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- Day 1 Welcome to Boston Boston, often described as America’s most European city, is a captivating blend of history, art, and culinary delights. Upon your arrival at the Hyatt Regency, nestled in the heart of downtown, you're just moments from sights such as the historic Faneuil Hall and the fashionable Newbury Street. Take a leisurely stroll through the charming South End or along the picturesque Charles River Esplanade. This evening, meet your Travel Director and fellow guests for a delightful dinner, marking the beginning of your unforgettable journey. Locations Visited: Boston US.
- Day 2 Exploring Plymouth's Past Trace the path of American independence along Boston’s Freedom Trail. See the nation’s oldest public park, Boston Common, the Old State House and the Granary Burying Ground, final resting place of revolutionaries. Then travel to Plymouth and step aboard the Mayflower II, a full-scale replica of the 1620 ship. At Pilgrim Hall Museum, explore an extraordinary collection of 17th-century artifacts with a Mayflower descendant on a MAKE TRAVEL MATTER® Experience, gaining powerful insight into the founding stories of early Plymouth Colony. Finally, walk through recreated homesites at Plimoth Patuxet Museums, where you’ll witness traditional practices and lifeways of both the Wampanoag and English communities. Locations Visited: Boston US, Sandwich US.
- Day 3 The Wonders of Cape Cod Cape Cod offers a day of discovery through one of New England’s most distinctive coastal landscapes. Explore the history of the Wampanoag, the First Peoples of this region, whose relationship with these shores reaches back thousands of years, alongside stories of European settlement, fishing communities, lighthouse keepers and the life-saving services that once patrolled the coast. Enjoy lunch at leisure and time to explore Provincetown, with the opportunity to join an Optional Experience with Art’s Dune Tours, an off-road exploration through the protected dunes of Cape Cod National Seashore, before returning to your hotel. Locations Visited: Sandwich US, Cape Cod US, Sandwich US.
- Day 4 Nautical History in Nantucket Set sail from Hyannis to the island of Nantucket, where cobblestone streets and preserved historic homes tell the story of a bygone whaling era. Stroll through the charming downtown, learning how the rise and fall of the whaling industry shaped Nantucket’s social fabric and economy. As you uncover tales of seafaring adventures, witness the island’s transformation into a beloved destination for visitors from across the globe. After a day steeped in maritime history, return to Hyannis by ferry for an evening at leisure. Locations Visited: Sandwich US, Nantucket US, Sandwich US.
- Day 5 The Charms of Martha’s Vineyard – An Island Escape Board a morning ferry to Martha’s Vineyard, an island long favored for its natural beauty and notable visitors. Begin with a visit to the Gingerbread Cottage Museum in Oak Bluffs, where your Local Expert reveals the origins of this colorful 19th-century enclave. Enjoy free time to explore at your own pace — perhaps visit the Flying Horses Carousel, the oldest of its kind in America. Later, gain a broader perspective during an orientation of the island, passing coastal landmarks including State Beach, made famous by the film Jaws. This evening, savor island hospitality with a seasonal menu crafted from local farms, fishing boats and foragers during your dining experience at Bettini, located in your elegant hotel. Locations Visited: Sandwich US, Martha's Vineyard US.
- Day 6 The Timeless Elegance of Newport Arrive in Newport, where over 95 years of hospitality and charm characterize the historic Hotel Viking. Set in the heart of this coastal city, your boutique accommodation offers luxurious rooms and stunning views. Personalize your afternoon with Insight Choice. Opt to visit the Newport Car Museum, where over 100 vehicles highlight milestones in design and performance of cars throughout the 19th and 20th centuries. Or explore Green Animals Topiary Garden at the Brayton House, the oldest of its kind in the United States, where sculpted shrubs have been meticulously shaped since 1872. This evening, take a leisurely stroll through Newport’s vibrant streets, where every corner reveals another piece of its storied past. Locations Visited: Martha's Vineyard US, Newport US.
- Day 7 Newport, the Queen of Summer Resorts Your day begins with Newport’s famed Ten Mile Drive, a scenic route that hugs the coastline, showcasing public parks, historic landmarks and breathtaking ocean views. Afterwards, explore the grandeur of Newport’s "summer cottages" with a visit to the Breakers, the grandest of them all. A symbol of the Vanderbilt family’s wealth and prominence, this opulent mansion offers a glimpse into the lavish lifestyle of America’s Gilded Age elite. Later, take to the water aboard the Madeline, gliding through Newport Harbor and Narragansett Bay. This evening, gather at La Forge for dinner overlooking the International Tennis Hall of Fame — a fitting finale in the heart of this elegant seaside city. Locations Visited: Newport US.
- Day 8 Farewell to Boston As your tour comes to a close, bid farewell to your fellow travelers and transfer to Logan International Airport for your onward journey. With memories of Boston’s historic charm, the beauty of Cape Cod, and the elegance of Newport, you leave with a deeper appreciation for this unique corner of New England. Locations Visited: Boston US.
Name: Treasures of Cape Cod & the Islands - Classic Group
Brand: Insight
Quality: Superior First Class
Tour Type: Escorted
Start City: Boston
End City: Boston
Location Summary: Boston, US, Sandwich, US, Cape Cod, US, Nantucket, US, Martha's Vineyard, US, Newport, US
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Highlights
- Dining Summary - 4 Dinner (D). 7 Breakfast (B).
- Authentic Dining - Boston: At 18:00, join your Travel Director for a dinner with wine and an opportunity to mingle with fellow guests.. Martha's Vineyard: Indulge in a locally sourced dinner in a private dining space in Bettini Restaurant.. 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..
- Make Travel Matter - 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..
- Top Rated Highlights - 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: Experience the natural wonder and human history emphasizing the cultural themes represented on Cape Cod, including the First People--the Wampanoag; European settlement culture; fishing, life-saving, and lighthouses; communication technology of Cape Cod's National Seashore.. 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.. Martha's Vineyard: After arriving by ferry, explore the charming town of Oak Bluffs. Visit the Gingerbread Cottage Museum with a Local Expert and learn how this colorful 19th-century neighborhood evolved from Methodist campgrounds. See the iconic Flying Horses Carousel—the oldest operating platform carousel in America—and admire the vibrant cottages with their steep gables and decorative trim. .
- Insight Choice - 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 design. Set on seven coastal acres, the collection includes more than 80 sculpted shrubs, from giraffes and elephants to intricate geometric forms. Maintained by generations of gardeners, it remains a living work of art on Rhode Island’s historic shoreline. .
- Insight Experiences - 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..
- Choice Highlights - Choose between two carefully selected activities. 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 design. Set on seven coastal acres, the collection includes more than 80 sculpted shrubs, from giraffes and elephants to intricate geometric forms. Maintained by generations of gardeners, it remains a living work of art on Rhode Island’s historic shoreline. .
