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7-Nights Treasures of Cape Cod & the Islands - Classic Group from $4,635
Insight Vacations
OFFER ID 1632883
Treasures Of Cape Cod & The Islands
This 8-Day guided tour blends history with glamour as you travel from Massachusetts to Rhode Island. Follow the red-brick Freedom Trail in Boston to see where the U.S. took shape. On the shores of Cape Cod Bay, see Plymouth, a coastal town famous for its rich history as the landing site of the Pilgrims in 1620; visit the living history museum at Plimoth Patuxet. At Martha's Vineyard, visit Oak Bluffs, an idyllic town with gingerbread-like cottages, and overnight at an iconic historic hotel overlooking the harbor. Indulge in a sea-to-table feast filled with fish caught by local fishermen, fresh produce from nearby farms and delicacies picked by foragers. In the seaside city of Newport, board a 24 m (80 ft) schooner to cruise the coastline, taking in views of historical buildings and the homes of the rich and famous — and learn about the area’s past as a pirates’ haven.
Dining Summary
- 4 Dinner (D)
- 7 Breakfast (B)
- Boston: At 18:00, join your Travel Director for a dinner with wine and an opportunity to mingle with fellow guests.
- Martha's Vineyard: Dine at Bettini, the signature restaurant of the historic Harbor View Hotel in Edgartown, where Martha’s Vineyard’s culinary traditions take center stage. Savor locally caught seafood, seasonal produce and ingredients sourced from island fishermen and farmers. Named for the Bettini family, longtime island residents with strong maritime connections, the restaurant also reflects the Vineyard’s enduring relationship with the sea.
- Newport: Meet your new friends in the evening for a seafood dinner with wine, where you can share the highlights of your trip while savoring a freshly prepared meal.
- Plymouth: Led by a Mayflower descendant, enjoy a guided visit to Pilgrim Hall Museum, the oldest continuously operating public museum in the United States. View original 17th-century artifacts and possessions carried on the Mayflower as you explore the personal stories behind early Plymouth Colony. Your visit directly supports United Nations Sustainable Development Goal 4: Quality Education.
- Plymouth: Visit detailed reconstructions of a 1600s English village and a Wampanoag homesite. As you walk through the open-air exhibits, see timber-framed houses, dugout canoes and heritage crops, and observe traditional skills in practice. This museum offers a clear, research-based insight into the lives of early colonists and Indigenous communities in what was once Patuxet.
- Boston: Trace America’s path to independence with your Travel Director as you stroll past Boston’s iconic sites. See Boston Common, the oldest public park in the United States; the red-bricked Granary Burying Ground where Samuel Adams rests; and the evocative Old State House, the spark site of the Boston Massacre.
- Cape Cod: Journey through Cape Cod National Seashore, nearly 40 miles of protected coastline shaped by beaches, dunes and lighthouses. At the Salt Pond Visitor Center, take in views across Salt Pond and Nauset Marsh before exploring exhibits on Wampanoag heritage, maritime history, fishing, lifesaving stations and the evolution of tourism on Cape Cod and its enduring relationship with the Atlantic coast.
- Nantucket: Walk through historic downtown Nantucket and discover the unique history of the island. Journey through Nantucket’s past and hear about the rise and the fall of the whaling industry, the rise of tourism, and the impacts the island’s economy has had on social and racial development on Nantucket.
- Provincetown: At the tip of Cape Cod, Provincetown combines maritime history with one of America’s most distinctive arts communities. The Pilgrims first landed here in 1620 before continuing to Plymouth, while the Pilgrim Monument still marks that story today. Explore Commercial Street, where galleries, independent shops and cafes reflect a town long shaped by fishing, creativity, tourism and the sea today.
- Martha's Vineyard: Discover Oak Bluffs, where Ocean Park faces a working harbor filled with ferries, fishing boats and sailboats. See the Flying Horses Carousel, the oldest continuously operating carousel in the U.S., with its original hand-carved horses, and explore streets lined with Victorian inns, independent shops and cafes that reveal the town’s long history as a summer resort.
- Explore the Martha’s Vineyard Camp Meeting Association with your Local Expert and discover more than 300 colorful Victorian cottages. What began in 1835 as a Methodist summer gathering of worshippers living in tents evolved into an extraordinary collection of Carpenter Gothic homes, known for their intricate ‘gingerbread’ woodwork, decorative porches and brightly painted facades surrounding the historic Tabernacle.
- Newport: Meet your captain and jump onboard the Madeline, a 72-foot schooner sailing ship and cruise around the coastline. You’ll sail out and pass nearby islands, old historical buildings and homes of the rich and famous, as you learn about the region’s exciting history, including its pirate activity.
- Newport: Enjoy a visit to one of Newport's renowned landmarks, The Vanderbilt's Breakers Mansion.
- Newport: A striking destination for design lovers and motoring enthusiasts alike, this museum reimagines the automobile as a canvas for innovation. Housed in a repurposed missile plant, its collection features over 100 cars, from the sculpted lines of mid-century Cadillacs to performance icons like the Ford GT, Porsche 911 and Corvette Stingray. Each car is selected for its impact on design, engineering and culture.
- Newport: Established in 1872, this is America’s oldest topiary garden, where horticultural craftsmanship meets imaginative desi
7 nights from $4,635 per person
Special Promotion: 2027 Early Booking Advantage | Save 10%* on Select Departures
Valid for new bookings deposited Now – September 30, 2026 for travel January 1, 2027 – December 31, 2027.
*Promotion may not be combinable with other promotions and is subject to availability. Other restrictions may apply. Ask your Travel Advisor for more information.
Itinerary
Featured Destinations
Vacation Details
Valid Date Ranges
05/14/2027 -
05/21/2027
from
$4,635 per person
05/28/2027 -
06/04/2027
from
$4,882 per person
06/11/2027 -
06/18/2027
from
$4,946 per person
06/25/2027 -
07/02/2027
from
$5,595 per person
07/08/2027 -
07/15/2027
from
$4,676 per person
09/03/2027 -
09/10/2027
from
$5,375 per person
09/10/2027 -
09/17/2027
from
$4,905 per person
*
09/17/2027 -
09/24/2027
from
$5,450 per person
09/24/2027 -
10/01/2027
from
$5,325 per person
10/01/2027 -
10/08/2027
from
$4,792 per person
*
* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.
Prices Start At
from $4,635 per person
Length
7 Nights
Air City
Call for airfares from your city.
Vacation Rating
Remarks
Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.
All fares are quoted in US Dollars.
OFFER ID
1632883
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Reference this number when contacting our agency so we may better serve you. Also keeping this number handy will allow you to locate this document again quickly.