Redesigning life in our 50s and beyond
Experience life on your terms. 50PlusRebirth helps you rebuild your life and Jamaican Gypsy Granny takes you to Jamaica!
Five Nights in Negril
Enjoy five nights in Negril at the Travellers Beach Resort. May 21-26.
Why Tour with Jamaican gypsy granny
“ Go Beyond the Tourist Traps. Immerse Yourself in Jamaica’s Vibrant Culture, Stunning Nature, and Warm Hospitality.”
Claudette NOlan
Owner and Tour Guide
Jamaican Gypsy Granny
Ready to Rewrite Your Story? Start with Jamaica.
Life doesn’t stop at 50—it gets better. Jamaican Gypsy Tours invites you to step away from the everyday and rediscover the joy of living on your own terms. Whether you’ve always dreamed of relaxing on pristine beaches, doing the Rasta Safari, visiting YS Falls, or immersing yourself in a vibrant culture, this is your moment.
Led by the Jamaican Gypsy Granny herself, these tours are crafted for free spirits ready to embrace adventure and soak up the richness of life. Let’s show you the heart of Jamaica—where the sun warms your skin, the music stirs your soul, and the experiences spark new dreams.
Your next chapter starts here. Come to Jamaica, and let us guide you on an unforgettable journey of renewal, connection, and discovery.
“Life begins when you decide it does.” Book your Jamaican escape today!
Why book with us
Authentic Tours That Bring You Closer to Jamaica’s Culture and Beauty
Quaint Accomodations
Immerse in our culture
Friendly Staff
Local attractions
A rebirth is an opportunity to start fresh
Quality time with family and friends, relaxation & enjoyment of nature.
Life is a tapestry woven with both triumphs and tribulations. Sometimes our greatest challenges can become the catalysts for our most remarkable transformations.
This empowering blog invites you to embark on a profound journey of resilience and rebirth. Although tailored for individuals over the age of 50 anyone at any age can benefit from the advice we offer.
Hiking Blue Mountains
Hiking to the Blue Mountains in Jamaica is a must-do adventure for nature enthusiasts and outdoor lovers. It is known greenery, and lovely VIEWS
Our events
Find out more
about our events
Get a glimpse of what you can experience
Discover the heart of Jamaica with Jamaican Gypsy Tours. From thrilling cliff dives and rafting adventures to cultural immersions, historic landmarks, and hidden gems, we offer unforgettable experiences in Negril, Montego Bay, Ocho Rios, and Port Antonio. Explore Jamaica your way!
Why I started 50 Plus Rebirth
I was getting more and more depressed, to the point where I was suicidal. Every day felt like Groundhog Day – going through the same routine without any change or purpose. I loved my job as a swimwear and exotic costume designer, but it was becoming a chore. I was tired of being bogged down by bills and the treadmill of life going nowhere.
So at 59 years old, I decided to chuck it all in and become a digital nomad. I had no idea how to do this, but I’ll figure it out. A few months shy of my 60th birthday, I left everything behind and set off for Panama with plans to explore one city at a time. Follow me on my journey while I start over after 50.
From the blog
Of course you can still visit Jamaica!
My beautiful island of Jamaica has a vibrant culture, stunning landscapes, and warm hospitality yet the question remains is it safe to visit Jamaica? For as long as I have been alive, all 61 years and well before, we have been a coveted destination for travelers. My beautiful island of Jamaica has a vibrant culture, stunning landscapes, and warm hospitality yet the question remains is it safe to visit Jamaica? Read more…
Unforgettable wildlife encounter
Wildlife Tourism and Sustainable Travel in Jamaica
Jamaica offers incredible opportunities for wildlife tourism, showcasing its rich biodiversity and breathtaking natural landscapes. From spotting crocodiles and exotic birds on the Black River Safari to snorkeling in vibrant coral reefs teeming with marine life, the island is a haven for eco-adventurers. Travelers can also support sustainable tourism by visiting local conservation projects, eco-friendly attractions, and community-led initiatives, ensuring that Jamaica’s natural beauty and cultural heritage are preserved for generations to come.
Jamaican Nightlife: 12 Best Electrifying Experiences After Dark
Jamaican nightlife comes alive after sunset, offering a vibrant mix of music, culture, and entertainment. Whether you’re in Kingston, Montego Bay, Ocho Rios, or Negril, the island boasts an exciting array of experiences, from energetic dancehall parties and reggae bars to sophisticated lounges and beachfront bonfires. With its rich cultural heritage, legendary reggae beats, and…
Visiting Jamaica with Kids: The Ultimate Family Travel Guide! 🇯🇲✨”
Travelling to Jamaica with kids is an adventure filled with sunshine, beautiful beaches, and unforgettable experiences. Whether you’re re looking for all-inclusive resorts with kid-friendly amenities, thrilling outdoor activities, or cultural experiences that the whole family can enjoy, Jamaica has something for everyone. From exploring waterfalls and swimming with dolphins to visiting historic sites…
Authentic Jamaican Food: 10 Dishes you Must Try
Authentic Jamaican cuisine is a fusion of bold flavors, rich history, and diverse cultural influences. Rooted in the island’s complex past, Jamaican food reflects the traditions of the African, European, Indian, and Chinese communities that have shaped its culinary landscape over centuries. From the smoky, spice-infused jerk seasoning introduced by the Maroons to the fragrant…
Ultimate Guide Top 10 Jamaican Festivals
Thinking about traveling to Jamaica? Don’t miss these top 10 must-see festivals. This Ultimate Guide to Top Ten Jamaican Festivals, will take you on a journey through the island’s most exciting, festivals and culturally rich events. Whether you’re a music lover, foodie, or culture enthusiast. Jamaica offers an incredible lineup of festivals that celebrate its…
20 of Jamaicas Best Beaches, Rivers and Waterfalls
Jamaica’s best beaches offer more than just picturesque shorelines. They provide the perfect setting to relax, recharge, and escape the stresses of everyday life. Whether you’re re lounging on the soft sands of Negril’s Seven Mile Beach, cooling off in the refreshing waters of a hidden river, or feeling the rush of a cascading waterfall,…
Women Over 50: How to Build a Strong Support Network
In this blog, we’re diving into the world of how to build a strong support network for women over 50. We will give you valuable tips, advice, and support to help you navigate this exciting journey. From building a strong support network to embracing personal growth and finding joy in everyday moments. We’ve got…