It's like taking a drive with friends!

Providing unique, fun and informative (ALL PRIVATE) tours of Bermuda for your family or group.
View our testimonials on Trip Advisor and on Facebook.
We pick-up and drop-off anywhere on island – talk to us about a Custom Tour just for you.
Our Oceanside Vacation Rental has breathtaking Sunset views!
Book on: VRBO or AIRBnB

Featured Tours


“Hi Ralph and Julie, I wanted to thank you again for the best tour ever !!!!!!! …you filled our time with so much insight on Bermuda, its history, culture, and people.”
Diane and Gordon Cooper, New Jersey

“It was so much fun meeting you and spending the day touring your beautiful island home. You are both very knowledgeable about your home, and we enjoyed learning about the history of the island. Thanks so much.”
Mike & Nancy Polisin, USA

Julie Richardson, Co-owner

Julie is a native Bermudian who enjoys spending time with her family and spoiling her grandkids. She is a seasoned entrepreneur with over 20 years experience in the transportation and tour services industry. A retired teacher and pre-school owner,  Julie enjoys sharing the culture and history of Bermuda with visiting guests. Julie is also a qualified Blue Flag Tour Guide who always shares interesting, personal stories of life in Bermuda.

Julie’s personal statement, “I wake up every morning in anticipation of the people I will meet today. We often become friends and that is what excites me”.

Ralph Richardson, MSc, Co-owner

Husband Ralph is a semi-retired business executive who loves sharing his island home with his visitors. Ralph has served on the boards of several Science and Educational organizations in Bermuda and the United States and runs the firm’s consulting branch

Ralph’s personal statement, “I now have the opportunity to share our island home with visitors. We try our best to bring totally unique perspectives of Bermuda’s history, culture and economy which includes our interesting family adventures in Bermuda. We are both born Bermudians. Both of our families have centuries of history in Bermuda”

Ralph and Julie Richardson
Co-Owners, Winsome Tours