Cape Cod, The Islands & Newport

Bustling Boardwalks & Coastal Charm

  • Date

    September 14-19, 2021 | Tue / Sun – 6 Days

    September 15-20, 2021 | Wed / Mon – 6 Days

  • Location

    Boston | Plymouth | Hyannis | Provincetown | Martha’s Vineyard | Newport | Nantucket

Ambassadair Trip #8294



Escape to the “the Cape,” the long fishhook-shaped peninsula located southeast of Boston — a summer haven for vacationers. See the sights for which the Cape is known: bustling boardwalks, lighthouses, sandy beaches, and summer cottages. Stay in Hyannis, and traverse the Old King’s Highway, visiting lighthouses and stopping in Provincetown for a dune buggy ride to see the “dune shacks” where famous artists and writers have become inspired.

Experience Newport with her grand mansions, which give a fascinating glimpse into Gilded Age extravagance. Visit The Elms and The Breakers, considered the grandest of Newport’s homes, both with ties to the Vanderbilt  and Berwind families.

Martha’s Vineyard, famous for its gingerbread houses, is considered a summertime playground for a list of celebrities. Ferry to the island for the day and see why Martha’s Vineyard remains one of the most popular and picturesque destinations in New England. See Oak Bluffs, the quaint fishing village of Menemsha, and the clay cliffs of Aquinnah.

Take an optional excursion to spend a day on historic Nantucket. Tour the island and have time to shop and enjoy this quaint summer hot spot.

The excellent fresh seafood, scenic coastal drives and fresh Atlantic breezes certainly add to the allure!


  • Scenic Cape Cod tour including Provincetown and sand dune buggy ride
  • Day trip to Newport with tours of The Elms and The Breakers
  • Island tour and free time in “storybook” Martha’s Vineyard
  • Visit the Cape Cod National Seashore Visitor Center
  • Visit the Mayflower during its 400th anniversary
  • Tour a Cape Cod cranberry bog
  • Optional trip to Nantucket with island tour


  • Roundtrip commercial air from Indianapolis to Boston, Massachusetts
  • Escorted
  • 5 nights accommodations
  • Breakfast daily
  • 1 lunch, 3 dinners
  • Sightseeing and admissions per itinerary
  • Ground transportation
  • Hotel baggage handling


This itinerary includes activities where moderate walking, possibly on uneven terrain, is required.

Tue, Sep 14: Fly to Boston, Massachusetts. Take a leisurely drive from Boston down to Cape Cod and enjoy the coastal views along the way. Stop in Plymouth, the site of the colony founded in 1620 by the Pilgrim passengers of the famous Mayflower ship. Revisit the historical details of the original landing, then enjoy fresh seafood, ocean breezes, and spectacular views during your leisure time. Next, head to Hyannis where you’ll check in to your hotel on the harbor for the next five nights. (Meal: Welcome Dinner)

Wed, Sep 15: Today’s adventures begin with a visit to the Cape Cod National Seashore Visitor Center, which focuses on the interesting natural history of this unique area. Continue up the coast, following the lighthouse trail winding through Cape Cod as you see and hear about the outer Cape and Provincetown’s historic lighthouses, including Three Sisters and the famous Highland Light. Travel the Old King’s Highway, dotted with historic Cape Cod architecture and New England inns. Enjoy free time for shopping and lunch in “P-town” before taking off on an exhilarating dune ride. Experience sand dunes stretching as far as you can see with wispy beach grass and dark green pine trees set against the stunning sky. See the “dune shacks” where famous artists and writers found inspiration. Return to Hyannis and have the evening at leisure. (B)

Thu, Sep 16: Depart from Hyannis by ferry to the “storybook island” of Martha’s Vineyard for the day. Your tour will include the famous gingerbread houses, the wrought iron Tabernacle, and the antique Flying Horses Carousel of Oak Bluffs, along with stories and views of well-known residents’ homes. There will be time for lunch on your own and to explore Edgartown, which boasts extraordinary views of the Atlantic and is filled with shops, eateries, and attractions. (B)

Fri, Sep 17: Take a day trip to Newport, Rhode Island. After a narrated tour, spend some leisure time having lunch and shopping before visiting the Marble House mansion. Built for William and Alva Vanderbilt around 1888, it was a social and architectural landmark that set the pace for Newport’s transformation from quiet summer colony to legendary resort community. As one of the leading hostesses in Newport society, Alva Vanderbilt envisioned her home as a “temple to the arts” in America. Next, visit The Breakers, considered the grandest of Newport’s summer “cottages.” This evening, dinner is included at the Atlantic Resort in Newport before returning to Hyannis. (B,D)

Sat, Sep 18: Spend the day exploring at your leisure or take an optional excursion to Nantucket. Take a short ferry ride to the island and enjoy a tour followed by free time to visit the trendy boutiques and eateries. Steeped in maritime history, Nantucket was once the whaling capital of the world. In the 1800’s whaling ships brought prosperity to the island through the trade of oil used to fuel oil lamps. The historic character of the island has been preserved through its mature trees and classic gray cedar shingled homes. Return to Hyannis for a Farewell Dinner with the group. (B,D)

Sun, Sep 19: This morning, enjoy a local Cape Cod experience —touring a cranberry bog! Learn about the 12-month operation along with the process of floating the cranberries at harvest time. Shop the farm stand for some cranberry treats before departing for the airport to return home. (B,L)

Detailed itineraries and order may vary per departure date

Hyannis Harbor Hotel. Set directly on Hyannis Harbor, the hotel is centrally located and carries a quintessential New England charm. Highlights: in-room coffee/tea maker, refrigerator, microwave • complimentary WiFi Internet access • restaurant • bar • outdoor pool and hot tub • indoor pool • fitness center.


  • Package with Air
  • Double P/P – $2,499
  • Triple P/P – $2,389
  • Single – $2,949
  • Land Only
  • Double P/P – $2,209
  • Triple P/P – $2,099
  • Single – $2,659

*Subject to change due to fuel surcharge  

** Early booking discounts not applicable with other discounts.

Documents Required: Valid U.S. government issued photo I.D.

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