Bermuda's Premier Transportation Service

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.


Our Oceanside Vacation Rental has breathtaking Sunset views!
Book on: VRBO or AIRBnB

Featured Tours


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 15 years experience in the transportation and tour services industry. A retired teacher, Julie enjoys sharing the culture and history of Bermuda with our 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. He has served on the board of the Sea Education Association in Woods Hole Mass USA, is the former VP of the Bermuda Zoological Society and former Director of the Bermuda Underwater Exploration Institute, a marine science museum. He also currently serves as a member of the board of the Bermuda Institute of Ocean Science (BIOS).

Ralph's personal statement, "I now have the opportunity to return to something I really love to do, sharing Bermuda with our visitors. It is privilege which I get to enjoy with my wife Julie. What a great way to spend our retirement."

  • New Associates! - As we grow, Winsome would like to Introduce Gloria Smith, Marilynn Smith, Robert Powell and Karim Wales, to our tour team. They have all earned 5 stars ratings on TripAdvisor with Winsome Tours - we are so pleased to have them aboard. As our company grows, Julie and I cannot absolutely commit to conduct all tours. However we have carefully selected mature intelligent drivers who will give you the best Bermuda tour, in Winsome Style.

Ralph and Julie Richardson
Co-Owners, Winsome Tours