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
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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.
Negril’s Ricks Cafe Adventure: Unleash the Thrill of Negril’s Most Iconic Experience
Welcome to Negril, Jamaica—one of the most stunning and culturally rich destinations in the Caribbean! As a proud Jamaican and business owner I am thrilled to share the magic of Negril with travelers from around the world. At Jamaican Gypsy Tours, we specialize in authentic, immersive experiences that bring you closer to the heart and…
Travellers Beach Resort: Enjoy Five Unforgettable Nights in Negril
Come stay at the stunning Travellers Beach Resort and experience the best of Negril with Jamaican Gypsy Tours’ 6-day adventure for just $1,800 USD. This unforgettable tour invites you to explore Negril’s iconic Seven Mile Beach, breathtaking cliffside views, and vibrant culture. Immerse yourself in the rich history of this tropical paradise, from the legendary…
Is it Safe to Visit Jamaica Despite level 3 US Warning?
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. They all come seeking an unforgettable vacation experience, the…
The Power of Positive Thinking: Transform Your Life After 50
Are you tired of feeling stuck and unmotivated in life? Do you struggle with negative thoughts and beliefs that hold you back from achieving your goals? If so, you’re not alone. Many people find themselves in this same situation, but the good news is that there’s a solution: positive thinking. By changing your mindset and…
The Art of Self-Discovery After 50: 10 Incredible Benefits
Are you in your 50s or beyond and feeling like you don’t know who you are anymore? Maybe you’ve spent your life taking care of others and neglected your own needs. Perhaps you’re experiencing a major life transition like retirement or an empty nest. Whatever the reason, it’s never too late for self-discovery. In fact,…
Power of Forgiveness Let Go of Resentment, Embrace Freedom
Are you struggling to let go of resentment and find inner peace? If so, you’re not alone. Holding onto anger and bitterness can have a profound impact on our emotional and physical health. It can prevent us from moving forward in life. That’s where forgiveness comes in. By forgiving ourselves and others, we can experience…