Hike Calendar

Time

Cancelled — no departure

Difficulty

Level 7/10 · Hard

Cost

Free to join

Meeting point

UTech, Jamaica — Main Entrance / Parking

Transport

Cancelled — please do not travel to UTech.

HIKE CANCELLED: Saturday, October 24, 2026. Due to inclement weather, the Lifestyle Hikers hike is cancelled. Please do not travel to the meeting point. Thank you for understanding. Any future hike updates will be shared through our official channels.

Time

5:00 AM

Difficulty

Not recorded

Cost

$4500 JMD

Meeting point

FLOW Headquarters, Half-Way Tree Road, Kingston

Transport

J$4,500 per person for transportation. Depart at 5:00 AM sharp.

Join Lifestyle Hikers for a Pre-Heroes Day river hike to Aunty's Backyard in Retreat, St. Mary, about 15 minutes from Ocho Rios, on Saturday, October 17, 2026. Rivers, nature and good company! Meet at FLOW Headquarters on Half-Way Tree Road, Kingston, for a 5:00 AM sharp departure. Transportation is J$4,500 per person, with only 60 places available. Reservations are through our website only: open the booking page, complete your booking details, use the bank account details shown to make your transfer, and upload a copy of your receipt. A receipt holds your place for 24 hours while the organiser verifies the settled transfer; your booking is confirmed after verification, subject to availability. Book and upload your receipt by Friday, October 16, 2026, at 8:00 PM Jamaica time, or before places sell out. Hike difficulty and distance are to be confirmed. Good people. Great places. Better lives.

Time

5:00 AM

Difficulty

Hard

Cost

Free to join

Meeting point

UTech, Jamaica — Main Entrance / Parking

Transport

Carpool or meet at the meeting point

UPDATE: The October 10 Hike for a Cause, postponed due to heavy rain and trail conditions, is now rescheduled for Saturday, October 24, 2026. Meet at 5:00 AM Jamaica time, with parking at UTech. Route: UTech to Mountain Spring to Skyline and back to UTech. Level 7. Wear PINK for Breast Cancer Awareness. Bring water, light snacks, a cap and sunglasses, comfortable footwear, sunscreen, good energy, and a friend. See the updated hike details at https://www.lifestylehikers.com/hikes/hike-for-a-cause-2026-10-10/.

Time

Difficulty

Not recorded

Cost

Free to join

Meeting point

Gordon Town, St. Andrew

Transport

Carpool or meet at the meeting point

Lifestyle Hikers hiked from Gordon Town to Raf Jam on Saturday, October 3, 2026 — a crew favourite we come back to year after year.

Time

5:00 AM

Difficulty

Level 5/10 · Moderate to challenging

Cost

Free to join

Meeting point

Rocky Park Basketball Court, Harbour View

Transport

Meet at Rocky Park Basketball Court, Harbour View

Join Lifestyle Hikers for a Level 5 Hike to Gutter Head Falls on Saturday, September 5, 2026! Meet at Harbour View Rocky Park Basketball Court for a 5:00 AM departure, with an estimated return by 10:00 AM. Bring comfortable footwear, swimming clothes, and snacks — come for the hike, stay for the experience!

Time

5:00 AM

Difficulty

Level 6/10 · Moderate to challenging

Cost

Free to join

Meeting point

Hill Road, Norbrook, St. Andrew

Transport

Meet at Hill Road

Fresh Air. Good Vibes. Great Company. Join Lifestyle Hikers this Saturday, August 22, 2026 for the Norbrook Hike in St. Andrew! This is a Level 6 trail featuring sweeping mountain vistas, fresh morning air, and challenging terrain. Meeting spot: Hill Road. Departure strictly at 5:00 AM — be on time, come prepared, stay hydrated, and let’s hike!

Time

5:00 AM

Difficulty

Level 2/10 · Easy & relaxed

Cost

$1500 JMD

Meeting point

Rocky Park Basketball Court

Transport

Bus: $1,500 JMD

Join Lifestyle Hikers for a Level 2 Dip & Chill hike to Heineken River on Saturday, August 15. Meet at Rocky Park Basketball Court for a 5:00 AM departure and expect to return by 11:00 AM. Bus transportation is $1,500 JMD and the hike is limited to 30 spaces.

Time

5:00 AM — Portmore Toll

Difficulty

Easy

Cost

Free to join

Meeting point

Hellshire, Sand Hills

Transport

Carpool or meet at the meeting point

Discover a side of Hellshire far beyond the famous beaches and fried fish. This dynamic trek took us deep into the rugged limestone hills of southern Portmore — a historic landscape shaped by Taino heritage, Spanish haciendas, and the resilient Maroons who navigated its caves and dense terrain for secrecy and freedom.

Time

5:00 Am - Rocky Park Harbour View , The Basketball court from Across the old drive in

Difficulty

Easy

Cost

Free to join

Meeting point

St Thomas

Transport

Carpool or meet at the meeting point

Are you ready? Step into history and challenge yourself on one of Jamaica's most spectacular geological marvels. Join us for a thrilling 7-mile trek to the awe-inspiring Judgement Cliff in St. Thomas.

