Director leads you through this historic walking tour.
  • Newport: Get a unique view of this coastal destination from the water aboard a traditional gaff-rigged schooner. Accompanied by a local sailing expert, they’ll show you the key sights in this picturesque setting.
  • Sandwich: There’s something for everyone at the Heritage Museums and Gardens – a fascinating complex of Americana museums, located within a 100-acre garden setting.
  • Martha's Vineyard: Visit Oak Bluffs with its ‘gingerbread cottages’ and tour the island.
  • Cape Cod: Tour the Cape Cod National Seashore. Taste the goodness of Massachusetts’ number one agricultural commodity crop at a cranberry bog.
  • Boston: View the neighbourhoods of Back Bay and North End.
  • Scenic Drives: Travel along Ocean Drive in Newport, Rhode Island. Enjoy the natural beauty of Martha’s Vineyard and Nantucket.

Dates & Prices
Airfare is not included, but can be added to quote upon request
  • Definite Departure
Price Discount Availability Price
Start Date: Fri, Sep 6, 2019
Return Date: Fri, Sep 13, 2019
$3,195pp AARP members save an additional $100 checkmark Request Quote Book Now
Start Date: Fri, Sep 20, 2019
Return Date: Fri, Sep 27, 2019
$3,195pp AARP members save an additional $100 checkmark Request Quote Book Now
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