Boston, Cape Cod & The Islands a Women-Only Tour

Tour, Escorted tour
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Boston, Cape Cod & The Islands A Women-Only Tour
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 Sandwich, a coastal town famous for its glassmakers; here, visit the Sandwich Glass Museum, where you can learn tricks of the trade. 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.


Dining Summary
  • 3 Dinner with Wine (DW)
  • 7 Breakfast (B)
  • 1 Lunch (L)
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.
Insight Experiences
  • Newport: Enjoy a visit to one of Newport's renowned landmarks, The Vanderbilt's Breakers Mansion.
Top Rated Highlights
  • Boston: Explore the great city of Boston, with your Travel Director and learn about its transformative past. You’ll follow part of the red-brick Freedom Trail that brings the story of the American Revolution to life. Journeying to other historically significant sights that include the Boston Common, the Old Corner Bookstore and the Bunker Hill Monument in Charlestown. View the colorful neighborhood of Back Bay and the lively North End, otherwise known as Boston’s Little Italy.
  • 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.
Women-Only
  • : Visit Pilgrim Hall Museum, the oldest continuously operating public museum in the country and America’s museum of Pilgrim possessions. Get up close and personal exploring Pilgrim Hall’s extraordinary collection of 17th-century artifacts, some of which came on the Mayflower, illuminating the story of early Plymouth Colony. Hosted by a direct descendant of the Mayflower arriving in 1620, hear family stories of differing cultures and of courage in the face of great difficulties.
  • 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. This experience supports United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.
  • : 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.
  • Sandwich: Full of curiosities, the Sandwich Glass Museum is a treasure trove of unique art celebrating the rich history of glassmaking in America. Get up close and personal viewing glass art, historical artifacts and exhibits that highlight the significance of the Sandwich Glass Company, which has operated in the area since the 19th-century. You'll also learn about the historic techniques of the English and Irish glassmakers when you meet a skilled craftswoman who will share her personal glassmaking story.
  • 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.
  • Newport: Meet your female 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.

Interests
  • Women’s Trips
About Insight Vacations
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There's more to travel than simply visiting new places – join us for experiences that spark your curiosity and take you beyond traditional sightseeing. On our premium guided tours, every day is filled with fascinating facts and intriguing stories, while superior dining nourishes the body and stylish hotels rest the soul.

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Oct 17, 2025 through
Oct 24, 2025
Oct 13, 2025 7:00 PM
7 Nights from
$5,153.00 (USD)
Per Person
Book by 2025-06-19 to receive $572.00 Last Minute Deal Discount. Airfare not included
Last Minute Deal: Must book by 2025-06-19
Jun 06, 2025 through
Jun 13, 2025
Jun 2, 2025 7:00 PM
7 Nights from
$5,306.00 (USD)
Per Person
Book by 2025-02-06 to receive $589.00 Last Minute Deal Discount. Airfare not included
Last Minute Deal: Must book by 2025-02-06
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Prices are per-person based on double occupancy, unless otherwise noted.