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 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.


Dining Summary

  • 7 Breakfast (B)
  • 1 Lunch (L)
  • 3 Dinner with Wine (DW)
Authentic Dining
  • 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.
  • Boston: At 18:00, join your Travel Director for a dinner with wine and an opportunity to mingle with fellow guests.
Insight Experiences
  • 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.
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 The Old State House.
  • 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.
  • 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 nights from $7,530 per person

Special Promotion: Ask your travel advisor about special savings that might be available for select 2025 departures

Valid for new bookings deposited Now until March 31st on select 2025 departures.

Itinerary

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

Day 1 - Welcome to Boston
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.
Accommodations: Hyatt Regency, Boston
Meals: Dinner with Wine

Day 2 - Exploring Plymouth's Past
Join your Travel Director for an enriching exploration of Boston’s storied past, whose insights bring the city’s vibrant history to life. In Plymouth, delve into the rich narratives at Pilgrim Hall Museum, uncovering tales of pioneering women whose resilience helped shape a nation. Later, stand at the symbolic Plymouth Rock and step aboard the Mayflower II, immersing yourself in the legacy of those who embarked on daring journeys. A special “Taste of Two Cultures” experience awaits at Plimoth Patuxet, a MAKE TRAVEL MATTER® Experience, where Wampanoag and Colonial flavors blend in homage to their intertwined histories. As the day draws to a close, join the “Matriarchs in Motion” experience in Plimoth Patuxet, honoring the profound influence of women in the early American story.
Accommodations: Dan'l Webster Inn and Spa, Sandwich
Meals: Breakfast, Lunch

Day 3 - The Wonders of Cape Cod
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.
Accommodations: Dan'l Webster Inn and Spa, Sandwich
Meals: Breakfast

Day 4 - Nautical History in Nantucket
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.
Accommodations: Dan'l Webster Inn and Spa, Sandwich
Meals: Breakfast

Day 5 - The Charms of Martha’s Vineyard – An Island Escape
Board a morning ferry to Martha’s Vineyard, an island known for its pristine beaches, charming harbor 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 colorful 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.
Accommodations: Harbor View, Martha's Vineyard
Meals: Breakfast, Dinner with Wine

Day 6 - The Timeless Elegance of Newport Relaxed Start
Arrive in Newport, where over 95 years of hospitality and charm characterize the historic Hotel Viking. Set in the heart of this coastal city, your boutique accommodation offers luxurious rooms and stunning views. Enjoy complimentary bike rentals or relax in the hotel’s spa, pool, or café. This evening, take a leisurely stroll through Newport’s vibrant streets, where every corner reveals another piece of its storied past.
Accommodations: Viking, Newport
Meals: Breakfast

Day 7 - Newport, the Queen of Summer Resorts 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 - Farewell to Boston Relaxed Start
As your tour comes to a close, bid farewell to your fellow travelers 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.
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
Call for airfares from your city.
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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