Classic New England with 400th Mayflower Sailing

10 Day Tour from Boston to Boston

Vacation Overview

Join us for a special departure to Classic New England to celebrate the 400th Anniversary of the Mayflower’s landing on Plymouth Rock. Your affordable escorted vacation in New England begins in Boston and on to Portland, Maine, for sightseeing in the historic maritime city. Travel through Bangor and on to Bar Harbor—gateway to Acadia National Park. Take in the rocky beaches and woodland landscapes, and watch for local wildlife such as moose, beaver, whales, and seabirds during your excursion to Acadia National Park. Travel inland through the Longfellow Mountains on your way to the White Mountains of New Hampshire for an overnight stay at Sunday River Resort in classic New England. Drive through beautiful Franconia Notch along the Kancamagus Scenic Byway through White Mountain National Forest—renowned for brilliant fall foliage. Stop at Vermont’s oldest sugarhouse in Montpelier, visit Woodstock with it village green reminiscent of 19th-century England. See fantastic views of Quechee Gorge State Park, and visit a charming Vermont country store in Rockingham. On to Rhode Island for sightseeing in Newport and the opportunity to visit the Vanderbilt “summer cottage”—The Breakers mansion.

Continue to the historic seaside port of Plymouth to step aboard the MAYFLOWER II—a full-scale reproduction of the tall ship that brought the Pilgrims to Plymouth Harbor in 1620—400 years ago! Explore the 17th-Century English Village, PLIMOTH PLANTATION with live demos on blacksmithing, farming, and cooking. Visit the Wampanoag Homesite and the Native People there. Step inside a wetu (house) and experience the traditions of the people who have lived in this region for more than 10,000 years. Join in a very special nautical event to sail with the Mayflower II from Plymouth to Provincetown, the first landing of the Pilgrims. Your vessel will sail behind the iconic Mayflower II (weather permitting). Enjoy free time to explore the seaside town of Provincetown at the northern tip of Cape Cod, then set sail in the late afternoon for Boston. Take a guided tour of historic landmarks along the Freedom Trail, including Boston Common, Old State House, and the Old North Church—where Paul Revere began his famous midnight ride. A memorable New England vacation to be sure!

Similar Vacations




Welcome to Boston! Your Tour Director is on hand late this afternoon to answer any questions.


Head north into Maine, with a stop in the historic Maritime city of Portland. An included city sightseeing tour upon arrival shows the beautiful coastal region, including lighthouses and the local lobster fishermen. Time to stroll the cobblestone streets of Portland’s famous Old Port waterfront, lined with working fishing wharves and converted warehouses with restaurants and shops. Continue northeast via Bangor, to Bar Harbor, a popular seaside resort and gateway to Acadia National Park. This evening feast on steamed mussels, Maine lobster, and delicious corn on the cob at an optional lobster bake.

Breakfast Breakfast


Bar Harbor is situated on Mount Desert Island, one of the most beautiful Atlantic Island’s and site of ACADIA NATIONAL PARK, a landscape marked by woodland, rocky beaches and glacier-scoured granite peaks such as Cadillac Mountain. Among the wildlife are moose, beaver, whales, and seabirds. Drive through the park, passing Cadillac Mountain, the highest point on the Atlantic Coast, to see some of New England’s most spectacular scenery. Your afternoon is free to explore the quaint village of Bar Harbor on your own. You may decide to go whale-watching or take a nature cruise. Gift shops, galleries, and boutiques line the village of Bar Harbor, if you prefer some souvenir shopping. Your Tour Director will have suggestions for additional sightseeing and dining.

BreakfastContinental Breakfast


Travel inland through the Longfellow Mountains and head for the fabulous White Mountains of New Hampshire. Admire the land of covered bridges, quaint towns, and forests noted for their vibrant colors during fall foliage. Overnight at the Sunday River Resort located in classic New England.

BreakfastContinental Breakfast


Today you are greeted with the deep forest smells of the pines and changing leaves. A beautiful drive through Franconia Notch, along New Hampshire’s Kancamagus Scenic Byway, and the White Mountain National Forest, is renowned for its fall leaf viewing. The “Kanc,” as the locals call it, remains unspoiled by homes or service stations, allowing you to watch the maple, beech, and birch trees burst into a brilliant kaleidoscope of yellows, browns, oranges, reds. In Montpelier, visit Vermont’s oldest SUGARHOUSE.


