7-Nights Boston, Cape Cod & The Islands, a Women-Only Tour from $7,530

Insight Vacations

OFFER ID 1556434

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.


7 nights from $7,530 per person

Itinerary

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 Boston with your Travel Director and learn about the city's transformative past. Follow part of the red-brick Freedom Trail that brings the story of the American Revolution to life. Sights include Boston Waterfront, the Old State House and the Bunker Hill Monument in Charlestown. View the colorful neighborhoods of Back Bay and historic North End, otherwise known as Boston’s Little Italy. Make sure you try the neighborhood's famous cannoli and grab yourself some of the best espresso in town. Later, choose to visit Fenway Park, America's oldest baseball stadium and home of the Boston Red Sox or tour The John F. Kennedy Presidential Library and Museum dedicated to the memory of the nation's thirty-fifth president.
Accommodations: Hyatt Regency, Boston
Meals: Breakfast

Day 3 - Pilgrim heritage and on to Sandwich
Discover Plymouth's history at the first pilgrim settlement. Visit Pilgrim Hall Museum, where you'll learn about Pilgrim Women of the 17th Century. Join a MAKE TRAVEL MATTER® Experience as you visit the Plimoth Patuxet Museum learning about the relationship between English and Wampanoag 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 the Museum Educator. 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 artists’ 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 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
Begin your day with a relaxed scenic drive along Newport’s famed Ten Mile Drive, surrounded by opulent mansions from America’s Gilded Age. Visit the magnificent Breakers Mansion, a testament to the Vanderbilt family’s legacy. Then, board a sailboat helmed by a female captain, for a leisure sunset sail on Newport Harbor and Narragansett Bay. Over dinner, savor a delicious meal at the historic La Forge Casino Restaurant before returning to your boutique hotel for a tranquil night in Newport’s charming seaside setting.
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
Martha's Vineyard
Sandwich
Newport, RI
Boston

Vacation Details

Valid Date Ranges
06/05/2026 - 06/12/2026
from $7,770 per person
10/16/2026 - 10/23/2026
from $7,530 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 $7,530 per person
Length
7 Nights
Air City
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Vacation Rating
Deluxe
Fine dining, on-site bars or lounges and room service with extended hours are characteristic of deluxe establishments. Guest services usually include valet parking, concierge services, baggage assistance and laundry services. Other on-site facilities often include shops and boutiques, full service spas, full fitness facilities with pools and tennis courts. Business amenities may include available up-to-date technology and support staffs available for services. Attention to detail is apparent in the guestrooms which typically have stylish furnishings, quality bedding and bath products and often provide an evening turn down service.
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
1556434

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