Boston, Cape Cod & The Islands - Classic Group

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Tour Type: Regional
Brochure Type: V1 USA and Canada 2024

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.

Choice Highlights
  • Choose between two carefully selected activities
  • Boston: Step through the hallowed gates and enter Fenway Park. Home to the nine-time World Series winning Boston Red Sox since 1912, Fenway is the oldest baseball stadium in America. Enjoy an in depth one-hour guided tour of the legendary sports history that has taken place here, with a chance to visit the press box, view memorabilia, and sit in the fabled 'Green Monster' overlooking left field. You will be sure to feel the electric energy of the stadium that represents America's favorite pastime.
  • Boston: Visit the Isabella Stewart Gardner Museum, a lavish and accurate reconstruction of a 15th century Venetian palace, including an exquisite interior courtyard that boasts an array of blossomed flowers all year round. Every item in the 2,500-piece collection, spanning European, Asian and Islamic art is meticulously placed according to Gardner's personal instructions. Also on display are the empty frames that once held priceless works of art stolen during the infamous 1990 theft, the largest in American History.
  • Choose between two carefully selected activities
  • Newport: Choose to visit the Breakers, the grandest of Newport's summer cottages and former home of the Vanderbilt family. Alternatively, choose to visit the Elms and its mid-18th century French inspired interior. Another option is to visit the Tennis Hall of Fame.
Well-being
  • Our Well-Being Directors take a proactive approach to your welfare ensuring all well-being regulations are met (available on tours with 21 or more guests).
  • Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.
  • Experience enhanced hygiene protocols to align with the latest guidance following COVID-19. All Travel Directors, Well-Being Directors and Drivers have completed training in enhanced well-being and hygiene protocols.
  • We only work with establishments we are confident will consistently adhere to our high well-being standards, which include hotels, restaurants and sight-seeing venues.
  • Hand sanitizer is freely available on board for you to use throughout the day.
Travel Director
  • "It's magical to see how a group of guests come together over the course of our trip. I can always tell when that's happening because they start planning their own 'post-arrival' activities before the travel day has finished."
Authentic Dining
  • Boston: At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests.
  • Martha's Vineyard: Tonight's Sea-to-Table Highlight Dinner at Bettini Restaurant is sure to delight with the season's freshest offerings from local farms, fishing boats, foragers and markets.
  • Newport: Meet your new friends in the evening for a seafood Celebration Dinner with wine, where you can share the highlights of your trip while savouring a freshly prepared meal.
  • Dining Summary: 3 Dinner with Wine (DW), 7 Breakfast (B), and 1 Dinner (D)
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.
  • 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 Later this afternoon, why not choose to the Sand Dunes of the National Seashore with an exclusive journey. Roll through the Peaked Hill Bars Historic District Sand Dunes, catching sight of Pilgrim Lake nestled among the dunes and the famed artists' dune shacks while Local Experts share the history and ecology of these beautiful and unique dunes that have inspired so many fine artists and writers.
  • 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.
Insight Choice
  • Boston: Step through the hallowed gates and enter Fenway Park. Home to the nine-time World Series winning Boston Red Sox since 1912, Fenway is the oldest baseball stadium in America. Enjoy an in depth one-hour guided tour of the legendary sports history that has taken place here, with a chance to visit the press box, view memorabilia, and sit in the fabled 'Green Monster' overlooking left field. You will be sure to feel the electric energy of the stadium that represents America's favorite pastime.
  • Boston: Visit the Isabella Stewart Gardner Museum, a lavish and accurate reconstruction of a 15th century Venetian palace, including an exquisite interior courtyard that boasts an array of blossomed flowers all year round. Every item in the 2,500-piece collection, spanning European, Asian and Islamic art is meticulously placed according to Gardner's personal instructions. Also on display are the empty frames that once held priceless works of art stolen during the infamous 1990 theft, the largest in American History.
  • Newport: Choose to visit the Breakers, the grandest of Newport's summer cottages and former home of the Vanderbilt family. Alternatively, choose to visit the Elms and its mid-18th century French inspired interior. Another option is to visit the Tennis Hall of Fame.
Make Travel Matter
  • Plymouth: Visit Pilgrim Hall Museum, the oldest continuously operating public museum in the country and America's museum of Pilgrim possessions. Meet a direct descendant of the Mayflower party that landed on America's shores in 1620 and hear their family stories.
  • Plymouth: Further your knowledge on the struggles the early settlers faced at the Plimoth Patuxet Musem. This living memorial is dedicated to the Pilgrim Fathers and historical education of the public on how early settlers lived, expanded their settlements and interacted with their environment and the Wampanoag People.
Insight Experiences
  • Newport: 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.
Additional Included Highlights
  • Our highly-skilled Travel Director will ensure your journey is seamless, serving as your expert guide, consummate organiser, and friend overseas.
  • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
  • We carry your bags for you and promptly deliver them to your hotel door.
  • Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.
  • From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).