This morning visit Woodstock, its village green reminiscent of 19th-century England. Next, visit BILLINGS FARM & MUSEUM, a living museum of Vermont’s rural past and working dairy farm. At QUECHEE GORGE STATE PARK, Vermont’s little Grand Canyon see fabulous views of the gorge, and in Rockingham visit the charming Vermont Country Store. This afternoon enjoy some time in downtown Brattleboro named one of the top ten small art towns in the country.


On to Rhode Island, the “Ocean State.” Upon arrival, a city sightseeing tour that takes in the first state house, the nation’s oldest synagogue, and the bustling harbor once frequented by rum runners and slave traders. Afterward, join an optional to explore the Breakers Mansion on an audio tour, or choose to explore the small town of Newport with shops, galleries and restaurants.

Breakfast Breakfast


This morning your journey continues to the historic seaside port of Plymouth. Upon arrival step aboard the MAYFLOWER II a full-scale reproduction of the tall ship that brought the Pilgrims to Plymouth Harbor in 1620, 400 years ago! The afternoon has been set aside to explore the 17th-Century English Village, PLIMOTH PLANTATION with live demos on blacksmithing, farming and cooking. Then visit the Wampanoag Homesite and encounter the Native People of either Wampanoag or other Native Nations. Step inside a wetu (house) and experience the traditions, stories, music and dance of the people who have lived in this region for more than 10,000 years.


Today, a very special nautical event. Sail with the Mayflower II from Plymouth to Provincetown, the first landing of the Pilgrims. Your vessel will sail behind the iconic Mayflower II, a full – scale reproduction of the sailing vessel which arrived in 1620. Free time to explore the seaside town of Provincetown at the northern tip of Cape Cod. Set sail late this afternoon for Boston, where the evening is free for independent activities.

The Mayflower II sailing is dependent on favorable weather conditions.


Your guided tour focuses on the city’s most prominent landmarks. See Boston Common; Old State House; Old North Church, from where Paul Revere got the signal to start his famous ride; Freedom Trail; and Faneuil Hall, with the chance to browse in Quincy Market. A stop at Boston Logan International Airport for those with homebound flights. Please schedule flights after 3:30 pm.

Vacation Highlights



Kancamagus Scenic Byway

Visit the oldest Sugarhouse

Visit Vermont’s rural dairy farm

Photo opportunity


Mayflower 400th Anniversary, visit Mayflower II, Plimoth Plantation

Sail with the Mayflower II from Plymouth to Provincetown

Ferry crossing Provincetown to Boston, Sightseeing with Local Guide



Comfort Inn Boston

Superior Tourist-Class

Comfort Inn Boston is located a few miles from downtown Boston, Fenway Park sports events, and the historic Faneuil Hall Marketplace. This smoke-free hotel features complimentary wireless Internet access throughout the hotel and a 24-hour fitness room. The air-conditioned guestrooms offer coffee/tea makers, in-room safes, desks and sitting areas with upholstered chairs.

Bar Harbor

Acadia Inn


The Acadia Inn sits on four acres of land bordering Acadia National Park and the charming coastal village of Bar Harbor. Whether you are visiting Bar Harbor for a classic Maine family vacation or seeking adventure in Acadia National Park, the Acadia Inn is the perfect fit for you.


Sunday River Resort

Superior Tourist-Class

Set in the most spectacular mountain location in New England, enjoy sweeping views of Sunday River's western peaks and across the valley toward the Mahoosuc Range.


Comfort Inn & Suites at Maplewood

Superior Tourist-Class

Enjoy a welcoming stay in the smallest state capital of the United States.


Comfort Inn & Suites Brattleboro

Superior Tourist-Class

Natural beauty, outdoor adventure and friendly people await your leisure getaway.


Courtyard by Marriott Middletown


The hotel has an indoor and outdoor pool, hot tub, fitness center, guest laundry, business center, and breakfast café. Guestrooms feature cable TV, coffee maker, hairdryer, and Internet access.


John Carver Inn & Spa

Moderate First-Class

Visitors seeking a relaxing Plymouth vacation are welcomed into a stately lobby before settling into one of the 80 spacious guest rooms or luxury suites.

Dates and Prices

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Start Date
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2020-08-31 2020-09-09 $2,949 Not Available
The “Starting at” or listed price is based on the lowest price available to book. Price is per person based on twin occupancy and any applicable port charges, non-commissionable taxes and fees and intra-vacation flight are included in the price shown. Any included overnight stay in Canada, applicable GST/HST is also included in the price shown. International airfare, however, is not included. If price is crossed out, the new price shown includes a limited time promotional offer(s). Please review current promotions or deals for additional information. View 2021 departures

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Important Notes

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