7-Nights Boston, Cape Cod & The Islands a Women-Only Tour from $5,153

Insight Vacations

OFFER ID 1541954

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: 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.

Women-Only

: 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 artifacts 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.
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.

7 nights from $5,153 per person

Itinerary

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Itinerary Details

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

Day 1 - Boston, the Cradle of Liberty
Welcome to Boston, described by many as the most European city in the U.S. You can expect a thriving art scene, delicious variety of seafood delicacies and plenty of charm. Enjoy the most notable attractions such as the Boston Common, Faneuil Hall, and Boston's famous shopping destination, Newbury Street. Enjoy a short walk to the South End, Back Bay, or Charles River Esplanade before joining your Travel Director for dinner with wine and the opportunity to mingle with your fellow guests.
Accommodations: Hyatt Regency, Boston
Meals: Dinner with Wine

Day 2 - Historic Boston
Explore the city 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. See Bunker Hill Monument, Boston Common, Boston Public Garden, Trinity Church and Copley Square. Later, choose to visit the John F. Kennedy Presidential Library and Museum dedicated to the memory of the nation's thirty-fifth president, or tour the Museum of Fine Arts, Boston's oldest and largest museum, which is home to over 500,000 works of art, making it one of the largest art collections in the Americas. The rest of the day is at leisure.
Accommodations: Hyatt Regency, Boston
Meals: Breakfast

Day 3 - Pilgrim heritage and on to Sandwich
Join a MAKE TRAVEL MATTER® Experience as you visit Pilgrim Hall Museum, where you'll learn about Pilgrim Women of the 17th Century. View Plymouth Rock and a full-scale replica of the Mayflower II – the ship that made the initial voyage to the Americas in 1620 – before indulging in a lunch hosted by a Museum Educator. Visit the Plimoth Patuxet Museum learning about the relationship between English and Wampanoag women of the 17th century at Plymouth's first pilgrim settlement. Get to know the Cape more intimately as you make your way to the coastal haven of Sandwich home to the Sandwich Glass Museum. Here, you'll meet and greet a local glassblower who shares her passion for this traditional technique.
Accommodations: Dan'l Webster Inn and Spa, Sandwich
Meals: Breakfast, Lunch

Day 4 - Sandwich, oldest town on the Cape
Head out to Salt Pond on Cape Cod's National Seashore which, since 1961, has preserved these 40 miles of dunes, beaches and marshes along the eastern side of Cape Cod. Learn about the natural wonder and human history represented on the Cape, from its First People and European settlement to modern lifestyles. Perhaps join a Local Expert for an Optional Experience driving through the historic Sand Dunes to catch sight of Pilgrim Lake and the famed artist’ dune shacks.
Accommodations: Dan'l Webster Inn and Spa, Sandwich
Meals: Breakfast

Day 5 - Martha's Vineyard, a Presidential Paradise
Board a ferry this morning to Martha's Vineyard. Home to pristine sandy beaches, outdoor attractions and heavenly harbor towns, this summer hangout is no stranger to presidential visits. The island has hosted the Clintons and the Obamas, while the former U.S. First Lady, Jacqueline Kennedy Onassis, maintained a home here. After disembarking, make your way to Oak Bluffs, 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. Get acquainted with the island, before reaching your hotel. Tonight's Sea-to-Table dinner at Menemsha Room is sure to delight with the season’s freshest offerings from local farms, fishing boats, foragers and markets.
Accommodations: Harbor View, Martha's Vineyard
Meals: Breakfast, Dinner with Wine

Day 6 - Nantucket Island
Depart Martha's Vineyard in style on a high-speed catamaran (seasonal) for the picturesque island of Nantucket. Not only has it retained the charm of a bygone era, but it is also one of the most exclusive coastal communities in the U.S. During your Notable Nantucket Women walking tour, take in the beauty of the antique cobblestone streets, lined with high-end boutiques and breathtaking architecture. The simple homes date back to its whaling days, which also in?uenced much of the culture on the island. In the past, the style of home directly correlated to a whaler's ranking. Return to the mainland in the late afternoon to relax at your historic hotel.
Accommodations: Viking, Newport
Meals: Breakfast

Day 7 - Newport's Gilded Age Relaxed Start
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.
Accommodations: Viking, Newport
Meals: Breakfast, Dinner with Wine

Day 8 - Back to Boston Relaxed Start
It's time to say goodbye to your fellow travelers as you return to Boston. For those heading home there will be complimentary transfers to Boston Logan International Airport, arriving at 12:00. Alternatively, extend your stay in Boston.
Meals: Breakfast

Featured Destinations

Newport, RI

Martha's Vineyard

Sandwich

Boston

The history and bricklaid beauty of Boston is easy to enjoy. Follow the Freedom Trail past Old North Church, Paul Revere Park, Fanieul Hall, the Commons, Old Ironsides and more landmarks of America's birth. Across the Charles River is Cambridge and Harvard. Venture to Marblehead and Salem to the south, or Lexington and Concord to the north. Back in town, have clam chowder at the warf or great Italian food in North End.

Excursions

Boston: Private North End Italian Food Tasting Walking Tour - 3 Hours

Boston: Private Sunset Boston Harbor Cruise with Cocktails and Hors d'oeuvres - 2 Hours

Boston: Private VIP Boston Yacht Experience With Cocktails & Hors d’oeuvres - 2 Hours

Boston: Boston Private Cycle Boat Charter - 4 Hours

Boston: Discover Boston Private Sightseeing Program - 4 Hours

Boston: Private Historic Boston Pub Crawl - 4 Hours

Boston: Freedom Trail Private Walking Tour - 1.5 Hours

Boston: Private Harvard Campus Tour - 1.5 Hours

Vacation Details

Valid Date Ranges

10/17/2025 - 10/24/2025

from $5,153 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 $5,153 per person

Length

7 Nights

Air City

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Vacation Rating

Deluxe

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

1541954

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