Call 1 (800) 658-0869 for more information or to book today! Mention code 16912903

Tour Operator
Insight Vacations
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Duration
8 Days
Escorted
Escorted - Yes
DayDestinationDescription
Day 1BostonBoston, 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.
Hyatt Regency Boston
Day 2BostonHistoric Boston Relaxed Start: Explore the city with your Travel Director and learn about the city's transformative past. You'll follow part of the red-brick Freedom Trail that brings the story of the American Revolution to life. Sights include Boston Common, the Old Corner Bookstore and the Bunker Hill Monument in Charlestown. View the colourful neighbourhoods of Back Bay and historic North End, otherwise known as Boston's Little Italy. Make sure you try the neighbourhood'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 the Isabella Gardner Museum featuring a 2,500-piece collection, spanning European, Asian and Islamic art. The rest of the day is free to pursue your own interests.
Hyatt Regency Boston
Day 3SandwichPilgrim 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 Plimouth 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.Experience the techniques of the English and Irish glassmakers at the Sandwich Glass Museum.Relax at your charming inn tonight and indulge in a Dinner with wine.
Dan'l Webster Inn and Spa, Sandwich
Day 4Sandwich, oldest town on the CapeSandwich, oldest town on the Cape: 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.
Dan'l Webster Inn and Spa, Sandwich
Day 5Martha's VineyardMartha's Vineyard, a Presidential Paradise: Board a ferry this morning to Martha's Vineyard. 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 Sea-to-Table Highlight Dinner at Bettini Restaurant is sure to delight with the season's freshest offerings from local farms, fishing boats, foragers and markets.
Harbor View Hotel, Martha's Vineyard
Day 6Nantucket IslandNantucket 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. 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 luxurious hotel.
Hotel Viking Newport
Day 7NewportNewport, the Queen of Summer Resorts Relaxed Start: The elegant town of Newport is lined with the Gilded Age mansions of America's wealthiest families. Visit the Breakers, the grandest of Newport's summer cottages and a symbol of the Vanderbilt family's social and ?nancial pre-eminence during the late 19th century. The seaside city is also famous for being the home of the America's Cup for more than 50 years and is known as the Sailing Capital of the World. Explore in nautical style onboard the Adirondack II, an 80-foot (24 metre) schooner, as you cruise around the coastline. You'll sail out and pass some of the 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. In the evening, enjoy a Celebration Dinner at La Forge Casino restaurant, known for local fare, fresh seafood and many New England favourites. Afterwards you'll head back to your boutique hotel, registered with the Historic Hotels of America.
Hotel Viking Newport
Day 8BostonBack 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. For those embarking on the Canada & New England Discovery cruise, you will stay in Boston and transfer to the port the following morning to board the MS Zanandam.
Dates/Pricing

Click Quote or call us to get additional information on your chosen travel date. Special offers or competitive pricing may be available!

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DatePrice / DescriptionQuote
05/10/2024$3,995.00* (USD) / Land PriceQuote
05/17/2024$3,995.00* (USD) / Land PriceQuote
05/31/2024$3,995.00* (USD) / Land PriceQuote
06/07/2024$4,075.00* (USD) / Land PriceQuote
06/14/2024$4,050.00* (USD) / Land PriceQuote
06/21/2024$4,050.00* (USD) / Land PriceQuote
09/20/2024$4,050.00* (USD) / Land PriceQuote
09/27/2024$4,075.00* (USD) / Land PriceQuote
Disclaimer
Twin prices are per person.

- These prices are correct at the time of the website going live, however are subject to confirmation at the time of booking.
- All tour information is correct at time of tours going live, however is subject to change, please confirm all details at time of booking.
- For full terms and conditions, please refer to our Conditions page.
- Hotel Class Key: D: Deluxe SF: Superior First Class F: First Class