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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 (Small Groups, 8 Days, Boston Airport And Post Trip Hotel Transfer)

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 - 24
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Boston

    Meals
    Dinner (Welcome Dinner with Wine)
    Accommodation
    Hotel (Hyatt Regency, Boston)

    Included Activities

    • Welcome Dinner with Wine at hotel
    Landmarks
    Boston Common
    Faneuil Hall
    Newbury Street
    Charles River Esplanade
    Itinerary Image 1Itinerary Image 2
  2. Day 2

    Boston

    Meals
    Breakfast
    Accommodation
    Hotel (Hyatt Regency, Boston)

    Included Activities

    • Guided tour following the Freedom Trail
    • View Bunker Hill Monument
    • Visit Boston Common
    • Visit Boston Public Garden
    • View Trinity Church
    • Visit Copley Square

    Optional Activities

    • Visit John F. Kennedy Presidential Library and Museum
    • Tour Museum of Fine Arts (home to over 500,000 works of art)
    Landmarks
    Bunker Hill Monument
    Boston Common
    Boston Public Garden
    Trinity Church
    Copley Square
    John F. Kennedy Presidential Library and Museum
    Museum of Fine Arts
  3. Day 3

    Sandwich

    Meals
    Breakfast, Dinner (Local favourites at hotel)
    Accommodation
    Hotel (Dan'l Webster Inn and Spa, Sandwich)

    Included Activities

    • Visit Pilgrim Hall Museum
    • MAKE TRAVEL MATTER® Experience at Plimoth Patuxet Museum with guided journey to Wampanoag homesite and English settlement village
    • Visit Sandwich Glass Museum and watch glassblowers in action
    • Dinner at hotel featuring local favourites
    Landmarks
    Pilgrim Hall Museum
    Plimoth Patuxet Museum
    Sandwich Glass Museum
  4. Day 4

    Cape Cod

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

    Included Activities

    • Visit Salt Pond at Cape Cod's National Seashore
    • Tour Peaked Hill Bars Historic District with Local Experts

    Optional Activities

    • Optional experience on the Sand Dunes of Cape Cod's National Seashore
    Landmarks
    Cape Cod National Seashore
    Peaked Hill Bars Historic District
    Pilgrim Lake
  5. Day 5

    Cape Cod to Martha's Vineyard

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

    Included Activities

    • Ferry to Martha's Vineyard
    • Visit Oak Bluffs neighborhood with rainbow-colored gingerbread cottages
    • Visit oldest operating platform carousel in America
    • Dinner with season's freshest local offerings
    Landmarks
    Oak Bluffs
    Itinerary Image 1
  6. Day 6

    Martha's Vineyard to Nantucket to Boston

    Meals
    Breakfast
    Accommodation
    Hotel (Viking, Newport)

    Included Activities

    • High-speed catamaran to Nantucket
    • Guided walking tour of Nantucket historic downtown
    • High-speed catamaran return to mainland
    Landmarks
    Nantucket
  7. Day 7

    Newport

    Meals
    Breakfast, Dinner (Seafood dinner with wine at La Forge Casino Restaurant)
    Accommodation
    Hotel (Viking, Newport)

    Included Activities

    • Visit The Breakers mansion
    • Sail around Newport Harbor aboard Rum Runner II
    • Celebration Dinner with wine at La Forge Casino Restaurant
    Landmarks
    The Breakers
    Newport Harbor
    La Forge Casino Restaurant
    Itinerary Image 1
  8. Day 8

    Newport to Boston

    Meals
    Breakfast
    Landmarks
    Boston Logan International Airport

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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
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 (Small Groups, 8 Days, Boston Airport And Post Trip Hotel Transfer) 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
Nov
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
    with Classic Version
    View this tour
  • 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
    with Classic Version
    View this tour
  • -10%
    From Friday
    4 Sep, 2026
    To Friday
    11 Sep, 2026
    English
    Filling Fast
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $5,125
    US $4,613 per person
    with Classic Version
    View this tour
  • From Friday
    11 Sep, 2026
    To Friday
    18 Sep, 2026
    English
    Filling Fast
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $5,195 per person
    with Classic Version
    View this tour
  • 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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Download this tour’s PDF brochure and start tour planning offline

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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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  • A

    Aaron

    Asked on January 17th, 2024

    Are there September 2024 dates available for two people?

    Price / Availability
    • Insight VacationsOperatorWritten January 2024

      If you prefer a small group, the available date is on 04-Oct-2024 to 11-Oct-2024. Perhaps if you are looking for the month of September, our classic group is available on 06-Sep-2024, 13-Sep-2024, 20-Sep-2024, and 27-Sep-2024.

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.

No departure dates available

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Good to Know

Tour ID: 249382

  • 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 4th, 2026 a full payment is necessary. For tours departing after August 4th, 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.

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