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2026

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2027

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2028

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Boston Cape Cod and the Islands (Classic, Preview 2022, 8 Days)

8 days
Start and end in Boston
5.0
1 traveler review

No departure dates available

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Plan your adventure:
Explorer
Curated to ignite your sense of adventure
Fully Guided
An experienced guide will be with you for the entire tour
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 20 - 40
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Boston

    Meals
    Dinner (Welcome Dinner with wine and opportunity to mingle with fellow guests at 18:00)

    Included Activities

    • Welcome Dinner with wine at hotel

    Optional Activities

    • Walk to South End
    • Explore Back Bay
    • Visit Charles River Esplanade
    • Shop on Newbury Street
    Landmarks
    Boston Common
    Faneuil Hall
    Newbury Street
    Itinerary Image 1Itinerary Image 2
  2. Day 2

    Boston

    Meals
    Breakfast

    Included Activities

    • Guided Freedom Trail walking tour
    • Visit Boston Common
    • See Old Corner Bookstore
    • Visit Bunker Hill Monument
    • Explore Back Bay neighborhood
    • Explore North End (Little Italy)

    Optional Activities

    • Shop in local boutiques
    • Visit art galleries
    • Dine at neighborhood restaurants and cafes
    • Sample neighborhood canolis
    • Enjoy espresso at local cafes
    Landmarks
    Freedom Trail
    Boston Common
    Old Corner Bookstore
    Bunker Hill Monument
  3. Day 3

    Boston to Sandwich, Cape Cod

    Meals
    Breakfast, Dinner (Dinner with wine at inn)

    Included Activities

    • Visit Pilgrim Hall Museum
    • Meet direct descendant of Mayflower party
    • Visit Plimoth Plantation
    • Visit Sandwich Glass Museum
    • Explore Sandwich village
    • Dinner with wine at inn
    Landmarks
    Pilgrim Hall Museum
    Plimoth Plantation
    Sandwich Glass Museum
  4. Day 4

    Cape Cod

    Meals
    Breakfast

    Included Activities

    • Guided tour of Cape Cod National Seashore with park ranger
    • Tour Cape Cod National Seashore pristine sandy stretches and blue water

    Optional Activities

    • Tour Peaked Hill Bars Historic District Sand Dunes with Local Expert commentary
    • Whale watch with expert naturalist guides
    Landmarks
    Cape Cod National Seashore
    Salt Pond
    Peaked Hill Bars Historic District
    Pilgrim Lake
  5. Day 5

    Cape Cod to Martha's Vineyard

    Meals
    Breakfast, Dinner (Sea-to-Table Highlight Dinner at Bettini Restaurant with wine featuring season's freshest offerings from local farms, fishing boats, foragers and markets)

    Included Activities

    • Ferry ride to Martha's Vineyard
    • Visit Oak Bluffs with gingerbread cottages
    • Ride oldest operating platform carousel in America
    • Island tour with driver guide
    • Sea-to-Table Highlight Dinner at Bettini Restaurant with wine
    Landmarks
    Martha's Vineyard
    Oak Bluffs
  6. Day 6

    Martha's Vineyard to Nantucket to Mainland

    Meals
    Breakfast

    Included Activities

    • High-speed catamaran ferry to Nantucket
    • Explore Nantucket cobblestone streets
    • View historic whaling-era architecture
    • High-speed catamaran ferry back to mainland

    Optional Activities

    • Shop at high-end boutiques in Nantucket
    • Explore Nantucket island
    Landmarks
    Nantucket
    Itinerary Image 1
  7. Day 7

    Newport

    Meals
    Breakfast, Dinner (Celebration Dinner with wine at La Forge Casino restaurant featuring local fare, fresh seafood and New England favourites)

    Included Activities

    • Visit the Breakers mansion
    • Sail aboard Adirondack II schooner around Newport coastline
    • Learn about Newport sailing history and America's Cup
    • See historic islands and homes of the rich and famous
    • Celebration Dinner with wine at La Forge Casino restaurant
    Landmarks
    The Breakers
    Ocean Drive
  8. Day 8

    Newport to Boston

    Meals
    Breakfast

    Optional Activities

    • Extend stay at Hyatt Regency Boston

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Download this tour’s PDF brochure and start tour planning offline

What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services
Gold Operator
Rating
4.5(777 reviews)
Response time
within 1 day
Response rate
72%
Cancellation policy

Traveler Reviews

5.0
Overall rating based on 1 Reviews
  • Itinerary
    4.0
  • Transport
    5.0
  • Guide
    5.0
  • Accommodation
    4.0
  • Food
    5.0
  • 4.5

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  • Boston Cape Cod and the Islands (Classic, Preview 2022, 8 Days) reviewer 1
    September 29th, 2021
    Cons: 1. Daniel Webster Inn was over-rated. Would not stay there again. 2. Visit to the Plimouth Plantation was a...
    Show more
    Traveled in September 2021

Dates & Availability

Select departure month and travellers

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
  • From Friday
    15 May, 2026
    To Friday
    22 May, 2026
    English
    Almost Sold Out
    Check the availability with the operator
    Departure on request
    From:
    US $4,925 per person
    Multiple Room Types
  • From Friday
    12 Jun, 2026
    To Friday
    19 Jun, 2026
    English
    Almost Sold Out
    Check the availability with the operator
    Departure on request
    From:
    US $5,225 per person
    Multiple Room Types
  • Instant Confirmation
    -10%
    From Friday
    4 Sep, 2026
    To Friday
    11 Sep, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $5,125
    US $4,613 per person
    Multiple Room Types
  • Instant Confirmation
    From Friday
    11 Sep, 2026
    To Friday
    18 Sep, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $5,195 per person
    Multiple Room Types
  • From Friday
    25 Sep, 2026
    To Friday
    2 Oct, 2026
    This departure date is not available or sold out
    Sold out
    From:
    US $5,075 per person

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What our customers ask about this tour

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  • F

    Frank

    Asked on February 17th, 2022

    Is this tour available?

    Price / Availability
    • Insight VacationsOperatorWritten February 2022

      The earliest date we have available is September 9th.

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Good to Know

Tour ID: 202639

  • Currency
    $
    US Dollar
    USA
  • Plugs & Adapters

  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before August 2nd, 2026 a full payment is necessary. For tours departing after August 2nd, 2026, a minimum payment of $200 is required to confirm your booking with Insight Vacations. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 95 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Insight Vacations will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Insight Vacations" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

Videos

  • 2021 Europe & Beyond
  • Get Back to What You Love
  • Your Well-Being is Our Top Priority
2021 Europe & Beyond

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec