Discover Kingston’s stunning natural landscapes, active waterfront adventures, and charming lakeside experiences at the gateway to the 1000 Islands. Perfect for groups and FIT travellers, this itinerary balances guided tours, self-guided exploration, and seasonal activities.
Day 1:
Morning
Start your day with a guided cycling tour with Ahoy Rentals around Kingston’s historic waterfront. Groups can book with an experienced local operator to navigate scenic routes along the Waterfront Trail, passing limestone landmarks, historic harbour sites, and quiet green spaces perfect for photos or brief stops. The ride highlights Kingston’s rich maritime history while offering a refreshing introduction to the city’s scenic waterfront.
Late morning
Cycle or drive to Little Cataraqui Creek Conservation Area, a 250-hectare natural reserve featuring trails, wetlands, and wildlife viewing. Guided walks are available for groups, or FIT travellers can explore independently. Along the trails, visitors may spot beavers, herons, and an array of seasonal wildflowers, providing a peaceful retreat in the heart of Kingston.
Afternoon
Enjoy a kayaking or canoe tour from Ahoy Rentals, exploring Kingston’s waterfront.
Optional add-ons:
Visit the Great Lakes Museum, featuring maritime exhibits and the S.S. Keewatin, a restored Edwardian passenger liner. Groups and FIT travellers can explore the ship’s staterooms, dining saloon, and engine room, gaining insight into early-1900s Great Lakes travel.
Visit the PumpHouse, located on Kingston’s waterfront, celebrates the city’s maritime and industrial heritage with interactive exhibits, historic machinery, and hands-on displays that highlight Kingston’s role in shipping, engineering, and local waterways.
Neptune and Salacia offer certified scuba diving or snorkel experiences on Lake Ontario for adventurous groups or FIT travellers.
Evening optional
For a scenic end to the day, book an evening cruise on the Island Belle. Enjoy live local music, stunning sunset views, and a relaxed way to see Kingston’s skyline from the water. This is ideal for groups celebrating a special occasion or FIT travellers looking to capture memorable photography opportunities.
Day 2:
Morning
Visit the Memorial Centre Farmers’ Market (open Sundays year-round) to meet local producers, sample freshly made food, and shop artisanal items. FIT travellers can explore at their own pace, enjoying interactive conversations with vendors and discovering unique products all from within 100-km of the market.
Lunch
Cruise into the 1000 Islands aboard the Island Queen, a comfortable and scenic vessel offering panoramic views of the archipelago. Guests can enjoy a freshly prepared lunch on board, featuring locally inspired dishes and seasonal ingredients, while taking in the islands, historic waterfront homes, and lush landscapes—perfect for groups or FIT travellers seeking a memorable dining experience on the water.
Evening
Conclude your Kingston adventure by exploring the city’s live music scene, featuring local bands and intimate venues in historic limestone settings. During summer months, the CORK sailing regatta adds a vibrant waterfront experience. Options include Musiikki Café for small groups or larger downtown venues for groups seeking evening entertainment.
Day 3:
Optional day trip to 1000 Islands
For visitors who want to venture further, consider a day trip to the 1000 Islands region, accessible by car. Explore the scenic archipelago, take short walking routes, or enjoy a cruise or take to the sky in a helicopter to soak in the natural beauty of castles, waterfront homes, and lush islands before returning to Kingston.
Trade & group notes
Ideal seasons: Year-round; with kayaking/paddle tours and cycling best spring–fall; Memorial Centre Farmers’ Market Sundays year-round; 1000 Islands cruises and day-trips and CORK sailing events spring–fall.
Group-ready partners: Ahoy Rentals, Great Lakes Museum and S.S. Keewatin, Neptune and Salacia, Little Cataraqui Creek Conservation Park, Kingston 1000 Islands Cruises
FIT-friendly: Waterfront Trail, self-guided walks, Ahoy Rentals, Neptune and Salacia, Great Lakes Museum, Memorial Centre Farmers’ Market
Accessibility: Waterfront paths, museums, and some trails are wheelchair accessible; guided tours and charters are available for group comfort.
Hotels: Courtyard by Marriott, Strata Hotel, Holiday Inn Express Kingston Central, Doubletree by Hilton provide a range of options for groups and FIT travellers, with convenient midtown and highway locations providing easy access to all itinerary stops.
