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2026

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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 (10 destinations)

16 days
From Boston to Montreal
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
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)

    Included Activities

    • Welcome Dinner with wine
    Landmarks
    Boston Common
    Faneuil Hall
    Newbury Street
    South End
    Back Bay
    Charles River Esplanade
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  2. Day 2

    Boston

    Meals
    Breakfast

    Included Activities

    • Guided walking tour along Freedom Trail with Travel Director
    • View Boston Common
    • View Old Corner Bookstore
    • View Bunker Hill Monument
    • Explore Back Bay neighborhood
    • Explore North End neighborhood
    Landmarks
    Freedom Trail
    Boston Common
    Old Corner Bookstore
    Bunker Hill Monument
    Charlestown
    Back Bay
    North End
    Itinerary Image 1Itinerary Image 2
  3. Day 3

    Boston to Newport

    Meals
    Breakfast, Dinner (Dinner with wine at 22 Bowens Wine Bar and Grill)

    Included Activities

    • Visit the Breakers mansion
    • Sailing cruise aboard Adirondack II schooner
    • Dinner with wine at 22 Bowens Wine Bar and Grill
    Landmarks
    The Breakers
    Newport Harbor
  4. Day 4

    Newport to Sandwich

    Meals
    Breakfast

    Included Activities

    • Guided tour of New Bedford Whaling Museum with Local Expert
    • Visit Heritage Museums and Gardens
    • Visit Sandwich Glass Museum
    Landmarks
    New Bedford Whaling Museum
    Heritage Museums and Gardens
    Sandwich Glass Museum
    Itinerary Image 1Itinerary Image 2
  5. Day 5

    Sandwich to Martha's Vineyard

    Meals
    Breakfast, Dinner (Dinner with wine)

    Included Activities

    • Ferry to Martha's Vineyard
    • Visit Oak Bluffs
    • See oldest operating platform carousel in America
    • Island tour with driver guide
    Landmarks
    Martha's Vineyard
    Oak Bluffs
  6. Day 6

    Martha's Vineyard to Nantucket

    Meals
    Breakfast

    Included Activities

    • High-speed catamaran to Nantucket
    • Explore Nantucket cobblestone streets and architecture
    Landmarks
    Nantucket Island
  7. Day 7

    Cape Cod

    Meals
    Breakfast, Dinner (Seafood Celebration Dinner with wine)

    Included Activities

    • Tour Cape Cod National Seashore
    • Visit Provincetown
    • Seafood Celebration Dinner with wine
    Landmarks
    Cape Cod National Seashore
    Provincetown
  8. Day 8

    Boston Departure

    Meals
    Breakfast

    Included Activities

    • Meet local cranberry bog farmer and learn about cranberry history
    • Taste cranberries at working cranberry bog
  9. Day 9

    Cruise Departure

    Meals
    Breakfast, Dinner
  10. Day 10

    Bar Harbor

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Acadia National Park
    Landmarks
    Acadia National Park
    Mount Desert Island
  11. Day 11

    Halifax

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Halifax Citadel ramparts
    Landmarks
    Halifax Citadel
  12. Day 12

    Sydney

    Meals
    Breakfast, Lunch, Dinner
    Landmarks
    Highlands of Nova Scotia
  13. Day 13

    Charlottetown

    Meals
    Breakfast, Lunch, Dinner
    Landmarks
    Charlottetown
  14. Day 14

    Gulf of Saint Lawrence

    Meals
    Breakfast, Lunch, Dinner
    Landmarks
    Gulf of Saint Lawrence
    Prince Edward Island
    Magdalen Islands
  15. Day 15

    Quebec City

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Take funicular to Lower Town
    • Visit Notre Dame des Victoires
    • Explore Petit Champlain district
    Landmarks
    Notre Dame des Victoires
    Petit Champlain District
    Quebec City Lower Town
  16. Day 16

    Montreal

    Meals
    Breakfast
    Landmarks
    Montreal

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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 (10 destinations) 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
    8 Days, 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
    8 Days, with Classic Version
    View this tour
  • -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
    8 Days, with Classic Version
    View this tour
  • 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
    8 Days, 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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Good to Know

Tour ID: 161651

  • Currencies
    $
    Canadian Dollar
    Canada
    $
    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 3rd, 2026 a full payment is necessary. For tours departing after August 3rd, 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

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Discover USA

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