The WOMEN ON A ROLL Travel Experience

Women On A Roll offers boutique, luxury travel for lesbians and their female friends. Each journey brings 15 to 50 guests together to share beautiful destinations and unique experiences, customized to fit our desires and our lifestyle.

Whether you arrive alone, with a friend or with your significant other, the end result will be the same... you'll return with a whole new set of friends and shared memories to last a lifetime!

"We travel not to escape life, but for life not to escape us."


We have completed our 2019 adventures. Thank you for joining us in South Africa, Greece, New York, and Provincetown!


Get ready for another exciting year full of spectacular adventures and unique discoveries shared with new and old friends!
Thoroughly Thailand ~ Tantalizing Tastes & Traditions February 18-29, 2020: Explore the country’s sparkling temples, tropical beaches, colorful market places, exciting urban life, picturesque countryside, rich culture and history, and of course, the mouth-watering cuisine!  One room available due to cancellation. Please email
New Orleans: The Big Easy Trip June 9-16, 2020: Details announced soon.
Bella Italia August 8-September 28,  2020: We have worked diligently with our travel partner, Destinations & Adventures, to offer a trip to Italy like no other! Exclusive, Enchanting, Exceptional. Only three rooms remaining.
Women’s Week in Provincetown October 12-18, 2020 Details announced soon. Watch for more exciting destinations announced soon!


Rhine River Cruise July 31- August 7, 2021: Rolling on the River with Women On A Roll! We have chartered an 80-room river boat cruising from Switzerland to Amsterdam. And we land in Amsterdam just in time for Pride! It’s time to book your cruise, (please book by November 10, 2020 to assist with our charter). 

We will be adding an optional two-night stay in Lucerne, Switzerland prior to boarding the river boat cruise and a two-night stay in Amsterdam after the cruise to enjoy all the Pride festivities! Pre and post- cruise itineraries will be announced soon.

New Orleans: The Big Easy Trip

It is with great excitement that we announce our newest 2020 destination! New Orleans: The Big Easy Trip! June 8-15, 2020 Laissez les bon temps...

Bella Italia

Bella Italia: Under the Tuscan Sun featuring a Roman Holiday Pre-Tour! August 28-September 8, 2020 Only three rooms remaining in our Tuscany Vill...

Rhine River Cruise

Rolling...Rolling... Rolling on the River! Rhine River Cruise July 31 - August 7, 2021 First of all, in response to our survey, we will offer thi...

Thoroughly Thailand

Tantalizing Tastes & Traditions Bangkok, Chiang Rai, Chiang Mai, Phuket February 18-29, 2020 We have been sold out for months and one room ...