GWLT offers thoughtfully curated group trips designed by and for women who love to explore both iconic landmarks and off-the-beaten-path local gems. Our adventures blend must-see destinations with hidden treasures, creating unique and unforgettable experiences for women who crave authentic travel.
Some of our most popular trips fill up fast, so be sure to sign up to be the first to know when our trips go live!
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Portugal
May 24th - June 1st, 2025
Join us for an unforgettable 8-night adventure in Portugal, where we’ll split our time between the vibrant city of Lisbon and the stunning beaches of the Algarve. Spend the first 4 nights in Lisbon exploring its charming streets, tasting local cuisine, and discovering hidden gems. Then, we’ll head south to the Algarve for 4 nights of pure relaxation along the coast. Imagine days spent lounging on sun-soaked beaches, indulging in the region’s renowned seafood, and unwinding with new friends. To top it off, we’ll be taking part in plenty of activities on the water including boating along the coast enjoying in the Algarve’s iconic caves and cliffs.
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CROATIA & MONTENEGRO
June 20th - 27th, 2025
Join us in Croatia and Montenegro for a mix of rich history, stunning coastal landscapes, and unforgettable cultural experiences. Begin in Dubrovnik, where ancient city walls, charming cobblestone streets, and breathtaking views set the stage for getaway. We will explore the famed Old Town, indulge in wine-tastings, and more.
From there, travel to Montenegro, a country of dramatic mountains, crystal-clear bays, and vibrant towns. Highlights include a scenic cable car ride to panoramic mountain views, a private boat day on Kotor Bay, and evenings spent wandering historic streets and savoring local cuisine.
Optional 2 day trip extension available to Bosnia and Herzegovina.
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SOUTH AFRICA
October 1st - 13th, 2025
Join us in South Africa for an unforgettable adventure that combines breathtaking landscapes, vibrant culture, and thrilling wildlife encounters. Begin your journey in Cape Town, a city where stunning coastal scenery meets rich history. You’ll hike iconic mountains, savor world-class wines in the Cape Winelands, and explore charming seaside towns along the Garden Route.
The adventure continues with a luxury safari, where you’ll experience the thrill of spotting the Big Five in their natural habitat. Enjoy daily game drives, gourmet meals, and time to unwind by the river or pool at a stunning safari lodge. With the perfect blend of relaxation, exploration, and unforgettable experiences, this journey promises memories that will last a lifetime. Whether you’re a seasoned traveler or embarking on your first African adventure, this trip is not to be missed.
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*We currently have local communities in Chicagoland Area, Wisconsin and New York City. If you are not in one of those locations, please still include your city as we are looking to add more in the future!
