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Boston, Cape Cod and the Islands

Operated by: Insight Vacations

8 Days from $4,035 per person
MAY - SEP 2023
Usa Massachusetts Cape Cod Waterfront

Countries Visited

United States ...more United States

Locations Visited

Boston, Sandwich, Cape Cod, Martha's Vineyard, Nantucket, Newport ...more Boston, Sandwich, Cape Cod, Martha's Vineyard, Nantucket, Newport
  1. 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. 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.

    meals Dinner with Wine
    hotel Hyatt Regency Boston
  2. Day 2 Historic 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 tour The John F. Kennedy Presidential Library and Museum dedicated to the memory of the nation's thirty-fifth president. The rest of the day is free to pursue your own interests.

    meals Breakfast
    hotel Hyatt Regency Boston
  3. Day 3 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. 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.

    meals Breakfast, Dinner with Wine
    hotel Dan'l Webster Inn and Spa, Sandwich
  4. Day 4 Sandwich, 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.

    meals Breakfast
    hotel Dan'l Webster Inn and Spa, Sandwich
  5. 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 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 Menemsha Room is sure to delight with the season’s freshest offerings from local farms, fishing boats, foragers and markets.

    meals Breakfast, Dinner
    hotel Harbor View Hotel, Martha's Vineyard
  6. 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, 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 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 late afternoon to relax at your luxurious hotel.

    meals Breakfast
    hotel Hotel Viking Newport
  7. Day 7 Newport, 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 financial 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.

    meals Breakfast, Dinner with Wine
    hotel Hotel Viking Newport
  8. 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, 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'll stay in Boston and transfer on your own to the port the following morning to board the MS Zaandam.

    meals Breakfast
Boston Cape Code Islands Guided Tour Map
Price Includes

Dining Summary

  • 3 Dinner with Wine (DW)
  • 7 Breakfast (B)
  • 1 Dinner (D)

Choice Highlights

  • 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.
  • : The John F. Kennedy Presidential Library and Museum dedicated to the memory of thenation's thirty-fifth president.
  • 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.

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 Menemsha Room 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.

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.
  • : The John F. Kennedy Presidential Library and Museum dedicated to the memory of thenation's thirty-fifth president.
  • 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.

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.

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.

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.
  • 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.

Dates & Prices

Prices shown are per person based on two people sharing a twin room. To request a personalized travel quote, click "Request Quote" and a Travel Specialist will send your custom quote including airfare if requested.

Online Booking Process

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September 2023
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Sep 1 Fri
Sep 8 Fri
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Guaranteed Departure This departure is guaranteed
DOUBLE OCCUPANCY PRICE/PERSON
$4,483 $4,035 Save $448
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Sep 22 Fri
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Guaranteed Departure This departure is guaranteed
DOUBLE OCCUPANCY PRICE/PERSON
$4,505
Optional Add-Ons

Optional Experiences are subject to change. Your Travel Director will supply you with a final list of Optional Experiences available on your trip. Optional Experiences cannot be booked online; they can be purchased during your trip through your Travel Director.

Boston

Available on Day 2

Historic Harbor Cruise

Boston’s inner and outer harbors are awash in legend and lore. Not to mention beauty. On this fully narrated 90-minute tour, we’ll regale you with hero tales of the Revolutionary War, local legends of the sea, and stories of characters past and present. You’ll learn how the harbor was transformed into one of the cleanest in the country. Other highlights include the nation’s oldest continuously manned lighthouse, the Harbor Islands National Park Area, Boston’s working port and examples of extravagant waterfront living.
Adult Price: $37

Provincetown

Available on Day 4

Art's Sand Dune Tours

Art’s Dune Tours provides an off-road tour experience to our family of visitors through the heart of the National Historic District of the Cape Cod National Seashore Park. The dune tours run from March through mid-November. Our knowledgeable tour guides will share the history and ecology of these beautiful and unique dunes that have inspired so many fine artists and writers.
Adult Price: $37

Reviews
Service
Vacation
Independent Reviews
Michael Tsu
Review date: Friday, October 22, 2021
Service
Very good and communicated well
Vacation
Good tour that was great and very informative. Trip was coordinated well
Trusted Customer
Review date: Monday, September 16, 2019
Service
Have more consistency in terms of quality of accommodations; offer more choices at hotel dinners than two; have people stay in nicer hotels for more than one night and do the rest of the tour around those accommodations; spend less time around lunch for shopping and see more things
Response from Grand European Travel:
Thank you for your suggestions and feedback. We will be sure to share them with our partners at Destination America for immediate review and follow up.
Tuesday, September 17, 2019
Vacation
Guests on the trip were fun and from all parts of the world. Tour director and bus driver were excellent. Tour itself, accommodations and meals were just okay.
Timothy O'Leary
Review date: Saturday, September 14, 2019
Service
Barb did a great job!
Vacation
A couple of the hotels on the tour didn't impress our group of 6 people. By the way we referred 4 of the people on this trip!
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