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Compare On the Road: Cape Cod, Martha's Vineyard and Nantucket by Road Scholar vs New England's Fall Foliage 2023 Classic Group by Insight Vacations

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Duration 8 days 8 days
Price From $ 2,299 $ 3,475
Price Per Day $ 287 $ 434
Highlights
  • Learn about the historic role played by the region’s whaling history on a day trip to Nantucket
  • Live the
  • Choose between two carefully selected activities
  • : Enjoy the warm, colorful scenery as you travel west to Stockbridge for a visit to the Norman Rockwell Museum, home to the largest and most significant collection of original Rockwell art, including enduring favorites from Rockwell’s Saturday Evening Postcovers, together with changing exhibitions of works by American illustrators past and present
  • : Guided tour of Chesterwood, which is a historic site of the National Trust for Historic Preservation, the former summer home, studio and gardens of America’s foremost 20th century public sculptor. Daniel Chester French is best known for Minute Man, 1874 (Concord, MA) and the seated figure of Abraham Lincoln for the Lincoln Memorial, 1922 (Washington, DC). French's public sculpture work can be seen throughout the United States and even abroad. Visitors to Chesterwood will experience the life and work of this prolific and successful artist. It is an excellent example of creative placemaking by an artist who planned and created what he considered to be a paradise for him and his family
  • : 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.
  • : 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).
  • : Hand sanitizer is freely available on board for you to use throughout the day.
  • : 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.
  • Boston: At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel.
  • : At your Highlight Dinner, taste the creations of artisan brewers with Austrian-style lagers.
  • : Enjoy an authentic Maine lobster dinner as you feast on the fresh and local delicacy known for its tender and rich flavour. Raise a glass as you mingle with new friends over this delectable Celebration Dinner.
  • Dining Summary: 5 Dinner with Wine (DW), and 7 Breakfast (B)
  • Boston: Join your Travel Director as they guide you along part of the Freedom Trail, a route that leads you through historically significant sites in the city.
  • Weston (VT): Step back into history with a visit to the Vermont Country Store where you'll find a nostalgic assortment of products ranging from local cheeses to whiskey pecan pie. 
  • : Explore the Billings Farm and Museum- of the finest operating dairy farms in America, which also serves as a museum of Vermont's rural past.
  • Waterbury: Experience a guided tour of the Ben and Jerry's Factory, where you will learn from Caring Dairy farmers about the sustainable farming practices that goes into their ice cream production.
  • Montpelier (VT): Travel to Morse Farm Maple Sugarworks, where maple syrup is "tapped" from the trees. Taste a Vermont tradition, the unusually named "sugar on snow’" which is maple syrup drizzled over packed snow. This tasty treat is traditionally served with a doughnut and pickle.
  • Franconia Notch State Park: Take a scenic ride on the Gondola SkyRide at Loon Mountain Resort (weather permitting). On a clear day, you'll have superb panoramic views of New Hampshire, Maine, Vermont, New York and Canada.
  • Bretton Woods: Stop for pictures at the Silver Cascade Waterfall and Bretton Woods, which offers stunning views of Mount Washington, the tallest peak in the northeast at 6,288 feet (1,917 metres).
  • North Conway: Enjoy a scenic hike to Diana's Baths, which is features a small series of cascading waterfalls.
  • : This morning visit the iconic Portland Head Light on the spectacular shores of Fort Williams Park.
  • : Enjoy the warm, colorful scenery as you travel west to Stockbridge for a visit to the Norman Rockwell Museum, home to the largest and most significant collection of original Rockwell art, including enduring favorites from Rockwell’s Saturday Evening Postcovers, together with changing exhibitions of works by American illustrators past and present
  • : Guided tour of Chesterwood, which is a historic site of the National Trust for Historic Preservation, the former summer home, studio and gardens of America’s foremost 20th century public sculptor. Daniel Chester French is best known for Minute Man, 1874 (Concord, MA) and the seated figure of Abraham Lincoln for the Lincoln Memorial, 1922 (Washington, DC). French's public sculpture work can be seen throughout the United States and even abroad. Visitors to Chesterwood will experience the life and work of this prolific and successful artist. It is an excellent example of creative placemaking by an artist who planned and created what he considered to be a paradise for him and his family
Trip Style Small group tour Group tour
Lodging Level Standard Premium
Physical Level
  • 0- Wheelchair accessible
  • 0- Wheelchair accessible
Travel Themes
  • 50 plus
  • Education / Learning
  • Cultural
  • 50 plus
Countries Visited
Cities and Attractions
  • Boston
  • Boston
Flights & Transport Airfare included Airfare included
Activities N/A
  • Culture
Meals Included
  • 16 Meals
  • 7 Breakfasts
  • 5 Lunches
  • 4 Dinners
  • The following choices may be available when requested in advance: Vegetarian
N/A
Description In some of New England’s most idyllic seaside towns, discuss whaling history, Victorian architecture, influential artists and unique ecology with naturalists and local experts. Embrace the beauty of New England during this 8-Day guided tour. Behold Boston, one of the oldest cities in the U.S. and where much of the country was formed; here, you will traverse the red-brick Freedom Trail, where you will see the hall that housed the country’s first-ever town meeting and many more historic sites. Admire the bronzing leaves of Vermont’s lush trees as you travel to Stowe, where the real Von Trapp family of ‘The Sound of Music’ chose to live — and where you will stay. In Montpelier, visit a maple syrup farm where you can taste the sweet golden liquid tapped straight from the trees. Ride a gondola at Loon Mountain Resort into New Hampshire’s White Mountains and see as far as Canada. See Maine’s oldest lighthouse in Portland, then celebrate your trip with a decadent fresh lobster dinner.
Itinerary: On the Road: Cape Cod, Martha's Vineyard and Nantucket

