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2026

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
$5,125
US $4,613 per person

Treasures of Cape Cod & the Islands (Classic)

8 days
Start and end in Boston
5.0
1 traveler review
From
$5,125
-10%
US $4,613 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

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2026

Jan
Feb
Mar
Apr
May
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2027

Jan
Feb
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Jul
Aug
Sep
Oct
Nov
Dec

2028

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

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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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 (At 18:00, join your Travel Director for a dinner with wine and an opportunity to mingle with fellow guests)
    Accommodation
    Hotel (Hyatt Regency, Boston)

    Optional Activities

    • Leisurely stroll through the charming South End
    • Walk along the picturesque Charles River Esplanade
    Landmarks
    Faneuil Hall
    Newbury Street
    Charles River Esplanade
    South End
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  2. Day 2

    Boston to Plymouth

    Meals
    Breakfast
    Accommodation
    Hotel (Dan'l Webster Inn and Spa, Sandwich)

    Included Activities

    • Guided walk along Boston's Freedom Trail with Travel Director
    • Visit Boston Common, the oldest public park in the United States
    • Visit Granary Burying Ground
    • Visit the Old State House
    • Board the Mayflower II, a full-scale replica of the 1620 ship
    • Guided visit to Pilgrim Hall Museum with a Mayflower descendant, viewing original 17th-century artifacts
    • Walk through recreated homesites at Plimoth Patuxet Museums, including 1600s English village and Wampanoag homesite with traditional skills demonstrations
    Landmarks
    Freedom Trail
    Boston Common
    Granary Burying Ground
    Old State House
    Mayflower II
    Pilgrim Hall Museum
    Plimoth Patuxet Museums
    Itinerary Image 1
  3. Day 3

    Cape Cod

    Meals
    Breakfast
    Accommodation
    Hotel (Dan'l Webster Inn and Spa, Sandwich)

    Included Activities

    • Experience the natural wonder and human history of Cape Cod National Seashore, including cultural themes of the Wampanoag First Peoples, European settlement, fishing, life-saving, lighthouses, and communication technology

    Optional Activities

    • Optional Experience with Art's Dune Tours - off-road exploration through the protected dunes of Cape Cod National Seashore
    • Explore Provincetown at leisure
    Landmarks
    Cape Cod National Seashore
    Provincetown
  4. Day 4

    Hyannis to Nantucket

    Meals
    Breakfast
    Accommodation
    Hotel (Dan'l Webster Inn and Spa, Sandwich)

    Included Activities

    • Walk through historic downtown Nantucket
    • Explore the unique history of Nantucket, including the rise and fall of the whaling industry, the rise of tourism, and the island's economic and social development
    Landmarks
    Nantucket
  5. Day 5

    Martha's Vineyard

    Meals
    Breakfast, Dinner (Indulge in a locally sourced dinner in a private dining space in Bettini Restaurant)
    Accommodation
    Hotel (Harbor View, Martha's Vineyard)

    Included Activities

    • Visit the Gingerbread Cottage Museum in Oak Bluffs with a Local Expert
    • Island orientation passing coastal landmarks including State Beach

    Optional Activities

    • Visit the Flying Horses Carousel, the oldest operating platform carousel in America
    Landmarks
    Gingerbread Cottage Museum
    Flying Horses Carousel
    State Beach
  6. Day 6

    Newport

    Meals
    Breakfast
    Accommodation
    Hotel (Viking, Newport)

    Optional Activities

    • Visit the Newport Car Museum, featuring over 100 vehicles highlighting milestones in design and performance throughout the 19th and 20th centuries
    • Explore Green Animals Topiary Garden at the Brayton House, America's oldest topiary garden with more than 80 sculpted shrubs maintained since 1872
    Landmarks
    Newport Car Museum
    Green Animals Topiary Garden
    Brayton House
  7. Day 7

