Boston, Cape Cod & The Islands - Classic Group 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.
Dining Summary
2 Dinner (D)
7 Breakfast (B)
2 Dinner with Wine (DW)
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: 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.
Make Travel Matter
Plymouth: Led by a Mayflower descendant, enjoy a guided visit to Pilgrim Hall Museum, the oldest continuously operating public museum in the United States. View original 17th-century artefacts and possessions carried on the Mayflower as you explore the personal stories behind early Plymouth Colony. This MAKE TRAVEL MATTER® Experience supports United Nations Sustainable Development Goal 4: Quality Education through inclusive programming, extensive historical resources and its mission to deepen public understanding of America’s colonial beginnings. Your Experiences advances United Nations Sustainable Development Goals 4: Quality Education
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.
Plymouth: Visit detailed reconstructions of a 1600s English village and a Wampanoag homesite. As you walk through the open-air exhibits, see timber-framed houses, dugout canoes and heritage crops, and observe traditional skills in practice. This museum offers a clear, research-based insight into the lives of early colonists and Indigenous communities in what was once Patuxet.
Sandwich: View through the lens of the skilled craftsmen at the Sandwich Glass Museum, where you will learn the techniques of the English and Irish glass-makers developed during the early 19th century.
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.
Nantucket: Walk through historic downtown Nantucket and discover the unique history of the island. Journey through Nantucket’s past and hear about the rise and the fall of the whaling industry, the rise of tourism, and the impacts the island’s economy has had on social and racial development on Nantucket.
There's more to travel than simply visiting new places – join us for experiences that spark your curiosity and take you beyond traditional sightseeing. On our premium guided tours, every day is filled with fascinating facts and intriguing stories, while superior dining nourishes the body and stylish hotels rest the soul.
When you join a guided tour, you travel hassle-free. But when you join an Insight Vacations tour, you travel ‘business class’ - with all the perks.
Discover the superior touring experience you deserve.
Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature.
If you are interested in an offer, please click on
Contact Us
. This will open a "Trip Request" that will allow you to send your request to us. We
will be able to confirm availability and make further
recommendations.
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.
Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature.
If you are interested in an offer, please click on
Contact Us
. This will open a "Trip Request" that will allow you to send your request to us. We
will be able to confirm availability and make further
recommendations.
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.
Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature.
If you are interested in an offer, please click on
Contact Us
. This will open a "Trip Request" that will allow you to send your request to us. We
will be able to confirm availability and make further
recommendations.
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.
Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature.
If you are interested in an offer, please click on
Contact Us
. This will open a "Trip Request" that will allow you to send your request to us. We
will be able to confirm availability and make further
recommendations.
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.
Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature.
If you are interested in an offer, please click on
Contact Us
. This will open a "Trip Request" that will allow you to send your request to us. We
will be able to confirm availability and make further
recommendations.
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.
Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature.
If you are interested in an offer, please click on
Contact Us
. This will open a "Trip Request" that will allow you to send your request to us. We
will be able to confirm availability and make further
recommendations.
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.
Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature.
If you are interested in an offer, please click on
Contact Us
. This will open a "Trip Request" that will allow you to send your request to us. We
will be able to confirm availability and make further
recommendations.
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.
Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature.
If you are interested in an offer, please click on
Contact Us
. This will open a "Trip Request" that will allow you to send your request to us. We
will be able to confirm availability and make further
recommendations.
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.
Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature.
If you are interested in an offer, please click on
Contact Us
. This will open a "Trip Request" that will allow you to send your request to us. We
will be able to confirm availability and make further
recommendations.
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.
