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: Under the Tuscan Sun Tuscany Villa: June 18 – 25, 2022 Optional Pre-Tours: Summertime in Venice: June 11 – 15 Roman Holiday: June 15 –18 Due to a cancellation, we currently have one available room. If interested, please email

Rhine River Cruise: July 30 – August 6, 2022 Pre-Cruise Package in Lucerne, Switzerland: July 28 – 30 (optional) Post-Cruise Package in Amsterdam, Netherlands: August 6 – 8 (optional) We are currently sold out. To be placed on the wait list, please email

Women's Week in Provincetown: October 10 – 16, 2022 We are taking over two inns: Anchor Inn Beach House and Brasswood Inn. Although this is our first official announcement, we are currently 50% booked due to last year's return travelers. Not to worry, there are still plenty of lovely rooms available!


Douro River Cruise in Portugal: October 21 – 28, 2023

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.

Douro River Cruise in Portugal

ROLLING ON THE RIVER... again! Women On A Roll is extremely excited to announce our 2023 Douro River Cruise in partnership with TravelPerks! As yo...

Women’s Week in Provincetown

October 10 – 16, 2022 Join us for our 24th Trip to Provincetown! Because... “Too much of a good thing can be wonderful!” —Mae West Meet the won...

Rhine River Cruise 2022

Rhine River Cruise July 30 through August 6, 2022 Rolling on the River... Cruise down the Rhine River for seven sensational days and nights—fro...

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...