Itinerary
- Day 1
Arrival in Kingston
You'll arrive in Jamaica and pick up your rental car for the drive to Kingston. Once there, take some time walking through the vibrant street art scene, especially around 41 Fleet Street where local artists have covered walls with colorful murals. Grab some local Jamaican treats like patties and banana bread from street vendors or small cafes to get a real taste of what people eat here.
Optional Activities
- Explore street art at 41 Fleet Street
- Visit local cook stores for Jamaican patties and banana bread
Landmarks/POIs 41 Fleet Street - Day 2
Kingston Exploration
Start your morning with Blue Mountain Coffee, a specialty you'll find throughout the island, then spend time exploring Kingston's lively streets and markets. After that, head to Port Royal to see what remains of the former pirate stronghold. Later, visit the Bob Marley Museum where you can see his personal belongings and his impressive record collection.
Included Activities
- Exploration tour of Kingston
- Visit Port Royal, former pirate stronghold
Optional Activities
- Bob Marley Museum (payable locally)
Landmarks/POIs Port Royal Bob Marley Museum - Day 3
Blue Mountains National Park
You'll drive up into the Blue Mountains National Park to reach Strawberry Hill, your accommodation for the next few nights. Spend the afternoon checking out the white cottages scattered across the property, surrounded by thick greenery. By evening, relax by the infinity pool and take in the views of Kingston spread out below you.
Included Activities
- Explore Strawberry Hill accommodation and surroundings
- Swimming at hotel infinity pool
Landmarks/POIs Blue Mountains National Park Strawberry Hill 


- Day 4
Blue Mountain Peak Hike
This is a hiking day to Blue Mountain Peak, which sits at over 2,000 meters and is Jamaica's highest mountain. As you hike up, you'll pass through lush green forests with colorful flowers blooming along the trail. From the summit, the panoramic views of Jamaica's hills and valleys stretch out in all directions.
Included Activities
- Hike to Blue Mountain Peak
Optional Activities
- Guided hiking tour (payable on site)
Landmarks/POIs Blue Mountain Peak - Day 5
Blue Mountains Exploration
Take a leisurely morning at Strawberry Hill and have Blue Mountain Coffee at a nearby cafe. Later, drive through the winding mountain roads with stops for photos and short walks. You'll head back to the property by late afternoon to relax by the pool and watch the sunset from the mountain.
Included Activities
- Scenic drive through Blue Mountains
- Self-guided exploration and hiking
Optional Activities
- Breakfast with Blue Mountain Coffee at local cafés (payable locally)
Landmarks/POIs Blue Mountains National Park - Day 6
Drive to Negril via Coastal Road
You'll travel north along the scenic coastal road heading to Negril. Stop at Blue Hole Mineral Spring where you'll climb down an 8-metre ladder into a hidden bay with crystal-clear water. Later, try jerk chicken at Best in West, then stick around to watch cliff jumpers performing at sunset.
Included Activities
- Drive along coastal road to Negril
- Visit Blue Hole Mineral Spring
- Watch cliff jumpers at sunset
Optional Activities
- Jerk chicken meal at Best in West
- Cliffside eateries and drinks
Landmarks/POIs Blue Hole Mineral Spring Best in West 

- Day 7
Negril Beach Day
Spend your day relaxing on Seven Mile Beach and sipping fresh coconut water. If you're interested, take a boat trip out to Booby Cay Island where you can pick fresh almonds right off the trees and snorkel through colorful coral reefs with tropical fish swimming around.
Included Activities
- Beach time on Seven Mile Beach
Optional Activities
- Boat trip to Booby Cay Island (payable on site)
- Snorkeling through colorful reef (payable on site)
- Local coconut water with rum
Landmarks/POIs Seven Mile Beach Booby Cay Island - Day 8
Half Moon Beach
Check out Half Moon Beach, which is quieter than Seven Mile and has hammocks and lounge chairs set up along the sand. Grab fresh lobster and cocktails at the beach bar on the property. If you want more activities, you can do a boat trip to nearby islands or visit Mayfield Falls for waterfall swimming.
Included Activities
- Beach time at Half Moon Beach
Optional Activities
- Half Moon Beach entrance fee (payable on site)
- Boat trip to nearby island (payable on site)
- Mayfield Falls jungle hike and waterfall visit (payable on site)
- Fresh lobster and cocktails at beach bar
Landmarks/POIs Half Moon Beach Mayfield Falls - Day 9
Negril Beach and Activities
Begin with Blue Mountain Coffee, then head to the beach for more time in the sun and water. You can explore the Rutland Point Craft Center to find unique artwork from local artists. Or if you prefer something different, sign up for an optional catamaran booze cruise with drinks included.
Included Activities
- Beach day
- Shopping at Rutland Point Craft Center
Optional Activities
- Lighthouse climb (payable locally)
- Booze cruise on catamaran (payable locally)
Landmarks/POIs Negril Lighthouse Rutland Point Craft Center - Day 10
Free Day in Negril
This is your free day to do whatever you want in Negril. Return to Seven Mile Beach or Half Moon Beach if you didn't get enough. Check out the lighthouse, or drive south on the coastal road to visit Sunset Walk Bar and catch the evening views.
Optional Activities
- Return visit to favorite locations
- Beach time at Seven Mile Beach or Half Moon Beach
- Lighthouse visit
- Sunset Walk Bar visit (payable on site)
Landmarks/POIs Seven Mile Beach Half Moon Beach Sunset Walk Bar - Day 11
Treasure Beach
You'll drive to Treasure Beach, a hidden gem with a laid-back local feel and less tourist crowds than other areas. Walk barefoot along the fine sand and take a swim in the water. Have dinner at one of the beach restaurants, then drive to Lover's Leap to catch the sunset views.
Included Activities
- Visit Treasure Beach
- Beach walk and swimming
Optional Activities
- Dinner at beach restaurants
Landmarks/POIs Treasure Beach Lover's Leap - Day 12
Black River and Mangrove Forest
Take a boat trip through the Black River's dense mangrove forest where you can spot crocodiles in their natural habitat. Next, visit Floyd's Pelican Bar, a quirky stilted bar sitting on a sandbank and decorated with souvenirs from visitors around the world. You'll eat freshly caught fish and enjoy drinks while taking in this unique spot.
Included Activities
- Explore Treasure Beach area
Optional Activities
- Black River boat trip through mangrove forest (payable on site)
- Floyd's Pelican Bar lunch and drinks (payable on site)
Landmarks/POIs Black River Floyd's Pelican Bar - Day 13
Treasure Beach and YS Falls
You have options today: spend more time at Treasure Beach beach, or drive to YS Falls where turquoise pools cascade down through multiple levels of waterfalls. At YS Falls, you can swim in the natural pools and walk through the lush green landscape surrounding the falls.
Included Activities
- Beach day at Treasure Beach
Optional Activities
- YS Falls visit and swimming in natural pools
Landmarks/POIs YS Falls Treasure Beach - Day 14
Return to Kingston
Drive back to Kingston along the scenic coastal road, which offers great views throughout the journey. Stop in colorful streets somewhere to grab one last Blue Mountain coffee before heading to the rental car drop-off and making your way to the airport.
Included Activities
- Scenic drive back to Kingston
- Day 15
Departure
You'll depart Jamaica today with memories from your Caribbean adventure. Back home, you'll have plenty of photos to sort through and stories to reflect on about your time exploring the island.