    Newport

    Meals
    Breakfast, Dinner (Meet your new friends in the evening for a seafood dinner with wine, where you can share the highlights of your trip while savouring a freshly prepared meal)
    Accommodation
    Hotel (Viking, Newport)

    Included Activities

    • Newport's Ten Mile Drive scenic route along the coastline
    • Visit the Breakers, the grandest of Newport's summer cottages
    • Sail aboard the Madeline, a 72-foot schooner, through Newport Harbor and Narragansett Bay
    Landmarks
    Ten Mile Drive
    The Breakers
    Newport Harbor
    Narragansett Bay
    International Tennis Hall of Fame
  8. Day 8

    Boston

    Meals
    Breakfast
    Landmarks
    Logan International Airport

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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

Where You'll Stay

All accommodations are subject to change
Gold Operator
Rating
4.5(777 reviews)
Response time
12 hours
Response rate
68%
Cancellation policy

Traveler Moments

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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  • Treasures of Cape Cod & the Islands (Classic) 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

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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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
Hurry, deals only available for a limited time!
Ends on 13 May, 2026
  • 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

The content in our FAQ section is subject to change.
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  • D

    Deborah

    Asked on May 1st, 2024

    Are all these activities included in the tour price already or do they need to be purchased seperately? If they are included, then are there any optional additional cost activities on this trip that are not listed? My second question is about hotel lodgings- It seemed like the rooms will have twin beds?? or did "Twin" refer to 2 people in a room? My last question is about airport to hotel shuttle or service- Our plane arrives very early morning on Friday 6/21--- (5 am) at Logan Airport. Will the tour cover a transportation to the hotel from the airport at that time? Will we be able to check in that early or will we have to just store our luggage with the hotel until the afternoon?

    Accommodation
    Tour Details
    Transport
    • Insight VacationsOperatorWritten May 2024

      All of the items you see from the day-by-day itinerary and additional services are included on the trip. Other activities that require additional cost are called optional experiences. The majority of optional experiences will be offered to you by your Travel Director at the beginning of your trip. Regarding the rooming, twin rooms mean two people who will be traveling together will be roomed together; the default bed will be two single beds. For this tour, arrival complimentary transfer from hotel to airport is not provided, but we do offer chargeable transfer at a reasonable price. We will have to follow the hotel standard check-in time which is approximately 3:00 pm. If you will be arriving that early and if you want a guaranteed early check in, we personally suggest booking your extra-accommodation at the start hotel.

  • J

    Jackie

    Asked on March 25th, 2024

    want a single room. What would total cost be. 8 day cape cod tour.

    Price / Availability
    Single supplement
    Tour Details
    • Insight VacationsOperatorWritten March 2024

      single room is for only one person. twin room is for two persons only that cost $4,900.00 per person.

  • W

    William

    Asked on January 10th, 2024

    Where in Boston would this tour originate? And where would it end. What is the total price of the trip. How many meals are provided and where are the hotels for each evening.

    Meals
    Price / Availability
    Tour Details
    • Insight VacationsOperatorWritten January 2024

      Regarding your concerns, first, the start and end locations as well as the hotels are not yet available because they're being finalized. Second, a twin room costs $4,750.00 per person, a single room costs $6,033.00 per person, and a triple room costs $4,379.00 per person. Third, available meals are 7 breakfasts and 4 dinners.

  • A

    Ahmed

    Asked on May 15th, 2022

    Would it be possible to travel with you with these circumstances

    Travel Support
    • Insight VacationsOperatorWritten May 2022

      Our company policy only requires the initial dose of the vaccine. There are not any restrictions for travel within the United States and would not bar entry to any state if not boosted.

Can’t find the answer to your question?
Reach out to the experts at Insight Vacations with your enquiry, they usually respond within 12 hours.
From
$5,125
-10%
US $4,613 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

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
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Save and compare this adventure

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Good to Know

Tour ID: 199064

  • 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 9th, 2026 a full payment is necessary. For tours departing after August 9th, 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.

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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