Boston, Cape Cod and the Islands (Fall Foliage)
8 days with
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 of seafood delicacies and plenty of charm! On arrival, you'll transfer from Boston Logan International Airport to your downtown hotel, the Hyatt Regency Boston. You are 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 Esplandade. At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests.(Dinner with Wine)
Day 2 Historic Boston.
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 canolis and grab yourself some of the best espresso in town. From hitting the shops to exploring the area’s art galleries and patio cafes, the rest of the day is free to pursue your own interests.(Breakfast)
Day 3 Newport, the Queen of Summer Resorts.
South of Boston is Rhode Island, America's smallest state, but no less packed with big league attractions. Its star player is the elegant town of Newport, 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 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.(Breakfast / Dinner with Wine)
Day 4 On to Sandwich.
In the morning, travel back in time and visit the stunning New Bedford Whaling Museum, where a Local Expert will enlighten you on the extensive impact whaling had on the region. See the Lagoda, the largest model ship in the world, along with many other exhibits, including an elaborate scrimshaw collection, as well as the material that inspired author Herman Melville to pen the classic novel, 'Moby Dick'. Move on to the serene town of Sandwich, the oldest town on Cape Cod. Here you'll find the Heritage Museums and Gardens, where in one beautiful location, you'll find sweeping lawns, stunning gardens, a windmill, art gallery, the museum of Americana and a unique collection of antique cars. Close by lies the Sandwich Glass Museum where you will experience the techniques of the English and Irish glassmakers. Founder Deming Jarvis developed these during the early 19th century. Continue exploring or head back to your boutique spa hotel, as the rest of the day is yours at leisure.(Breakfast)
Day 5 Martha's Vineyard, a Presidential Paradise.
Board the Vineyard Haven 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 accompanied by your driver guide, before reaching your hotel.(Breakfast / Dinner with Wine)
Day 6 Nantucket Island.
Depart Hyannis 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 beachfront hotel.(Breakfast)
Day 7 Cape Cod National Seashore, Provincetown and North Falmouth.
Depart this morning for an excursion to the Cape Cod National Seashore, which encompasses much of the Outer Cape. Travel to the extreme tip of Cape Cod, to Provincetown. This small coastal resort is known for its beaches, cool boutiques, restaurants and art galleries, giving it a fresh, fun vibe. Meet your new friends in the evening for a seafood Celebration Dinner with wine, where you can share the highlights of your trip.(Breakfast / Dinner with Wine)
Day 8 Berries, Bogs and Back to Boston.
As one of the few fruits native to North America, it is said that the cranberry is more American than apple pie. Delve further into its history as you meet a local cranberry bog farmer, who will share his knowledge, as well as some of the all-American berries with you. It’s time to say goodbye to your fellow travellers as you return to Boston. For those heading home there will be complimentary transfers to Boston Logan International Airport, arriving at 14:00. Alternatively, you may return to the Hyatt Regency Boston if you wish to extend your stay.(Breakfast)
All This Included
There's a sense of nautical charm in this unique part of the world. Coincidentally, shaped like a fish-hook, you'll be mesmerised by New England's chic waterfronts, sailing history and summer playgrounds. From stepping onboard an 80-foot schooner in Newport, to trying regional delicacies in Cape Cod, this mouth-watering trip will not only tempt your taste buds, but leave you longing for a move to the coast.
Included Insight Services
Our highly-skilled Travel Director will ensure your journey is seamless, serving as your expert guide, consummate organiser, and friend overseas.
Enjoy the comfort of Insight's luxury, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom.
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.
Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
From time to time, your Travel Director will enchant you with an Insight Flourish, which is a local specialty representing the destination.
If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Insight Vacations, you may purchase transfers or make your own way from/to the airport.
North Falmouth: Join your Travel Director and celebrate the culmination of your journey with wine and classic New England cuisine.
Cape Cod: Meet a local farmer and taste the goodness of the all-American cranberry fruit at a working cranberry bog.
Dining Summary: 7 Breakfasts (B) and 4 Dinners with wine (DW).
Newport: Get a unique view of this coastal destination from the water aboard a traditional gaff-rigged schooner. Accompanied by a local sailing expert, they’ll show you the key sights in this picturesque setting.
New Bedford: With a Local Expert, journey back to the great age of Moby Dick and castaway crews from around the globe, at the engaging New Bedford Whaling Museum.
Cape Cod: Tour the Cape Cod National Seashore. Taste the goodness of Massachusetts’ number one agricultural commodity crop at a cranberry bog.
Stay in Style
Boston: The Hyatt Regency Boston offers an energizing stay and is just steps away from nearby attractions such as the Boston Common, Faneuil Hall, and Boston's famous shopping destination, Newbury Street.
Newport: Experience warmth and character at the boutique Hotel Viking, registered with the Historic Hotels of America.
Sandwich: Visitors to the boutique Dan'l Webster Inn are treated to the romance of the past, combined with today's conveniences.
Harbor View Hotel, Martha's Vineyard. The refined Harbor View Hotel embodies timeless character with modern comforts.
Cape Cod: While the views and sunsets are fabulous at the Sea Crest Beach Hotel, so are the facilities and warm hospitality of the staff.
Top Rated Highlights
Boston: View the neighbourhoods of Back Bay and North End.
Boston: See Boston’s red-brick Freedom Trail come to life as your Travel Director leads you through this historic walking tour.
Sandwich: There’s something for everyone at the Heritage Museums and Gardens – a fascinating complex of Americana museums, located within a 100-acre garden setting.
Martha's Vineyard: Visit Oak Bluffs with its 'gingerbread cottages’ and tour the island.
Nantucket Island: Take an excursion to this idyllic island, characterized by cobblestone streets and lighthouses.
Scenic Drives: Travel along Ocean Drive in Newport, Rhode Island. Enjoy the natural beauty of Martha’s Vineyard and Nantucket.
Boston: Hyatt Regency Boston
Newport: Hotel Viking
Sandwich: Dan'l Webster Inn and Spa
Martha's Vineyard: Harbor View Hotel
North Falmouth: Sea Crest Beach Hotel, North Falmouth (Ocean View Rooms)
Please arrange flights to arrive on or before Day 1.
If travellers have not booked their flights with Insight Vacations, flight details must be provided at least 60 days prior to departure to qualify for complimentary airport transfers. Flight details can be added to the reservation at any time through My Insight on our website or call our Sales Centre.
Airport arrival on the last day of your guided vacation will be at 14:00.
Please ask your Vacations To Go travel counselor for more information.
Terms and Conditions
For Insight Vacations
terms and conditions, please click here
The prices shown are U.S. dollars per person, based on double occupancy, and subject to availability. Prices quoted for land/cruise arrangements are subject to increase without notice. Once we have received your deposit, land/cruise prices are guaranteed. Air prices quoted via phone or email are subject to increase and are guaranteed only from the time that full payment is received. Also, air prices or air promotions mentioned on this site or on the phone do not include baggage fees imposed by airlines.