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Group Tour – Jamaica


“Hidden Gems & More”

Date: TBD
Small Group Experience. 10 max.

Discover the real Jamaica where “everyting irie”. Forget the all-inclusive resorts where you sit on the beach all day. Immerse yourself in a true and authentic experience exploring the beautiful island led by none other than locals who will show you the heart and soul of what makes Jamaica the land of wood and water. This ultimate tour will take you across five parishes island-wide visiting secret locations, taking off the beaten path adventures, eating local cuisine, finding unspoilt waterfalls and breathtaking hidden gems. Get ready for the action because you’re in for an experience of a lifetime!
A man in a vibrant pink golf shirt and Rastacap sets a bunch of bananas beside greens on an outdoor bench.


Day 01
Arrive in Montego Bay where you will be picked up at the airport in a private, air- conditioned bus, transporting you directly to your luxury hotel right on the hip strip, minutes away from the beach. It’s your first day, so take a load off, grab your swimsuit and take a dip in the pool or soak up the sun at the beach. Use the day to relax because the adventure will be nonstop once we hit the road the next day. Later in the night, kick things off with some authentic cuisine at a local spot and enjoy nightly festivities before heading back to the hotel.
Day 02
Rise n shine! It’s an early morning. Grab breakfast and pack your bags. We’re heading to the west end of the island to a natural wonder. Be prepared to immerse yourself in outdoor adventure, scenic terrain and taste the simple goodness of orchards and Jamaica’s natural beauty. This hidden off the beaten track gem features 7 beautiful waterfalls and a breathtaking blue lagoon. After hiking, climbing and bathing in the natural jacuzzi, rejuvenate in a therapeutic mud bath. Prepare to be wowed by one of Jamaica’s best kept secrets! On the way back to the villa, catch an unrivaled view of Jamaica’s most beautiful sunset atop a 35-foot-high cliff, while jamming to live reggae music.
Day 03
Put on your hiking shoes because today we head into the mountains of Westmoreland, for a truly genuine once in a lifetime cultural and culinary experience. Learn about the Rastafarian culture and hike up the mountains to a local rasta’s farm. Along the way, admire the views and stop at a natural spring. Upon arrival at the top of the mountain, observe and learn about Rastarian’s natural living and ital cooking, then enjoy an ital meal with all-natural herbs and spices. Head back to Negril for a free night to enjoy the west end as you please.
Day 04
Sleep in or go for a last swim on the beach before checking out for our next destination. Make sure your camera or phone is fully charged to capture the beautiful sights during our two-hour drive heading south. Stop at a local spot for some of most delicious seafood on the island where you pick out your own fresh fish, lobster, shrimp or crab to be cooked to order. Then we will continue the journey to a quaint and beautiful black sand beach community, where you will check in to a stunning villa overlooking the south coast. Catch sunset at one of the most romantic spots in Jamaica on a cliff towering over 1700 ft above the sea. End the night with dinner and live music.
Day 05
Don’t leave your swimsuit because today you will rejuvenate your soul by relaxing and swimming in seven cascading pools and majestic waterfalls, which will leave you feeling refreshed and reborn. Turn things up a notch and go for a truly exhilarating ride of your life, suspended 40 ft in the air, surrounded by dense tropical jungle and spectacular views of the waterfalls. Then head to Jamaica’s state of the art rum factory where you will learn about the process of authentic Jamaican rum making, ending with your palate distinguishing the different tastes and years of Jamaican rum. Return to your villa to freshen up and rest before heading to dinner at a local country kitchen restaurant with incredible seafood, pizza and pasta.
Day 06
Take a ride up the longest river in Jamaica spotting birds and crocodiles as you cruise through the mangrove trees, learning about the rich history of the area. Stop at a local bar where you can swing from a tree branch into the river and enjoy the most delicious fresh crab at another local spot before heading out to the island’s most unique bar in the middle of the ocean, where you can swim, play dominoes and grab a nice cold beer. Head back to the villa for a free night to enjoy as you please.
Day 07
Say good-bye to the south coast as we head east to the hustle and bustle of the capital city. Step back in time to 1881 to learn about and tour the mansion of Jamaica’s first billionaire. Then indulge in the world-famous ice cream, taste a gourmet patty and sip some refreshing coconut water. Continue learning about Jamaica’s history at Emancipation Park and the meaning behind the statues. Then head downtown to the art district for a walking tour, led by local Rastafarians of the community. End the day driving through St. Thomas to Portland, where you will check in to your villa with a spectacular view of the mountains and Caribbean Sea. Enjoy a gourmet dinner prepared by a local chef at the villa.
Day 08
Journey through a historic town and learn about one of Jamaica’s National Heroes. Then begin an uphill hike, enjoying local fruits from the trees, while hydrating directly from the pure, freshwater springs. The hike ends at a breathtaking waterfall with crystal clear waters flowing off rocks 30 feet into a natural pool. Head back to the villa for a free night to enjoy as you please.
Day 09
Before we journey back to Montego Bay, you must experience rafting on the blue lagoon, a relaxing and therapeutic experience while learning about the area. Grab lunch at the best jerk spot on the island, then continue the journey to Montego Bay. Check in to your hotel and enjoy your last free night.
Day 10
And that’s a wrap for your ultimate Jamaica tour! Airport transfers will be arranged for those with flights before checkout (noon) to Montego Bay Airport. If you plan to stick around later, we can provide taxi information to book a transfer to the airport.


  • 9 nights shared double occupancy
  • 4 boutique villa style & luxury hotel accommodations
  • 5 parishes
  • Breakfast every morning
  • 1 dinner
  • Airport pick up and return
  • Private transportation across the island
  • Secret Local Waterfalls
  • Sunset Cliff Café
  • Ital Rasta Nature Tour
  • South Coast Cliff Experience
  • Southcoast Waterfalls & Rum Tour
  • River Safari & Unique Bar Tour
  • Cultural City Tour
  • Historical Maroon Town & Waterfalls Tour
  • Blue Lagoon Rafting & Monkey Island


  • International flights
  • Visa and passports fees
  • COVID-19 tests
  • Travel and content insurance
  • Meals other than those specified in “What’s Included”
  • Additional activities, souvenirs, gratuity and all personal expenses
In a cloudy sky, the sun sets over copper-hued water. In silhouette, two people stand on a ramshackle dock, one with her arms raised to the sky.
On a sun-dappled patio, a smiling woman grasps her vibrant blue hat. She wears hot pink lipstick, bright yellow earrings and knitted top.

Hey Guys,

I’m Lisa-Gaye Shakespeare, Travel Influencer, Consultant & Content Creator. I was born on the beautiful island of jamaica, where my love and passion for travel developed when I was a child. My wanderlust soul and roaming heart have led me to experience travelling to 45 countries on 5 continents, providing me with some amazing lifelong experiences.

As a travel influencer and consultant, my mission is to help the busy individual plan their vacation to the Caribbean, providing them with authentic and local experiences, off the beaten path adventures and connecting them to the culture, in turn making their vacation relaxing, fun and stress-free.

That is exactly what you will get on this Ultimate Jamaica Tour! I will be showing you the heart and soul of what makes Jamaica the land of wood and water. Get ready because it’s going to be an experience of a lifetime. I can’t wait to show you my island, the real Jamaica!

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