29 days in Windsor & Pelee Island Itinerary

29 days in Windsor & Pelee Island Itinerary

Created using Inspirock Ontario trip planner

Make it your trip
Ferry to Billy Bishop Toronto City, Fly to Windsor
1
Windsor
— 23 nights
Drive
2
Pelee Island
— 5 nights
Drive

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Windsor

— 23 nights
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Explore the numerous day-trip ideas around Windsor: Kingsville (Cedar Beach Conservation Area, Canadian Transportation Museum & Heritage Village, &more), Raymont's Berries (in Cottam) and Harrow (Colio Estate Winery, Sprucewood Shores Estate Winery, &more). There's still lots to do: make a trip to Windsor Riverfront, appreciate the extensive heritage of Olde Walkerville Neighborhood, explore the striking landscape of Point Pelee National Park, and admire the natural beauty at Dieppe Gardens.

For traveler tips, other places to visit, and more tourist information, you can read our Windsor road trip website.

Toronto to Windsor is an approximately 3.5-hour combination of ferry and flight. You can also drive; or take a train. In July, daytime highs in Windsor are 32°C, while nighttime lows are 20°C. Finish your sightseeing early on the 7th (Sat) to allow enough time to drive to Pelee Island.

Things to do in Windsor

Outdoors · Parks · Golf · Wineries

Side Trips

Find places to stay Jul 15 — Aug 7:

Pelee Island

— 5 nights
A vacation on Pelee Island allows you to get away from it all as well as to satisfy your appetite for adventure in beautiful natural surroundings.
Pelee Island is known for wineries, parks, and childrens museums. Your trip includes some of its best attractions: tour the pleasant surroundings at Lighthouse Point Provincial Nature Reserve, explore the striking landscape at Stone Road Alvar Nature Reserve, and do a tasting at Pelee Island Pavilion.

To find reviews, other places to visit, maps, and tourist information, you can read our Pelee Island trip planner.

You can drive from Windsor to Pelee Island in 2.5 hours. When traveling from Windsor in August, plan for a bit cooler days in Pelee Island, with highs around 28°C, while nights are somewhat warmer with lows around 23°C. You will leave for home on the 12th (Thu).

Things to do in Pelee Island

Parks · Wildlife · Nature · Wineries
Find places to stay Aug 7 — 12: