Kingston Thanksgiving

Fall Colours, Rich History, and a Thanksgiving to Remember
Night view of Kingston City Hall, with lights reflecting on the water.

Kingston Waterfront Courtesy Ontario Tourism/Natasha Gerschon

2026 DATES Double Single
October 11 $1,695 $2,195
TOUR DETAILS
Duration 3 Days
Fitness Scale Level 3
Connections Pickup Route C1

Haven't heard of our Connections Program? Find out more here.

Celebrate the beauty of autumn and the warmth of Thanksgiving on a three-day getaway to historic Kingston, Ontario. Travel in comfort through vibrant fall landscapes, explore Canada’s rich military and penal history, and indulge in festive meals and unforgettable seasonal experiences.


Explore all that Kingston has to offer, from a guided ride on the iconic red Kingston Trolley and a visit to the historic SS Keewatin, to a guided tour of the legendary Kingston Penitentiary. Enjoy a hearty Thanksgiving lunch, a scenic 1000 Islands dinner cruise with breathtaking fall colours, live theatre performances at the 1000 Islands Playhouse, and local heritage sites: blending history, culture, and festive celebration into one unforgettable autumn experience.


From scenic views to spine-tingling stories and festive feasts, this tour blends history, atmosphere, and celebration for an unforgettable autumn escape.

  • What's Included
    • Our unique Connections Program
    • Private coach transportation
    • 2 nights accommodation
    • 2 breakfasts, 1 lunch, 2 dinners
    • Local professional guides and all entry fees and passes for the listed highlights
    • Services of a Professional Tour Director

    Prices are in Canadian dollars, are per person, and include HST.


    INCLUDED HIGHLIGHTS

    • Thanksgiving Festivities
    • 1000 Island Playhouse – Come From Away
    • 1000 Island Dinner Cruise 
    • Kingston Trolley Tour
    • SS Keewatin & Great Lakes Museum 
    • Kingston Penitentiary, Guided Tour 

     

  • Why This Tour is Great

    Scenic and Seasonal Beauty

    Travel through Eastern Ontario’s vibrant autumn landscapes and enjoy the fiery reds, golds, and oranges reflected on the 1000 Islands waterways.


    Celebrate the Season in Great Company

    Share the warmth of Thanksgiving with fellow travellers. From group meals to guided tours, this trip offers a wonderful opportunity to connect, laugh, and make memories with others during the holiday season.


    Rich History and Unique Attractions

    From a guided Trolley tour of Canada’s first capital to the historic SS Keewatin and the legendary Kingston Penitentiary, enjoy engaging stories and iconic landmarks.

Red trolley on a leaf-covered road, surrounded by autumn trees with yellow leaves.
Staircase in a brick building, with two arches leading to an upper level, and an arched doorway on the right.
Aerial view of the Thousand Islands Bridge with green arching span connecting islands in a dark blue river.
  • Day-to-Day Itinerary

    Day 1: Welcome to Kingston

    Relax and enjoy a scenic coach ride through Eastern Ontario, where vibrant fall colours paint the landscape.  Enjoy a performance of Come From Away at the 1000 Islands Playhouse, followed by an included welcome dinner. Afterward, check in to your comfortable room at the waterfront Kingston Marriott and unwind for the night.

    Stay: Kingston Marriott, Kingston, ON (2 nights)

    Meals: D 


    Day 2: Happy Thanksgiving, Trolley Tour,S.S. Keewatin, 1000 Island Dinner Cruise

    Enjoy a relaxed start to your day before hopping aboard the iconic Kingston Trolley for a guided city tour. Discover the charm and history of Canada’s first capital as you pass by major landmarks, scenic waterfronts, art galleries, and museums, from the comfort of your red trolley. Afterward, return to the hotel for a festive Thanksgiving lunch, complete with seasonal fun and cheerful company. In the afternoon, take a short walk to the waterfront to board the historic SS Keewatin, a beautifully preserved Edwardian-era passenger ship built in 1907. Explore its elegant staterooms, grand dining areas, and original woodwork during a guided tour and museum visit, discovering the fascinating history of this iconic Great Lakes liner. As evening falls, take a short walk to the waterfront and board a comfortable ship for a scenic Thanksgiving dinner cruise through the 1000 Islands. Indulge in a delicious holiday meal while admiring the breathtaking autumn colours reflected on the tranquil waters, a truly memorable way to celebrate the season.

    Meals: B, L, D


    Day 3:  Kingston Penitentiary Tour & Home

    After breakfast, cap off your Kingston adventure with a guided tour of the legendary Kingston Penitentiary, one of Canada’s oldest and most infamous prisons. Step behind the towering limestone walls and explore the stark cells, work areas, and stories etched into this National Historic Site. From dramatic escapes to tense uprisings, you’ll hear gripping accounts of the men who once called this prison home. Then, board the coach and begin the journey home, carrying with you lasting memories of brilliant fall colours, historic landmarks, and unique Canadian experiences

    Meals: B

  • Important Info for this Tour

    This motorcoach tour follows pickup route C1, and includes our unique Connections Program. The pickup locations are:


    • Brampton 
    • Whitby
    • Bowmanville 
    • Lindsay 
    • Peterborough 
    • Port Hope 
    • Cobourg 
    • Trenton 
    • Belleville
    • Napanee 

    While this tour is based in Kingston, Ontario, our Connections Program allows us to welcome guests to join from anywhere in the world! Please contact us to discuss your travel alternatives, airfare and pre-and post-tour accommodation options.


    The walk from the coach to the Thanksgiving dinner cruise is an easy 5-minute stroll, covering approximately 350 metres.


    Due to the age and ship configurations, the S.S. Keewatin is not an accessible ship. Alternatively, there is a virtual tour available

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Phone: 1-800-668-6859
Email: info@denuretours.com