Day 1
Check-In, Registration, Orientation, Welcome Dinner
Boston, MA D Embassy Suites by Hilton Boston at Logan Airport
Activity note: Hotel check-in from 3:00 p.m.

Afternoon: Program Registration. After you have your room assignment, come over to the Road Scholar table to register with program staff and get your welcome packet containing your up-to-date schedule that reflects any changes, other important information, and to confirm when and where the Orientation session will take place. Please remember to bring your name-tag sent with this packet to the program. If you arrive late, ask for your packet when you check in. Orientation. The Group Leader will greet everyone and lead introductions. We will review the up-to-date program schedule, discuss roles and responsibilities, logistics, safety guidelines, emergency procedures, and answer questions. Everyone will be responsible for their luggage, with some assistance available. Transportation will be provided by a variety of vehicles including (but not limited to) ferries, taxi vans, motorcoaches, and “safari” style trucks. Periods in the daily schedule designated as “Free time” and “At leisure” offer opportunities to do what you like and make your experience even more meaningful and memorable according to your personal preferences. Program activities, schedules, personnel, and indicated distances or times may change due to local circumstances/conditions. In the event of changes, we will alert you as quickly as possible. Thank you for your understanding. This is a Road Scholar FLEX program. In contrast to our traditional programs, it offers extensive time for personal independent exploration and a number of meals on your own to enjoy the cuisine of your choice. On the Road programs are journeys that take participants to multiple study sites in a region with a number of overnight stays. Lectures, talks, discussions, field trips, and on-board commentary amplify the program theme. Some journeys involve great distances, while others are much shorter. Long or short, On the Road journeys are learning experiences that make the most of our time together.

Dinner: At the hotel, we will enjoy a buffet meal, plus coffee, tea, water.

Evening: At leisure. Continue getting to know your fellow participants, get a good night’s rest, and prepare to check out in the morning.

Day 2
Ferry to MV, Walk to Tabernacle, Introduction to Oak Bluffs
Oak Bluffs, Martha's Vineyard B,L,D Dockside Inn
Activity note: Climbing up and down stairs between ferry walk-on level and passenger level. Walk through the Camp Meeting Association grounds is up to 1 mile; standing for about 1 hour; flat pavement.

Breakfast: Buffet at the hotel, breakfast choices include: oatmeal, cereal, fruit, eggs, toast and pastries, plus coffee, tea, water.

Morning: We will transfer to Woods Hole in the town of Falmouth, Massachusetts, on the far southwest corner of Cape Cod. There we will board the ferry to Oak Bluffs on Martha's Vineyard. The ferry crosses the 7 miles between the mainland and the island in approximately 45 minutes. The vessels of the Steamship Authority — a lifeline to the Islands — are functional with basic amenities.

Lunch: On the ferry we’ll have boxed lunches.

Afternoon: Arriving at the Oak Bluffs ferry terminal, we will be picked up by hotel vans and brought to the hotel to drop off luggage before our field trip. We’ll walk with the Group Leader to the Oak Bluffs Camp Meeting Association and the historic Tabernacle at its center. Led by a resident docent, we’ll stroll through the campground to learn about the “gingerbread” cottages and the residents who carefully maintain and decorate them. What we will see today grew out of Methodist camp meetings that began in 1835.

