• Our unique Connections Program
• Private coach transportation
• 3 nights accommodation
• 3 breakfasts, 2 lunches, 1 dinner
• 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

• Stay at the incomparable Caesars Windsor
• Rum Runners Tour
• Guided tour of Pelee Island
• Wine tasting
• Free evenings to enjoy the casino

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!

Day 1: Travel to Windsor

Relax aboard the comfortable motorcoach as you journey westward across Southern Ontario to Windsor. Your home for the next few days is Caesars Windsor Hotel & Casino, where freshly renovated rooms offer timeless elegance and comfort. With luxurious amenities throughout, the hotel boasts a variety of restaurants, live entertainment, and, of course, thrilling casino games. With 85 table games and 2,230 slot machines, the excitement never ends! Enjoy a welcome dinner to meet your fellow travelers, then explore the lively atmosphere of the casino at your leisure.

Stay: Caesars Windsor, Windsor, ON (3 nights)

Meals: D 

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

After breakfast, step back in time on the Rum Runners Tour – more of an adventure than a traditional tour! Travel to the Roaring Twenties, an era of bootleggers, gangsters, speakeasies, and blind pigs. A colorful cast of characters will guide you through Windsor, sharing tales of hidden bootlegger hideouts and mansions built with rumrunning profits. Even iconic landmarks like the courthouse, Ambassador Bridge, and United Methodist Church played their part in this storied past. After your time-traveling adventure, return to the hotel 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 breakfast, spend a relaxing day on the beautiful, serene Pelee Island, the southernmost landmass in Canada. Discover how the island's unique features create ideal conditions for growing grapes, and learn about its significance for migrating Monarch butterflies and songbirds. Enjoy a delightful lunch while sampling a variety of wines and experiencing perfect pairings with delicious food. In the evening, return to the hotel, where you can enjoy dinner with new friends from the day's adventures and try your luck at 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

This tour includes our unique Connections Program, and follows a special travel Route A, picking up in the following locations:

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

While this tour is based in Windsor, 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.

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.