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Group Trips

Curated group trips led by passionate hosts. Join like-minded travelers!
Tripsha trips are per person, include accommodation and most activities. Just add flights;)

Private Trips

Already have your group? Find a host to lead a private trip for just you and your friends.

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Why Travel with Tripsha?

Go new places and learn new skills with passionate, experienced hosts

Help small businesses and travel destinations get back on their feet

Connect with your host and fellow travelers before your trip

We use secure payment services and stand behind every host on Tripsha

Meet Our Hosts

Get to know the best adventurers, teachers, and nomads around.

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Places We've Been

Greek Island Hopping

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Upstate NY TRIP Recap

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Ladies in Tulum

The weekend trip to Mexico began with welcome drinks and a taco crawl all around Tulum Center. The ladies stayed in an adorable boutique hotel in Tulum Center, with direct access to tons of amazing restaurants, with the beach only a short drive or bike ride away.

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Bali Bliss

10 days of Bliss! This off the beaten path Bali Experience of a Lifetime was filled with adventure, new friendships, history, relaxation, and plenty of fun! We explored local Balanise culture and got a true personalized experience!

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Mysteries of Jordan

Unforgettable epic days exploring Petra, canyoning in Wadi Mujib, cooking in Amman, sleeping under the stars in the Wadi Rum desert, fresh cooked fish on the beach, snorkeling in the Red Sea, and to cap it all off a relaxing mud treatment at the Dead Sea!

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Read about more adventures  >

Places We've Been

Adventures in Tulum

Mysteries of Jordan

Upstate NY Getaway

Greek Island Hopping

More past adventures >


"I had a wonderful trip to the New Paltz area, taking biking and hiking tours, learning about best practices for documenting my experiences in photo and video, but more than anything, sharing that time with awesome people who share my passion for adventure."

- Michael, NY

"Overall I would say I loved the entire Greece trip! It was such a unique experience traveling with ladies I’d never met. To say we clicked is an understatement! These ladies are now my friends for life and I can’t wait to travel with them again!"

- Autumn, CA

"Kerry is an amazing host/ guide. The multiple trips I've gone with her have been stress free and a lot of fun! Look forward to traveling with her again!"

- Veronica, CA

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