Dinner: At a local restaurant, plated and served with coffee, tea, and water.

Evening: At leisure. You might like to set off on your own and walk back through the campground, relax on the green of one of Oak Bluffs many parks, or just watch boats in the marina set out to sea.

Day 3
Explore the 6 towns of Martha’s Vineyard
Oak Bluffs, Martha's Vineyard B,L Dockside Inn
Activity note: Getting in/out of vans; walking up to 1 mile; standing for about 1 hour.

Breakfast: Buffet at the hotel. Choices include: hard boiled eggs, breads, pastries, oatmeal, cereals, milk, jam, butter, yogurt, whole fruit, juices, coffee, tea & water.

Morning: Accompanied by resident experts, we’ll set out in vans to explore the island of Martha’s Vineyard. Take in the historic "up-Island" farming communities of West Tisbury, Aquinnah, and Chilmark, notable for centuries old stone walls, views to the Atlantic shoreline, grazing livestock, rolling hills and historic homesteads. We will make a stop at the beautiful multi-colored clay cliffs in Aquinnah as well. The "down-Island" towns we will pass through include Edgartown, Oak Bluffs, and Vineyard Haven (also called Tisbury). In Edgartown, we'll have the opportunity to visit the Martha's Vineyard History Museum.

Lunch: At a local restaurant, plated and served with coffee, tea, and water.

Afternoon: Vineyard Haven is a historic shipping port. While walking through town with a local expert, we’ll learn about its inhabitants, unique history, resiliency and transition over the centuries to the charming small town of today. Free time. Take this opportunity for personal independent exploration to see and do what interests you most. You may stroll through the old wharf, shipyard, historic district, art galleries, and quiet lanes. The Group Leader will be happy to offer suggestions.

Dinner: This meal has been excluded from the program cost and is on your own to enjoy what you like. The Group Leader will be happy to offer suggestions and give directions.

Evening: At leisure.

Day 4
Chappaquiddick Island, African & Native American History
Oak Bluffs, Martha's Vineyard B Dockside Inn
Activity note: Walking up to 2 miles, standing up to an hour; getting on/off Chappy Ferry; riding in open “safari” type vehicles for 1.5 hours. Bring water bottle, hat, sunscreen. Field trips operate rain or shine except during thunderstorms and extreme wind conditions.

Breakfast: Hotel buffet.

Morning: We’ll transfer via taxi vans from Oak Bluffs to Edgartown and take the Chappaquiddick Ferry across the 527 feet of water over to an island that is technically a peninsula. There, we’ll hop aboard “safari” trucks for an exploration of the Cape Poge Wildlife Refuge, with its beautiful views of ocean, sound, and harbor. We’ll learn the history of the Cape Poge lighthouse, originally built in 1801, the second on the Vineyard, and stroll through the Japanese style Mytoi garden that surrounds a verdant inland freshwater pond. Returning to Edgartown via the Chappy Ferry, the remainder of the early afternoon is free for independent exploration.

Lunch: On your own to enjoy what you like.

Afternoon: We’ll regroup at a designated meeting spot and board vans for an expert-led informational exploration to learn about African American and Native American history of the area.

Dinner: On your own to enjoy what you like in Oak Bluffs.

Evening: At leisure.

Day 5
Historic Cape Cod, Sandwich, Glass Museum, Dexter Grist Mill
Hyannis, MA B,L,D Hyannis Harbor Hotel
Activity note: Total walking distance for the day is up to 2 miles; participants are responsible for their own luggage during ferry transfer; 45 minute ferry crossing; total drive distance is 40 miles.

Breakfast: Hotel buffet.

Morning: We will transfer via ferry from Oak Bluffs back to Woods Hole on the mainland. Enjoy a scenic drive on the Cape from Woods Hole to our final destination of Hyannis, MA. Although just one of seven villages in the town of Barnstable, Hyannis is the hub of commercialization on Cape Cod and referred to by some as the "Capital of the Cape". En route we will stop to experience several gems of Upper and Mid Cape Cod.

Lunch: At a local seafood shack with many options available.

Afternoon: Settled in 1637 and incorporated as a town just two years later, Sandwich boasts its status as the oldest town on Cape Cod. We will visit the Sandwich Glass Museum for a glass blowing demonstration and see how the museum has promoted a broad understanding and appreciation of Sandwich town history, with particular emphasis on the unique contribution of the glass industry to the local community. We'll take a short walk to visit the Dexter Grist Mill and explore the grounds around Shawme Pond with commentary from a local expert. Thomas Dexter built the first grist mill on this site in 1654 so that the inhabitants of the village of Sandwich would not have to grind their own corn for cornmeal, their staple food.

