Ontario

Stay at the incomparable Caesars Windsor

For your getaway, relax in luxurious comfort, enjoy exquisite dining options, and play in style at a world-class casino. Included with your stay, there’ll be vouchers for food and play for each night of your stay, and you'll have the free time to make use of them. What’s not to like? “From exciting gaming to fine dining and spectacular world-class entertainers, Caesars Windsor offers a getaway like none other.”

Rum Runners Tour

To call this a “tour” is a bit misleading.  This is an adventure!  It’s a step back in time to “The Roaring Twenties”; the days of bootleggers and gangsters, speakeasies and blind pigs. Yes, you will get a tour of Windsor, but it will be with a colourful cast of characters telling the stories, pointing out the hideouts of the bootleggers, and seeing the mansions built using rumrunners’ money.  Even the courthouse, the Ambassador Bridge, and the United Methodist Church had a role to play, and their stories will be told during this Rum Runners Tour!  

Guided tour of Pelee Island

Wine tasting

Enjoy a day on beautiful, serene Pelee Island, the southernmost landmass in Canada.  Learn how the features of the island provide prime conditions for growing grapes for wine production and learn about the importance of this region for migrating Monarch butterflies and songbirds. During lunch, sample several varieties of wine and taste how deliciously specific wines pair with food! After lunch, enjoy a leisurely, informative tour of this hidden island gem.

Rum Runners Tour

Now this is fun! With a cast of colourful characters, hear the stories and see the places of interest; the hideouts, secret passageways, and mansions associated with the rumrunners. You’ll even have lunch at a speakeasy where “Fingers” will be tickling the ivories with tunes from “The Roaring Twenties.”

Pelee Island 

Enjoy a day on beautiful, serene Pelee Island.  Learn how the unique features of the island provide suitable conditions for wine production, and taste how deliciously various wines pair with food! After lunch, enjoy a leisurely, informative tour of this hidden island gem.

A Delightful Getaway!

This is your opportunity to be whisked away from the ordinary to a completely different world!  From your stay at Caesars Windsor, with the energy and nightlife of a world-class casino, to the world of rum-running during Prohibition, to tranquil, peaceful Pelee Island.  This is your getaway tour with fun and games and tales and tastings!

• Private coach transportation
• Our unique Connections Program
• 3 nights of accommodation
• 3 breakfasts, 2 lunches, 1 dinner
• Local professional guides and all entry fees for included highlights
• Services of a Professional Tours in Canada Tour Director

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

Included Highlights

• Stay at the incomparable Caesars Windsor
• Rum Runners Tour
• Guided tour of Pelee Island
• Wine tasting

Day 1: Travel to Windsor

Enjoy the comfort of the motorcoach while travelling westward across Southern Ontario to Windsor.  Arrive late in the afternoon with a free evening to do some exploring and have some fun at the casino.

Stay: Caesars Windsor, ON

Nights: 3

Meals: D

Day 2: Windsor Rum Runners Tour, Free Evening at the Casino

After breakfast, step back in time with the Rum Runners Tour. After spending the day in 1920s Windsor, you’ll be back to the hotel later in the afternoon, with free time for dinner and an evening of fun at the casino.

Meals: B, L

Day 3: Pelee Island Tour & Wine Tasting, Free Evening at the Casino

After a hearty breakfast, board the coach to head for the Leamington Ferry Terminal. On Pelee Island, enjoy a guided island tour with lunch and wine tasting. Arrive back at the hotel in the evening.  Perhaps you’ll enjoy dinner with some new friends from the day’s adventures, and enjoy some games in the casino.

Meals: B, L

Day 4: Homeward

Enjoy breakfast at the hotel, then it’s back aboard the coach for the journey homeward. What was your favourite part of the trip: the Rum Runners, the casino, or Pelee Island?  You’ll never look at the Ambassador Bridge the same way again!

Meals: B

Caesars Windsor, ON (3 nights)

Unforgettable evenings await at the Caesars Windsor Hotel & Casino. Inside the hotel, freshly renovated rooms exude timeless elegance and comfort, and the luxurious amenities extend from the hotel to the Casino.  With a variety of restaurants, all under one roof, culinary options abound. Then there is live entertainment at the Colosseum, showcasing well-known world-class entertainers, and of course the casino games. 85 table games plus 2,230 slot machines add up to 100% exhilarating fun! “From exciting gaming to fine dining and spectacular world-class entertainers, Caesars Windsor offers a getaway like none other.”

This 4-day tour follows pickup Route A, and includes our unique Connections Program. The pickup locations are:

• Lindsay
• Peterborough
• Bowmanville
• Whitby
• Markham
• Brampton
• Milton
• Cambridge
• Woodstock
• London

We recommend comfortable rubber-soled shoes for the walking tours.

If you would truly like to indulge, spa services are available at the hotel, and should likely be arranged in advance.

This itinerary includes a ferry ride. Although for most people medication is not required, there may be some who may want to bring along a remedy for motion sickness.  You don’t want to let a little thing like that spoil this amazing experience.

This tour is really based in Windsor, Ontario, so with our Connections Program, we could welcome guests to join us from anywhere in the world! Please contact us to discuss your travel alternatives or airfare and pre-and post-tour accommodation options.