Embrace history and glamour on this 8-Day women-only tour as you travel with a small group 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, pass the former home of Jacqueline Kennedy Onassis and to Oak Bluffs, an idyllic town with gingerbread-like cottages. Indulge in a Sea-to-Table feast filled with fish caught from local fishermen, fresh produce from nearby farms and delicacies picked by foragers. In the seaside city of Newport, board an 80-foot 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.
Treasures of Cape Cod & the Islands, a Women-Only Tour
Deal number: 21500436
INSIGHT VACATIONS
This deal expires 18 Aug 2025
From 05/06/2026 to 23/10/2026
Boston
8-day tour
Price from
$13,140*
per person
Deal number: 21500436
Highlights
7 Breakfast (B)1 Lunch (L)2 Dinner (D)1 Dinner with Wine (DW)Choose between two carefully selected activitiesNewport: 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.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 savouring a freshly prepared meal.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.Newport: Meet your captain and jump onboard the Adirondack II, an 80-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.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.Martha's Vineyard: After disembarking from your ferry ride, visit the port neighborhood of Oak Bluffs and be transported to a different era. Known for its rainbow-colored, gingerbread-like cottages with Gothic storybook decorations, high-peaked roofs, and dainty verandas. You’ll also find the oldest operating platform carousel in America here.: At Pilgrim Hall Museum, the oldest public museum in the United States, gain a deeper understanding of the essential role women played in Plymouth’s history. Through rare 17th-century artefacts and evocative storytelling, explore the contributions of both Wampanoag women and Mayflower passengers, and discover how generations of female voices shaped the legacy of this iconic colony. Your visit directly supports United Nations Sustainable Development Goal 4: Quality Education.Plymouth: Join Plimoth Patuxet Museums educators to learn more about the women of 17th-century Plimoth Colony and Patuxet. Over your “Matriarchs in the Margins” immersive experience, understand the traditions that shaped the roles women played in English and Wampanoag society. This living memorial is dedicated to the lifestyle of the first English settlers and the Wampanoag Indigenous community. By visiting, you’re helping the museum preserve the histories and stories of the early inhabitants and the revitalization of pre-industrial crafts, trades, domestic skills, horticulture and the maritime arts.: Discover what happened when two cultures met along New England’s shores over A Taste of Two Cultures Lunch at Plimoth Patuxet Museum. Learn about how the way we eat today is influenced by the cultures that met 400 years ago. Step back in time as you dine on traditional English and Indigenous foods including turkey sauced two ways, Naussamp cornmeal, Native stewed squash, Cheate bread with butter, colonial carrot soup, and mint tea with blueberries.Nantucket: Join a Local Expert walking through historic downtown Nantucket to discover the island’s unique history. As you journey through Nantucket’s past, learn about the rise and the fall of the whaling industry, the tourism boom, and the impacts the island’s economy has had on social and racial development on Nantucket. You'll also hear tales of notable Nantucket women and their impact on the island from the fishing industry to local lifestyles.
7 Breakfast (B)1 Lunch (L)2 Dinner (D)1 Dinner with Wine (DW)Choose between two carefully selected activitiesNewport: 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.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 savouring a freshly prepared meal.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.Newport: Meet your captain and jump onboard the Adirondack II, an 80-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.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.Martha's Vineyard: After disembarking from your ferry ride, visit the port neighborhood of Oak Bluffs and be transported to a different era. Known for its rainbow-colored, gingerbread-like cottages with Gothic storybook decorations, high-peaked roofs, and dainty verandas. You’ll also find the oldest operating platform carousel in America here.: At Pilgrim Hall Museum, the oldest public museum in the United States, gain a deeper understanding of the essential role women played in Plymouth’s history. Through rare 17th-century artefacts and evocative storytelling, explore the contributions of both Wampanoag women and Mayflower passengers, and discover how generations of female voices shaped the legacy of this iconic colony. Your visit directly supports United Nations Sustainable Development Goal 4: Quality Education.Plymouth: Join Plimoth Patuxet Museums educators to learn more about the women of 17th-century Plimoth Colony and Patuxet. Over your “Matriarchs in the Margins” immersive experience, understand the traditions that shaped the roles women played in English and Wampanoag society. This living memorial is dedicated to the lifestyle of the first English settlers and the Wampanoag Indigenous community. By visiting, you’re helping the museum preserve the histories and stories of the early inhabitants and the revitalization of pre-industrial crafts, trades, domestic skills, horticulture and the maritime arts.: Discover what happened when two cultures met along New England’s shores over A Taste of Two Cultures Lunch at Plimoth Patuxet Museum. Learn about how the way we eat today is influenced by the cultures that met 400 years ago. Step back in time as you dine on traditional English and Indigenous foods including turkey sauced two ways, Naussamp cornmeal, Native stewed squash, Cheate bread with butter, colonial carrot soup, and mint tea with blueberries.Nantucket: Join a Local Expert walking through historic downtown Nantucket to discover the island’s unique history. As you journey through Nantucket’s past, learn about the rise and the fall of the whaling industry, the tourism boom, and the impacts the island’s economy has had on social and racial development on Nantucket. You'll also hear tales of notable Nantucket women and their impact on the island from the fishing industry to local lifestyles.
Day 1
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.
Day 2
Trace the footsteps of America’s founding history on a guided walk along Boston’s Freedom Trail, exploring landmarks that shaped the nation’s earliest days. In Plymouth, step aboard the Mayflower II, a full-scale replica of the ship that carried the Pilgrims across the Atlantic. At Plimoth Patuxet, enjoy a Taste of Two Cultures lunch featuring traditional English fare and indigenous dishes. Afterwards, delve into the daily lives and evolving relationships of the early settlers and Wampanoag people on a guided tour. Your day concludes with a MAKE TRAVEL MATTER® Experience at Pilgrim Hall Museum, where you’ll gain insight into the vital roles of women in the Plymouth colony and how their contributions shaped the settlement’s survival and legacy.
Day 3
Awaken to the rugged beauty of Cape Cod National Seashore, where history and landscape intertwine. From the ancestral lands of the Wampanoag to the maritime traditions of early European settlers, the shoreline speaks to generations of seafarers, lighthouse keepers, and fishermen. Opt for a guided excursion through the windswept Peaked Hill Bars Historic District dunes, where a Local Expert reveals the area’s unique ecology and the artists it has inspired. Enjoy a relaxed evening in the historic charm of Sandwich.
Day 4
Your day begins with a ferry ride from Hyannis to the enchanting island of Nantucket, aboard Hy-Line Cruises. On arrival, set out on the “Notable Nantucket Women” walking tour, guided by a Local Expert from the Nantucket Historical Association. Stroll through the island’s storied downtown, uncovering tales of the women who influenced the rise and fall of the whaling industry and shaped the island’s domestic life. Following lunch, enjoy some unhurried time to explore Nantucket’s quaint streets at your own pace before sailing back to Hyannis, carrying with you the unique heritage and remarkable stories of the women of Nantucket.
Day 5
Board a morning ferry to Martha’s Vineyard, an island known for its pristine beaches, charming harbour towns, and storied visitors, including U.S. presidents. Explore Oak Bluffs with its gingerbread cottages, visit the Flying Horses Carousel and see State Beach, made famous by the film Jaws. Discover the island’s colourful past, from whaling to modern-day tourism, as you gain insights into the history of Edgartown Harbor Lighthouse. Later, enjoy island hospitality with seasonal offerings from local farms, fishing boats and foragers during a dining experience at Bettini, located in your elegant hotel.
Day 6
Arrive in Newport, where over 95 years of hospitality and charm characterise the historic Hotel Viking. Set in the heart of this coastal city, your boutique accommodation offers luxurious rooms and stunning views. Personalise 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 century. 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.
Day 7
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" as you visit 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. Cap off the day with a sunset sail aboard the Adirondack II, gliding along Newport Harbor and Narragansett Bay.
Day 8
As your tour comes to a close, bid farewell to your fellow travellers 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.
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.
Day 2
Trace the footsteps of America’s founding history on a guided walk along Boston’s Freedom Trail, exploring landmarks that shaped the nation’s earliest days. In Plymouth, step aboard the Mayflower II, a full-scale replica of the ship that carried the Pilgrims across the Atlantic. At Plimoth Patuxet, enjoy a Taste of Two Cultures lunch featuring traditional English fare and indigenous dishes. Afterwards, delve into the daily lives and evolving relationships of the early settlers and Wampanoag people on a guided tour. Your day concludes with a MAKE TRAVEL MATTER® Experience at Pilgrim Hall Museum, where you’ll gain insight into the vital roles of women in the Plymouth colony and how their contributions shaped the settlement’s survival and legacy.
Day 3
Awaken to the rugged beauty of Cape Cod National Seashore, where history and landscape intertwine. From the ancestral lands of the Wampanoag to the maritime traditions of early European settlers, the shoreline speaks to generations of seafarers, lighthouse keepers, and fishermen. Opt for a guided excursion through the windswept Peaked Hill Bars Historic District dunes, where a Local Expert reveals the area’s unique ecology and the artists it has inspired. Enjoy a relaxed evening in the historic charm of Sandwich.
Day 4
Your day begins with a ferry ride from Hyannis to the enchanting island of Nantucket, aboard Hy-Line Cruises. On arrival, set out on the “Notable Nantucket Women” walking tour, guided by a Local Expert from the Nantucket Historical Association. Stroll through the island’s storied downtown, uncovering tales of the women who influenced the rise and fall of the whaling industry and shaped the island’s domestic life. Following lunch, enjoy some unhurried time to explore Nantucket’s quaint streets at your own pace before sailing back to Hyannis, carrying with you the unique heritage and remarkable stories of the women of Nantucket.
Day 5
Board a morning ferry to Martha’s Vineyard, an island known for its pristine beaches, charming harbour towns, and storied visitors, including U.S. presidents. Explore Oak Bluffs with its gingerbread cottages, visit the Flying Horses Carousel and see State Beach, made famous by the film Jaws. Discover the island’s colourful past, from whaling to modern-day tourism, as you gain insights into the history of Edgartown Harbor Lighthouse. Later, enjoy island hospitality with seasonal offerings from local farms, fishing boats and foragers during a dining experience at Bettini, located in your elegant hotel.
Day 6
Arrive in Newport, where over 95 years of hospitality and charm characterise the historic Hotel Viking. Set in the heart of this coastal city, your boutique accommodation offers luxurious rooms and stunning views. Personalise 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 century. 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.
Day 7
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" as you visit 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. Cap off the day with a sunset sail aboard the Adirondack II, gliding along Newport Harbor and Narragansett Bay.
Day 8
As your tour comes to a close, bid farewell to your fellow travellers 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.
Enquire to book this trip
Deal number: 21500436
Treasures of Cape Cod & the Islands, a Women-Only Tour
INSIGHT VACATIONS
From 05/06/2026 to 23/10/2026
Boston
8-day tour
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