Celebrate America’s 250th anniversary as you trace the story of the nation’s founding from the cobblestone streets of Boston to the coastal charm of Cape Cod. Walk portions of Boston’s iconic Freedom Trail, where historic landmarks and powerful stories bring the Revolution to life. At Minute Man National Historical Park, stand where the first battles of the American Revolution unfolded and experience the places where ordinary citizens helped shape a nation’s future.
Then slow the pace as you journey to Cape Cod, where scenic seaside villages, fresh ocean air, and classic New England beauty create the perfect coastal escape. Cruise Plymouth Harbor for a hands-on look at the region’s lobstering traditions, ferry to the island charm of Martha’s Vineyard, and set out in search of whales off Provincetown’s coast. From Revolutionary history to windswept shorelines, this memorable New England journey blends meaningful storytelling, maritime heritage, and relaxing coastal scenery.
Highlights of this Boston, Cape Cod, & Martha's Vineyard Tour
- Celebrate America’s 250th anniversary with visits to pivotal Revolutionary War sites in Boston and at Minute Man National Historical Park.
- Visit the John F. Kennedy Presidential Library and Museum.
- Tour historic Plymouth and visit iconic Plymouth Rock.
- Experience an exciting whale-watching cruise off the coast of Cape Cod.
- Enjoy a ferry ride and guided tour of Martha’s Vineyard.
DAY 1: WELCOME TO BOSTON!
This evening, meet your fellow travelers for a Welcome Dinner in Boston. D
DAY 2: BIRTHPLACE OF AMERICAN INDEPENDENCE
Travel back to the earliest days of the American Revolution during a visit to Minute Man National Historical Park. With a local costumed guide, explore the site of the Revolution’s first battle and hear the story behind the “shot heard around the world.” Walk the historic grounds where colonial militia once stood as the events that changed the course of American history come to life. B, D
DAY 3: BOSTON, MA
Discover the rich character and history of Boston on a guided motorcoach tour through the city’s historic downtown. Walk portions of the iconic Freedom Trail, stopping at landmarks including Boston Common, the Massachusetts State House, Park Street Church, King’s Chapel, and the site of the Boston Massacre. Enjoy free time for lunch and exploration at lively Quincy Market before visiting the John F. Kennedy Presidential Library and Museum, where interactive exhibits and historic artifacts offer a moving look at the life and legacy of the 35th President of the United States. B, D
DAY 4: PLYMOUTH, MA
Travel to Plymouth for a guided tour and visit to Plymouth Rock. Board a Lobster Tales Cruise to learn about the fascinating marine life of Plymouth Harbor and enjoy a hands-on look at how lobsters are harvested. Continue to Pilgrim Hall Museum, home to an exceptional collection of Pilgrim artifacts that tell the story of the determined men and women who built new lives in the New World. This evening, enjoy dinner at the historic Dan’l Webster Inn before continuing to Cape Cod for a three-night stay at the Holiday Inn Hyannis. B, D
DAY 5: CAPE COD
Experience the coastal charm of Cape Cod during a guided tour with a local expert. Travel along scenic Route 6A, one of America’s oldest roads, lined with historic homes and classic New England scenery. Stop at the Cape Cod National Seashore Visitor Center to learn about the region’s natural beauty and preservation efforts before continuing to Provincetown, where you’ll have free time to browse shops, galleries, and local restaurants. Later, board an excursion vessel for an exciting whale-watching cruise as an onboard naturalist shares insights about the whales and marine wildlife that call these waters home. B, D
DAY 6: MARTHA’S VINEYARD
Board a ferry to Martha’s Vineyard, an island known for its rich history, artistic spirit, and seaside beauty. With a local guide, enjoy a full-day tour featuring the picturesque whaling community of Edgartown and the colorful Victorian gingerbread cottages of Oak Bluffs. After returning by ferry, gather with your fellow travelers for a traditional lobster dinner. B, D
DAY 7: FAREWELL
Enjoy a final breakfast with your fellow travelers before returning to Boston for your journey home. B
QUALITY ACCOMMODATIONS:
Night 1: Boston Logan Courtyard by Marriott (or similar)
Nights 2-3: Hampton Inn Boston, MA
Nights 4-7: Holiday Inn, Hyannis, MA
Dates:
Aug 31-Sep 6, 2026
Price Per Person:
Double: $2,797
Single: $3,855
Depart/Return:
Boston, MA
Inclusions:
Free airport shuttle or hotel parking
Welcome Dinner and meals as indicated (B=breakfast, L=lunch, D=dinner)
Fees and tips for attractions and meals included
Luggage handling at most hotels
Free bottled water on coach
24-hour emergency call service
Special Departure Information: This journey is offered in collaboration with our friends at Sunrise Tours. CTD travelers will enjoy an added evening in the destination, including a Welcome Dinner on Day 1, before the full group joins together on the morning of Day 2 to begin the touring experience.
Arrival Time
Our Welcome Dinner on Day 1 is at our hotel, Boston Logan Courtyard by Marriott, starting at 6:30 p.m. We recommend scheduling your flight to arrive by 4:00 p.m.
Departure Time
Schedule your flight home to depart the Boston Airport any time after 1:00 p.m. on Day 7.
Airport Transportation / Vehicle Parking
Our starting hotel offers a complimentary shuttle service to/from the Boston Logan Airport. If you are driving to the starting location, they also offer complimentary parking for the duration of the tour.
Walking Distance
To fully enjoy your vacation, you should be in good physical health and understand there are times when a good deal of walking is involved in our tours. Those who have difficulty walking may not want to take this trip or should discuss their personal situation with their doctor before deciding. You should be able to walk at a steady pace up to a mile at a time for a daily total of three to four miles per day and be able to manage steps to board/de-board the motorcoach several times a day. In addition, please know you may be expected to exit the motorcoach at each stop because local law requires mandatory motorcoach driver breaks.
Due to the lack of proper facilities at some of the farms, ranches, and off-the-beaten-path sites we often visit, we are unable to accommodate walkers and wheelchairs.
Average Temps
August – high of 81° F, low of 64° F
Time Zone
Eastern
Hotel Amenities
Most accommodations arranged by Country Travel Discoveries are equipped with in-room amenities such as a hair dryer, iron, and coffee maker. In addition, some properties may also have a pool, fitness center, or laundry facilities.
Additional Information
A total of three mailings are sent to assist you in preparing for your tour, including information sent upon receipt of your reservation.
Dress on tour: Dress on tour is casual. Sunscreen, sunglasses, hat, visors, and comfortable walking shoes will add to your enjoyment of this tour.
Travel Protection Available?
Yes, see CountryTravelDiscoveries.com/TravelProtectionPlan
