5 days in Windsor & Pelee Island Itinerary

5 days in Windsor & Pelee Island Itinerary

Created using Inspirock Ontario trip itinerary planner

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Make it your trip
Ferry to Billy Bishop Toronto City, Fly to Windsor
1
Windsor
— 1 night
Drive
2
Pelee Island
— 1 night
Drive
3
Windsor
— 2 nights
Fly to Billy Bishop Toronto City, Ferry to Toronto

S M T W T F S
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23
24
25
26
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28

Windsor

— 1 night
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
On the 22nd (Sun), do a tasting at Aleksander Estate Winery, walk around Seacliff Park, then explore the wealth of natural beauty at Point Pelee National Park, and finally identify plant and animal life at Hillman Marsh Conservation Area. Here are some ideas for day two: take in nature's colorful creations at Coventry Gardens, do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant, then learn about winemaking at Oxley Estate Winery, then do a tasting at Viewpointe Estate Winery, and finally learn about winemaking at North 42 Degrees Estate Winery & Bistro 42.

To find ratings, traveler tips, and more tourist information, you can read our Windsor 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 August, plan for daily highs up to 31°C, and evening lows to 19°C. Finish your sightseeing early on the 23rd (Mon) so you can drive to Pelee Island.

Things to do in Windsor

Wineries · Parks · Nature · Winter Sports

Side Trips

Find places to stay Aug 22 — 23:

Pelee Island

— 1 night
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.
Kick off your visit on the 24th (Tue): tour the pleasant surroundings at Fish Point Nature Reserve, learn about winemaking at Pelee Island Pavilion, then stroll through Lighthouse Point Provincial Nature Reserve, and finally tour the pleasant surroundings at Stone Road Alvar Nature Reserve.

To see more things to do, traveler tips, ratings, and other tourist information, read our Pelee Island trip planner.

Getting from Windsor to Pelee Island by car takes about 2.5 hours. When traveling from Windsor in August, plan for little chillier days in Pelee Island, with highs around 28°C, while nights are somewhat warmer with lows around 23°C. Finish your sightseeing early on the 24th (Tue) so you can drive to Windsor.

Things to do in Pelee Island

Wildlife · Parks · Nature · Wineries
Find places to stay Aug 23 — 24:

Windsor

— 2 nights
Start off your visit on the 25th (Wed): make a trip to Windsor Riverfront, stroll around Jackson Park, savor the flavors at Food & Drink, then appreciate the extensive heritage of Olde Walkerville Neighborhood, and finally admire the natural beauty at Dieppe Gardens. Get ready for a full day of sightseeing on the next day: gain insight at Ojibway Nature Centre, steep yourself in history at Fort Malden National Historic Site, make a trip to Amherstburg Navy Yard National Historic Site, then examine the collection at Amherstburg Freedom Museum, and finally walk around Assumption Park.

To see photos, traveler tips, and tourist information, you can read our Windsor day trip tool.

Drive from Pelee Island to Windsor in 2.5 hours. Traveling from Pelee Island in August, you can expect nighttime temperatures to be little chillier in Windsor, with lows of 19°C. Cap off your sightseeing on the 26th (Thu) early enough to travel back home.

Things to do in Windsor

Historic Sites · Breweries & Distilleries · Tours · Parks

Side Trip

Find places to stay Aug 24 — 26: