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Boston, Cape Cod & The Islands - Small Group
Operated by Insight Vacations
Tripcode: SACAPZM20
Overview
Destination:
United States,
United States Of America,
Start:Boston, United States Of America
Finish:Boston, United States Of America
Finish:Boston, United States Of America
Duration:8 days
Type:Group tour (max 40)
Travel Period
October 2025 - October 2025
This 8-Day guided tour blends history with glamour as you travel 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, a driver will take you past 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.
Standard inclusions
- 4 Dinner with Wine (DW)
- 7 Breakfast (B)
Itinerary
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Collapse allBoston, 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. Arrive to the Hyatt Regency Boston, just steps from Boston's most desirable area-attractions such as the Boston Common, Faneuil Hall, and Boston's famous shopping destination, Newbury Street. A 10-to-15 minute walk will bring you to the South End, Back Bay or the Charles River Esplanade. At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests.
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 Boston's oldest and largest Museum of Fine Arts, 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.
Pilgrim Heritage and on to Sandwich
This morning, discover Plymouth's history at the first Pilgrim settlement. Visit Pilgrim Hall Museum, the oldest continuously operating public museum in the country and America’s museum of Pilgrim possessions. Join a MAKE TRAVEL MATTER® Experience as you visit the Plimoth Patuxet Museum. This living memorial is dedicated to preserving the histories of the Native and English inhabitants of this region and educating the public on early settlers and the Wampanoag People in an immersive and engaging environment. Later you'll get to know the Cape more intimately as you make your way to the coastal haven of Sandwich. This afternoon, discover the art and science of glass making at Sandwich Glass Museum where you can watch glassblowers in action and explore exhibits spanning over three centuries. Enjoy a dinner back at your hotel later this evening featuring local favourites.
Explore Cape Cod
Head out to Salt Pond on Cape Cod's National Seashore and learn about the natural wonder and human history represented on the Cape, from its First People and European settlement to modern lifestyles and communication technology. An optional experience on the Sand Dunes of the National Seashore may present itself later today. Roll through the Dune Shacks of Peaked Hill Bars Historic District, catching sight of Pilgrim Lake and the famed artists’ dune shacks while Local Experts share the history and ecology of these striking and inspiring dunes.
Martha's Vineyard, a Presidential Paradise
Board a ferry this morning to Martha's Vineyard (seasonal). Home to pristine sandy beaches, outdoor attractions and heavenly harbour 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-coloured, 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 dinner is sure to delight with the season’s freshest offerings from local farms, fishing boats, foragers and markets.
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, it is one of the most exclusive coastal communities in the U.S. During your visit, take in the beauty of the antique cobblestone streets, lined with high- end boutiques and breathtaking architecture during a guided walking tour. The homes date back to its whaling days which also influenced 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 evening to relax at your luxurious hotel.
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.
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, you may return to the Hyatt Regency Boston if you wish to extend your stay.
Departure dates
Select your preferred date or enquire
Operator
Insight Vacations
The art of touring in style. We've been enriching the lives of curious travellers since 1978. Incredible travel is more than visiting amazing destinations, it's about the connections you make and how you spend every moment, from authentic experiences that enrich the mind to stylish hotels that rest the soul. Insightful Experiences: Come away enriched and informed. Dive into an incredible variety of included experiences, meet fascinating people and step into their lives. Our Local Experts take you to the heart of each place you visit. Insightful experiences will create memories about the sights you see and the stories behind them, ranging from a local expert talking you through the wonders of the Grand Canyon, to twirling on the dancefloor in Vienna. Superior Dining: Immerse yourself in local tastes and culture. Great food is at the heart of every journey, and we believe dining is an experience to be savoured. Dine the local way in handpicked restaurants and enjoy delicious seasonable, farm-to-table fare in Sicily. Or, step into the home of a local host in Bosnia to learn the secrets of their favourite dishes. Premium Comfort: Stay in style at highly rated hotels. Where you stay makes the difference between a good vacation and an unforgettable travel experience. We choose highly rated hotels that are hand-picked for their fantastic locations, giving you more time to enjoy your destination. Our most stylish hand-picked hotels include the Taj Aravial Resort & Spa in India and the five-star Bovey Castle in England, nestled within 275 acres of beautiful countryside. Personal Service: Everything is taken care of so you can simply relax. Expertly trained, knowledgeable, and enthusiastic, your Travel Director takes care of everything and makes your vacation personal to you. A true friend overseas, your Travel Director ensures a fabulous, seamless journey from start to finish. We make travel matter. Experience conscious and sustainable travel with Insight Vacations. Each of our tours includes a MAKE TRAVEL MATTER®️ Experience, which will teach you about your destination while also having a positive social or environmental impact on the local community.
Important Information
*Terms and conditions
Please note: We are proud to be an independent agent to travel providers of hotels, flights and other related services. We are not a tour operator. Details and information on the offer are provided by 3rd party businesses and although we do our best to verify the information, we cannot guarantee its accuracy on all occasions. These offers are not available in conjunction with any other offer unless otherwise stated. Pricing and availability are subject to change without notice.
For more information, please see Terms of Use
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7 nights
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