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WE TRAVEL NOT TO ESCAPE LIFE, BUT FOR LIFE NOT TO ESCAPE US.

Discover the world with Stay Trippin® Travel!

See Group Trips Here

Experience Travel Like Never Before

Explore New Horizons

Stay Trippin® invites you to step outside your comfort zone and explore the world. Our carefully crafted group itineraries ensure you experience the best each destination has to offer with other travel enthusiasts.

Upcoming Trips

Brilliant Lady MerMaiden Voyage (17-25 October 2025)

Brilliant Lady MerMaiden Voyage (17-25 October 2025)

Brilliant Lady MerMaiden Voyage (17-25 October 2025)

 Embark on an unforgettable 8-night voyage from Miami aboard Brilliant Lady’s MerMaiden sailing. Explore the stunning Caribbean with stops in St. Maarten, where vibrant culture meets crystal-clear waters, and Tortola, home to lush landscapes and legendary rum distilleries. After soaking up the sun at sea, indulge in the exclusive Beach Club at Bimini before returning to Miami—because this isn’t just a cruise, it’s an experience.

cruise details

S. Africa (COMING OCT 2026)

Brilliant Lady MerMaiden Voyage (17-25 October 2025)

Brilliant Lady MerMaiden Voyage (17-25 October 2025)

S. Africa: Cape Town, Kruger National Park and Johannesburg

Book Your Own Travel

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Welcome to Stay Trippin®

At Stay Trippin®, we empower bold, ambitious individuals to explore the world unapologetically.

Our curated group travel experiences are designed to inspire adventure, build connections, and ignite transformation. Whether you’re seeking cultural immersion, personal growth, or simply the freedom to roam, Stay Trippin® creates trips that align with your boldest dreams.


This isn’t just travel—it’s a lifestyle. Let’s explore, elevate, and live life on our own terms.

Why Stay Trippin®?

Because we don’t just travel—we create experiences that transform lives. Stay Trippin® is for bold individuals who refuse to settle, who crave adventure, and who are ready to live unapologetically.


With us, it’s more than just seeing the world; it’s about connecting, growing, and stepping into the freedom you deserve. Our trips are curated to inspire empowerment, ignite your passions, and remind you that life is meant to be lived on your own terms.

Our Signature Experiences

• Bucket List Adventures: Explore the world’s most iconic destinations with a group of like-minded travelers who are ready to check off their dreams. From the beaches of Maldives to the streets of Dubai, these are the trips you’ve always dreamed of.


• Wellness Retreats: Reconnect with yourself and reset your mind, body, and spirit. Whether it’s yoga on the beaches of Bali or mindfulness in the mountains of Peru, our wellness escapes are designed to recharge and empower you.


• Empowered Getaways: Travel with purpose and create lasting bonds with a community of fearless women. From networking retreats in luxury destinations to group adventures that spark growth, these getaways are all about leveling up together.

Travel boldly. Live unapologetically. Choose Stay Trippin®.

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Freedom, Boldness, YOU!

By signing up, you’re taking the first step toward living unapologetically. This isn’t just another email list—it’s your gateway to exclusive travel experiences, transformative insights, and the tools to create a life on your own terms. Join a community where freedom is celebrated, boldness thrives, and YOU come first.

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