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."


Bella Italia June 14- 25, 2022: We have worked diligently with our travel partner, Destinations & Adventures, to offer a trip to Italy like no other! Exclusive, Enchanting, Exceptional. This trip has been sold out since January this year. We just had two cancellations and there are now currently two rooms available for single or double occupancy. If interested, please email

Rhine River Cruise July 30- August 6, 2022:  Rolling on the River with Women On A Roll! We have chartered an 83-room riverboat cruising from Switzerland to Amsterdam. And we land in Amsterdam just in time for Pride! We are currently sold out. Please email if you'd like to be placed on our waiting list.

  We will be adding an optional two-night stay in Switzerland prior to boarding the riverboat 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.

Europe Lovers Special: Guests who join us in Italy in 2020 and on the Rhine River Cruise in 2021 will receive a $100 per person discount on the Rhine River Cruise!

Looking for a roommate? We are happy to assist our solo travelers find roommates on any of our trips. Please feel free to let us know if you're looking to room with someone. The process is simple: we arrange a conversation, you ask all the necessary questions, and if you both think you'll be compatible, you have a roomie and a new friend! Email if interested.

Women’s Week in Provincetown 2021

Women’s Week in Provincetown was a bit more special this year... Join us for the 23rd Women On A Roll Trip to Provincetown! Because... “Too much of...

Bella Italia

Bella Italia: Under the Tuscan Sun featuring a Roman Holiday Pre-Tour! June 14-25, 2022 This trip has been sold out since January this year. We...

Rhine River Cruise 2022

Rhine River Cruise July 30 through August 6, 2022 We will need this time together more than ever! Pre-cruise and post-cruise details will be announ...

Thoroughly Thailand

Tantalizing Tastes & Traditions Bangkok, Chiang Rai, Chiang Mai, Phuket February 18-29, 2020 This trip is sold out. Please email andrea@wom...

New Orleans: The Big Easy Trip

New Orleans: The Big Easy Trip! June 8-15, 2020 This trip as been cancelled and refunds have been issued.   Laissez les bon temps roule...