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Explore this pine-scented peninsula of wild, open tracts of bog land and moors, groves of scrub oak and pitch pine and wide, sandy beaches that stretch seemingly forever along the Atlantic Ocean dotted with bustling harbors and sea captain homes. Visit the Cape Cod National Seashore, Hyannis, Nantucket, Martha’s Vineyard, Plymouth, Concord, Lexington, Boston, and more!

Image courtesy of massvacations.com

TOUR HIGHLIGHTS:

  • Guided Tour of Lexington & Concord & Boston's Freedom Trail

  • Guided Tour of Martha’s Vineyard

  • Oak Bluffs Gingerbread Homes

  • Cape Cod National Seashore

  • Provincetown

  • Dune Excursion on the Cape

  • Guided Tour of Cape Cod

  • Guided Tour of Nantucket

  • Lobster Dinner in Hyannis

Day 1

Welcome to Massachusetts! Arrive at the Westin Copley Place in Boston for a 2-night stay. Dinner.

Day 2

Breakfast. Guided tour along the Freedom Trail in Boston. Free time at historic Quincy Market. Guided tour of Lexington & Concord. Dinner.

Day 3

Breakfast. Visit the colonial village of Plymouth with sweeping views of the bay. View Plymouth Rock. Board a Lobster Tales Cruise to learn about the many creatures that live in Plymouth Harbor. Arrive at lodging on the Cape for a 4-night stay. Dinner.

Day 4

Breakfast. Ferry to island of Martha’s Vineyard. Island guided tour: Vineyard Haven, Edgartown and Oak Bluffs with its brightly painted gingerbread cottages. Free time on the island. Return to Cape Cod. Lobster dinner.

Day 5

Breakfast. Ferry across Nantucket Sound to Nantucket Island passing Kennedy Compound in Hyannisport. Guided tour of Nantucket—one time whaling capital of the world - with its historic sea captain homes. Tour of Hyannis including the John F. Kennedy Memorial, the Korean War Memorial, and a view of St. Francis Xavier Church, the summer parish of the Kennedy Family. Dinner.

Day 6

Breakfast. Day-long guided tour of Cape Cod, including its charming villages, iconic lighthouses, and National Seashore. Approach land's end at Provincetown, where sand dunes meet the ocean waves, and spend some time in this quaint village of artists and fisherman. Dune tour excursion along the shoreline to learn more about this federally protected area. Free time in the artists/fishermen village of Provincetown. Dinner.

DAY 7

Breakfast. Tour ends.

DATES

2025 DEPARTURES

  • September 6 - 12

2026 DEPARTURES

  • May 30 - June 5

  • September 5 - 11

  • September 12 - 18

PRICES

  • $3798 Double Occupancy per Person

  • $4798 Single Occupancy per Person

Prices & itinerary based on 2026 departures.

WHAT’S INCLUDED IN TOUR PACKAGE?

  • 6 Nights Hotel Accommodations

  • 12 Meals: 6 breakfasts & 6 dinners

  • Deluxe Motorcoach Transportation

  • All Attractions, Tours, Admissions

  • Luggage Handling Throughout Tour

  • All Tips & Taxes

  • Premier Local Guides

  • American Classic Tour Director

    *Travel Insurance may be added to your Tour Package at the time of your reservation.

TRY OUR CLASSIC DOOR-TO-DOOR PACKAGE

Our Classic Door-to-Door Package includes:

  • TOUR PACKAGE (LISTED ABOVE)

  • HOME PICKUP & RETURN SERVICE

    • Begin your tour with a convenient, professional pickup at your front door. Home pickup & return service is available if you live within 50 miles of a major metro airport. If you live beyond 50 miles, call to see if service is available in your area.

  • ROUNDTRIP AIRFARE & AIRPORT TRANSFERS

    • Our team of dedicated air specialists will arrange your airfare and airport transfers, making air travel seamless and meeting the tour stress-free.

FOR CLASSIC DOOR-TO-DOOR PACKAGE PRICE CALL US AT 847.548.3333

ACTIVITY LEVEL:

Expect up to 1 hour of required walking or standing at a time on some tour days. This tour may involve navigating flights of stairs and uneven surfaces such as cobblestones, gravel trails, or rough pavement. On average this tour features required walking totaling approximately 2-3 miles per day.

TOUR PACING:

This tour features full days with frequent visits to attractions. Enjoy multi-night hotel stays. Due to longer tour length, this itinerary involves more extensive travel.

READY TO JOIN US ON THIS AMERICAN CLASSIC TOUR?

Call our office and one our trip specialists will be happy to answer any questions you have or assist you in making a reservation.

847-548-3333

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