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Ferries, Islands and Towns of Old Cape Cod… and Pilgrims in Plymouth!


Commemorate the 400th anniversary of the Pilgrims’ arrival


  • 2 nights Plymouth, 2 nights Provincetown, overnight Hyannis, 2 nights Nantucket
  • Guided Tours of Plymouth and Plimoth Plantation, Provincetown, Martha’s Vineyard and Nantucket; Cape Cod National Seashore
  • Tour Boston, ride the famous Swan Boats on Boston Common
  • Ferry rides from Boston to Provincetown, Hyannis – Martha’s Vineyard – Nantucket – Hyannis
  • Sand dune excursion and Trolley tour of Provincetown with colorful theatrical entertainment



Daily Itinerary

Day 1

Travel south to Plymouth, MA from Boston. Dinner is traditional New England seafood and steaks served waterside. Rest up because tomorrow you’re off to trace the footsteps of the Pilgrims. Hotel 1620 – 2 nights (D)

Day 2

A costumed guide takes you on a leisurely walking tour of town, ending along the waterfront at Plymouth Rock and Mayflower II, a replica of the Pilgrim’s vessel. Explore the ship and learn of the Mayflower Compact that served as the blueprint for American Government. It’s 1620 and tonight we party with the Pilgrims at Plimoth Plantation! Wampanoag Tribal members provide musical accompaniment over a feast of traditional turkey and Native American dishes. (FB,D) 

Day 3

Breeze through Boston’s history on an abbreviated tour and ride the famed Swan Boats in Boston Common. Take your pick of one of the many eateries at Quincy Market and Faneuil Hall for lunch. Lobster roll, anyone? A high-speed ferry comfortably sails you across the harbor to Provincetown at the far tip of the cape. Plymouth doesn’t like to talk about it, but the Pilgrims first landed here. See the monument erected to commemorate the occasion and visit the Provincetown Museum. Tonight all rooms have unobstructed harbor views. Surfside Hotel – 2 nights (FB,D)

Day 4

Squeeze down the narrow streets aboard a trolley tour passing gray-shingled homes typical of Cape Cod. It really is as pretty as you’ve always imagined! This is Boston’s playground so the shops are quaint boutiques – some are not for the faint of heart. It takes all kinds and ALL are welcome here! Before lunch scale the sand dunes in an SUV. Dotted with secluded artist shacks, many notable writers and painters have come here to escape distractions. At the Cape’s edge atop pristine rolling sand dunes, the view of the Atlantic Ocean is simply awesome! This evening attend an inspirational one-man musical comedy show starring six different characters and 11 costume changes, all in less than 90 minutes! This evening is colorful, lively and definitely befitting of the spirit of “Ptown”! (B,L)

Day 5

At the Cape Cod National Seashore Visitor Center see how glacial activity created this unique stretch of land jutting into the ocean. If inclined, connect with nature on a gentle walk along the edge of a salt marsh. Lunch is on your own in Chatham with time to stroll the town. Continue to Hyannis and visit a museum focusing on John F. Kennedy’s life and the mystique of Camelot. After checking into your hotel, it’s lobstah time! Tie that bib on and get to cracking… and bring your camera! Hyannis Harbor Hotel (B,D)

Day 6

Across the street, board the ferry to Martha’s Vineyard. On arrival a tour of the island showcases the famous gingerbread houses, lovely lattice and rose covered cottages and some very impressive estates. Grab a bite for lunch and set sail for Nantucket, the more relaxed of the two islands. Shuttles transport you to the hotel a few miles from town. Complimentary shuttle service is available to take you back and forth as you wish. Nantucket Inn – 2 nights (FB,D)

Day 7

See cranberry bogs, lighthouses and rumble along the cobblestone streets before visiting the Whaling museum. Your admission is included and yours to enjoy at leisure. Fantastic exhibits explain how the once thriving whaling industry made Nantucket the richest town in the country. Spend the afternoon exploring, dining and shopping. It’s all yours to enjoy! When ready, hotel shuttles will provide transportation back to the hotel, returning for a final night dinner. (FB,D)

Day 8

With a heavy heart and even heavier suitcases from all that shopping, depart by ferry returning to Hyannis. Meet the motor coach bound for Boston. Lunch is at The Union Oyster House before catching your flight home. (FB,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 12, 2020 to Friday, June 19, 2020

8 Days, 15 Meals

Breakfast daily, 2 lunches, 6 dinners


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