Dinner: A short walk from the hotel in Hyannis, we will enjoy a plated meal with coffee, tea, water; other beverages available for purchase.

Evening: At leisure.

Day 6
Exploring Nantucket, Whaling Museum
Hyannis, MA B,L Hyannis Harbor Hotel
Activity note: The Ferry to Nantucket is located a few walkable blocks from the hotel. Activities on the island require walking up to 2 miles (about 1.5 hours).

Breakfast: Buffet at the Bluewater Grill Hotel Restaurant at the hotel.

Morning: We will walk to the nearby dock and board the ferry to Nantucket. Upon disembarking, we'll meet a local expert from the Nantucket Historical Association for a narrated walk through the town center. See the architecture and hear the stories of the houses and the families that lived in them to illustrate the island’s history.

Lunch: At a local restaurant, plated and served, includes coffee, tea, water.

Afternoon: Explore the Nantucket Whaling Museum on your own. Housed in a restored 1847 candle factory, highlights include a 46-foot sperm whale skeleton that floats suspended from the ceiling, and a rooftop observation deck offering views of Nantucket harbor. Freetime. With the information we learned on the morning walk and at the Museum, choose which locales you would like to further explore. You may want to take some time on your own to go “laning” (walking the lanes of the historic district of Nantucket) before our ferry transfer back to Hyannis.

Dinner: On your own to explore local fare. Hyannis, like the rest of New England, is known for delicious seafood and clam "chowdah", as well as other dining options that cater to most preferences.

Evening: At leisure. Take this opportunity to walk along Main Street Hyannis, visit the local brewery, or listen to the waves down at the beach.

Day 7
Lower Cape Cod, Salt Pond Visitor Center, Provincetown
Hyannis, MA B,L,D Hyannis Harbor Hotel
Activity note: Full day of motorcoach exploration with frequent stops; one way distance 50 miles— 75-90 minutes drive time; 4-wheel driving on soft but bumpy sand dunes.

Breakfast: Hotel buffet.

Morning: At the hotel, we will hear from a local expert about the history of Cape Cod. Continue to learn on a full day exploration of Cape Cod from Hyannis all the way to the tip of the cape in Provincetown. Take in the changing landscape through small towns, historic lighthouses and coastal harbors. Along the way, we will stop and explore the Salt Pond Visitor Center, which is part of the Cape Cod National Seashore. Independently, you may walk the nature trails while learning about the different wildlife and conservation efforts along the National Seashore.

Lunch: At a local seafood restaurant, plus coffee, tea, water.

Afternoon: We will visit the Highland Lighthouse, Cape Cod's first lighthouse and Highland House Museum, a former hotel built on the Highlands in 1907. Learn about the fascinating people who settled in Truro dating back to early European settlers and the Native Americans who preceded them. If you're feeling ambitious, climb the 69 steps to the top of the Highland Lighthouse. We will go off-roading with local experts through the sand dunes of Cape Cod National Seashore in specially-authorized four-wheel-drive Jeeps. We will begin this adventure in Provincetown or “P-town,” as the locals call it. Sitting on the outermost part of the cape, P-town has some interesting history— Did you know that the Pilgrims, before settling in Plymouth, first landed in Provincetown? Today it has become known for its lively art scene that enhances the culture of the rest of Cape Cod.

Dinner: At a favorite local restaurant that highlights the unique atmosphere of Provincetown. Plated and served with coffee, tea, and water.

Evening: Return to Hyannis and prepare for departure in the morning.

Day 8
Program Concludes, Transfer to Boston
Hyannis, MA B
Activity note: Transfer departs Hyannis Harbor Hotel at 8:30 a.m. to Boston Logan International Airport. Please do not schedule flights before 12:30 p.m. Hotel check-out time is 11:00 a.m.

Breakfast: Hotel buffet. This concludes our program. If you are transferring to another Road Scholar program, detailed instructions are included in your Information Packet for that program. We hope you enjoy Road Scholar learning adventures and look forward to having you on rewarding programs in the future. Don’t forget to join our Facebook page and follow us on Instagram. Best wishes for all your journeys!

Itinerary: New England's Fall Foliage 2023 Classic Group

Day 1: Welcome to Boston

Affectionately known as Beantown, this revolutionary city is one of the oldest in the United States. On arrival at Boston Logan International Airport, a transfer will take you to your centrally located hotel, which is situated next to Boston Common, the city's largest park. After settling in, perhaps take a stroll to Downtown Crossing or historic Faneuil Hall. For those looking to shop, Quincy Market offers big brands and local products, set indoors and surrounding the columns of a regal 19th century building. At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel.

Day 2: Beantown to Saratoga Springs

Today you’ll discover some of Boston’s most famous sights as you delve into 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 Beacon Hill, Newbury Street, Faneuil Hall Marketplace and the Old South Meeting House. This afternoon, explore Stockbridge with an Insight Choice. Choose to visit the Norman Rockwell Museum, home to the largest and most significant collection of original Rockwell art. Alternatively, choose to take a guided tour of Chesterwood, the former summer home and studio of renowned 20th century sculptor Daniel Chester French. Travel on through the rolling hills of the Berkshires to your boutique hotel. Tucked away in the heart of Williamstown, this beautiful property is a prime example of timeless elegance.

Day 3: The Legends of the Fall and Stowe

Say goodbye to Massachusetts and journey through the bronze fall foliage of Vermont. Visit the Vermont Country Store for a unique shopping experience - you'll step back into history with their nostalgic assortment of products. Explore the Rockefellers' renowned Billings Farm and Museum, a captivating working dairy and farm life museum, followed by a stop in the quintessential Vermont village of Woodstock with its picturesque, covered bridge. End your day in the northern Vermont town of Stowe, home to the breathtaking alpine setting that attracted the real Von Trapp family of "The Sound of Music." Enjoy Austrian-style lagers during your Highlight Dinner at Bierhall Restaurant, followed by a tour of the on-site microbrewery.

Day 4: A Taste of Vermont Relaxed Start

Enjoy Vermont’s beautiful scenery ablaze with fall’s golden red colours. Experience a guided tour of the Ben and Jerry's Factory and get behind the scenes of their iconic flavours. Return to the enchanting town of Stowe where the rest of the day is yours. From wandering its quaint streets to hiking in the woods or relaxing back at your lodge, make the most of your last evening at this mountain resort.

Day 5: North Conway and the White Mountains

Move on to Vermont’s pretty capital, Montpelier. You'll travel to Morse Farm Maple Sugarworks, where maple syrup is "tapped" from the trees. Taste a Vermont tradition, the unusually named ‘sugar on snow’, which is maple syrup drizzled over packed snow. This tasty treat is traditionally served with a doughnut and pickle. Journey to New Hampshire’s White Mountains and enter striking Franconia Notch. Take a scenic ride on the Gondola SkyRide at Loon Mountain Resort. On a clear day, you'll have superb panoramic views of New Hampshire, Maine, Vermont, New York and Canada. Later, journey through the dazzling crimson and orange hues of the famed Kancamagus Scenic Byway to North Conway. This spectacular section of Route 112 is unspoiled by industry and boasts 34.5 miles of untouched natural beauty.

Day 6: Sightseeing in the White Mountains Relaxed Start

In the morning, join a MAKE TRAVEL MATTER® Experience as you enjoy an insightful talk by a naturalist on the North Woods' wildlife and ecology. Expert Chris Lewey is the Executive Director and Founder of Raven Interpretive Programs. He holds a Master's Degree in Environmental Studies and will be on hand to answer any questions you might have. Then, more spectacular fall foliage awaits as you journey through Crawford Notch, an arresting pass through the White Mountains. Stop for pictures at the Silver Cascade Waterfall and Bretton Woods, which offers stunning views of Mount Washington, the tallest peak in the northeast at 6,288 feet (1,917 metres). Your Travel Director will guide you on a scenic hike to Diana's Baths, which features a series of small cascading waterfalls. Return to your hotel where you can enjoy an evening at leisure.

Day 7: The Rugged Maine Coast Relaxed Start

Cross from New Hampshire into Maine this morning as you visit the jagged coastline and Portland Head Light on the spectacular shores of Fort Williams Park. This popular landmark is one of the most visited lighthouses in the country and is the oldest lighthouse in the state. Explore the historic town of Cape Elizabeth, then spend the rest of your afternoon at leisure. In the evening, enjoy a delicious Celebration Dinner featuring Maine lobster with your fellow travellers.

Day 8: Back to Boston

Known for its sandy beaches, Kennebunkport is a year-round coastal destination that houses the rich and famous, even serving as the summer retreat of former President George H.W. Bush. Travel along Ocean Drive with more stunning views of the Maine coastline, before driving back to Boston. Guests departing Boston will arrive at Boston Logan International Airport at 12:30. Those extending their stay will return to the Hyatt Regency Boston hotel.

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Hilaire Belloc
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