Boston, Cape Cod & the Islands, a Women-only Tour

8 days | Boston roundtrip

Experience history and glamour on this exclusive 8-day women-only tour, traveling with a small group from Massachusetts to Rhode Island with Insight Vacations. Follow the iconic red-brick Freedom Trail in Boston, retracing the steps where the U.S. took shape.

Explore the charming coastal town of Sandwich on Cape Cod Bay, renowned for its glassmakers. Visit the Sandwich Glass Museum to learn the tricks of the trade. Continue to Martha's Vineyard, where you'll pass by the former home of Jacqueline Kennedy Onassis and explore the picturesque town of Oak Bluffs with its charming gingerbread-like cottages.

Indulge in a sumptuous sea-to-table feast featuring locally caught fish, fresh produce from nearby farms, and delicacies gathered by foragers. In Newport, the seaside city famed for its opulence, embark on an 80-foot schooner for a scenic cruise along the coastline. Take in the views of historical buildings, the homes of the rich and famous, and learn about the area's fascinating past as a haven for pirates.

Deal Details

Travel Dates

6 Jun, 17 Oct 2025

Priced From

$9,196 per person
Boston map

Experience history and glamour on this exclusive 8-day women-only tour, traveling with a small group from Massachusetts to Rhode Island with Insight Vacations. Follow the iconic red-brick Freedom Trail in Boston, retracing the steps where the U.S. took shape.

Explore the charming coastal town of Sandwich on Cape Cod Bay, renowned for its glassmakers. Visit the Sandwich Glass Museum to learn the tricks of the trade. Continue to Martha's Vineyard, where you'll pass by the former home of Jacqueline Kennedy Onassis and explore the picturesque town of Oak Bluffs with its charming gingerbread-like cottages.

Indulge in a sumptuous sea-to-table feast featuring locally caught fish, fresh produce from nearby farms, and delicacies gathered by foragers. In Newport, the seaside city famed for its opulence, embark on an 80-foot schooner for a scenic cruise along the coastline. Take in the views of historical buildings, the homes of the rich and famous, and learn about the area's fascinating past as a haven for pirates.

Pricing

6 Jun 2025

from

$9,196*

per person, twin share

17 Oct 2025

from

$9,361*

per person, twin share

Itinerary

Day 1
Boston, the Cradle of Liberty
Day 2
Historic Boston
Day 3
Pilgrim heritage and on to Sandwich
Day 4
Sandwich, oldest town on the Cape
Day 5
Martha's Vineyard, a Presidential Paradise
Day 6
Nantucket Island
Day 7
Newport, the Queen of Summer Resorts
Day 8
Back to Boston

Highlights

Pilgrim Museum

Explore Boston's transformative past on the red-brick Freedom Trail, visiting historic sites like Boston Common, Old Corner Bookstore, Bunker Hill Monument, and exploring the vibrant neighborhoods of Back Bay and North End, also known as Boston’s Little Italy.

Discover the rich history of glassmaking in America at the Sandwich Glass Museum, where you can view unique glass art and historical artifacts while learning about the 19th-century origins of the Sandwich Glass Company.

Visit the Pilgrim Hall Museum in Plymouth, America’s museum of Pilgrim possessions, where you can explore a collection of 17th-century artifacts and hear family stories from a descendant of the Mayflower.

Experience the natural wonder and human history of Cape Cod, learning about the Wampanoag, European settlement culture, and the Cape Cod National Seashore.

Explore Oak Bluffs and its historic gingerbread-like cottages, then cruise Newport's waterways aboard the Rum Runner II, passing by mansions, former speakeasies, and lighthouses, while learning interesting stories about the houses and their occupants.

Inclusions

7 nights' accommodation at select hotels
Meals, including 6 breakfasts, 1 lunch & 3 dinners with wine.
Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.
We carry your bags for you and promptly deliver them to your hotel door.
From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.
Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.

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