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Ferries, Islands and Towns of Old Cape Cod


A day in Boston, Martha’s Vineyard, two nights in Provincetown, two nights Nantucket.


  • Ferry rides from Boston to Provincetown, Hyannis – Martha’s Vineyard – Nantucket – Hyannis
  • 2 nights Boston (Woburn), 2 nights Provincetown on the Cape, overnight Hyannis, 2 nights Nantucket
  • Guided tours of Boston, Provincetown, Cape Cod National Seashore, Nantucket and Martha’s Vineyard
  • Tour Boston, ride the famous Swan Boats on Boston Common 
  • See the J.F.K. Presidential Library or the Edward Kennedy Institute for the U.S. Senate



Daily Itinerary

Day 1

Arrive in Boston in the late afternoon. Dinner is included this evening at a local landmark, the Union Oyster House. Hilton Woburn – 2 nights (D)

Day 2

Boston is full of history and your guided tour zig-zags through the city, from Harvard Yard, to the famous Old North Church, Paul Revere’s home and the site of the (in)famous Tea Party. A special treat is the opportunity to ride one of the Swan Boats which grace Boston Common. (FB,L)

Day 3

There is a choice of museum attractions this morning. Select from a stop at the Kennedy Presidential Library & Museum, or right next door is the new Edward Kennedy Institute for the United States Senate. Enjoy some “chowda,” or a lobster roll for lunch at the famous Quincy Market downtown, then head to the ferry dock and off across the water on the 90-minute cruise to Cape Cod. You are riding on one of the largest and fastest catamarans in the world, providing the smoothest and quickest journey to Provincetown or “P-Town.” On arrival, you’ll have time to visit the shops and galleries near the dock. Your hotel is a half mile from the center of town down a country lane. Surfside Hotel – 2 nights (FB,D)

Day 4

A guided tour of Provincetown by trolley gives you the opportunity to discover the rich history and current mood of this most unique “end of the road” community. Next, travel over the sand dunes – yes, the sand dunes, in a special SUV – to discover a whole new scenic world! Dine at a popular local spot for lunch, and have the afternoon free to explore P-Town or relax and enjoy the waterfront bay view at your hotel. (B,L)

Day 5

Just south of P-Town on the southeast end of the Cape is Chatham. Arrive there via a route that takes you through small New England villages along Cape Cod National Seashore, with a stop at the National Park Service Visitors Center. Chatham is known for its beautiful sea captain mansions and you’ll have time for lunch and browsing. Continue on to Hyannis, where the John F. Kennedy Museum gives you an “other than the presidential years” look at JFK’s life. Tonight, it’s time for LOBSTERS! Hyannis Hotel – (B,D)

Day 6

After breakfast, board a high speed catamaran for a cruise to the “Storybook Island” of Martha’s Vineyard. Learn about the history of the island on a narrated van tour. Your stay on The Vineyard is brief, as you catch the inter-island ferry to Nantucket in mid-afternoon. Stay at the Nantucket Inn, the island’s finest accommodations. A complimentary shuttle service is available from the hotel to town every hour. Dine in small, popular, local restaurants in town each night. Nantucket Inn – 2 nights (FB,D)

Day 7

Nantucket is one of the United States’ oldest communities. Your tour this morning takes you around the island, explaining the whaling industry, which was once big here, and current lifestyles, which are dominated by “upper-middle class types” from the mainland. After the tour, you are free in town for lunch. Visit the Whaling Museum, do a little window shopping, return to the inn at leisure. (B,D)

Day 8

Depart Nantucket by ferry this morning. On the drive back to Boston, make a stop in Plymouth, where the Pilgrims landed, 399 years ago. Take the non-stop from Boston to Sacramento on Jet Blue, arriving home about 9pm. (B,L)

Daily Itinerary Meal Legend
CBContinental Breakfast
BGenerally a limited buffet or menu
FBFull buffet or choice of menu
BRBrunch, often buffet-style
LLunch, often several menu options
HT or ATHigh or Afternoon Tea
DDinner, often several menu options


Friday, June 14, 2019 to Friday, June 21, 2019

8 Days, 15 Meals

Breakfast each morning, 3 lunches, 5 dinners, including a lobster feast


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