Time

5:00 AM - Jessie Ripoll Primary School

Difficulty

Level 4/10 · Light

Cost

Free to join

Meeting point

Kingston

Transport

Carpool or meet at the meeting point

The Lifestyle Hikers community came together for the LSH City Walk through Kingston on May 23 — a vibrant morning experience exploring the city while sharing great vibes, unforgettable moments, and excellent company. We're trading the mountain trails for a dynamic city route, but don't let the urban setting fool you—this is a Level 4 Experience that will keep you moving and refreshed. Along the way, we'll be slowing down to socialize and stay hydrated with a selection of refreshing mocktails, mimosas, and cocktails. Whether you're here for the fitness, the views, or the social connection, this walk has something for everyone. Event Details Date: Saturday, May 23, 2026 Meeting Area: Jessie Ripoll Primary School, Kingston Time: 5:00 AM sharp Contribution: $500 JMD What to Expect Explore: A beautifully curated morning stroll through Kingston. Refresh: Unwind and mingle along the route with mocktails, mimosas, or cocktails. Connect: Bond with a community of like-minded movers, creators, and professionals. Note: Lace up your best walking shoes, bring your positive energy, and let's make this city walk unforgettable.

Time

5:00 AM - Gordon Town Square

Difficulty

Level 7/10 · Hard

Cost

Free to join

Meeting point

Gordon Town

Transport

Carpool or meet at the meeting point

The crew tackled Savage Hill via Red Light on this Level 7 trek, pushing limits and experiencing the raw beauty of the Gordon Town ridges.

Time

5:00 AM - Richie B Gas Station , Corner of Mannings hill road and Constant Spring

Difficulty

Moderate

Cost

Free to join

Meeting point

Smokey Vale, St. Andrew

Transport

Carpool or meet at the meeting point

Hiking through Smokey Vale in St. Andrew offers a refreshing escape from the heat of Kingston, taking you into the cooler, mist-shrouded hills of the Manning's Hill area. The neighborhood is known for its elevation and lush, green surroundings, providing panoramic views of the city and the Kingston Harbour as you climb.

Time

5:30 AM - Palisadoes

Difficulty

Moderate

Cost

Free to join

Meeting point

Port Royal Beach

Transport

Carpool or meet at the meeting point

Join Lifestyle Hikers this Saturday for an energizing Beach Workout at Port Royal Beach. We're swapping the hills for the sand to bring you a high-energy session to start your weekend right. Catch the sunrise, feel the breeze, and let's get moving! Event Details: Date: Saturday, April 18 Meet Up: 5:30 AM @ Palisadoes Start Time: 6:00 AM Location: Port Royal Beach What to Bring: 🧘 Exercise Mat 🧼 Towel 👕 Change of clothes See you on the sand!

Time

5:00 AM-Meet at Gordon Town Square

Difficulty

Moderate

Cost

Free to join

Meeting point

Gordon Town, St. Andrew

Transport

Carpool or meet at the meeting point

Tucked away in the hills of Gordon Town, Sugarloaf Falls—locally known as C-Pond—is a hidden twin-cascade gem that offers a truly raw and refreshing escape. The moderately challenging 40-minute hike from Penfield takes you across loose shale and down rustic wooden ladders, leading to a secluded pool famous for having some of the coldest water in St. Andrew. Perfect for those looking to trade the crowds for a slice of untouched nature, this sanctuary provides a serene atmosphere and a rewarding "ice bucket challenge" for adventurous souls. It's a quintessential Blue Mountain experience that feels miles away from the heat of the city.

Time

5:00 AM - Meet at Rocky Park, Harbour View, Basketball court across from the old drive in

Difficulty

Easy

Cost

Free to join

Meeting point

Seaforth, St. Thomas

Transport

Carpool or meet at the meeting point

Reggae Falls, located in the hills of Seaforth, St. Thomas, is a spectacular 70-foot man-made cascade originally built as a hydroelectric dam on the Johnson River. Your hike from the Serge Island area will take you through lush forest terrain and rocky riverbeds, eventually leading to the thunderous falls that offer a powerful "natural massage" and a deep, refreshing pool perfect for swimming. Known locally as "Dam Head," the site provides a rustic, community-oriented atmosphere where you can relax in the therapeutic mineral waters after navigating the moderately challenging trail.

Time

5:00 Am - Hillel Academy

Difficulty

Moderate

Cost

Free to join

Meeting point

Jack's Hilll

Transport

Carpool or meet at the meeting point

The hike to Kingsworth is both a physical climb and a peaceful escape, blending city views, hillside neighborhoods, and the quiet beauty that defines the higher elevations of Jack's Hill. It's a short adventure that reminds you how quickly Kingston transforms from urban energy to mountain calm.

Time

5:00 AM- Flow Head Office Parking Lot ,Half Way Tree Road

Difficulty

Moderate

Cost

Free to join

Meeting point

East Rural St. Andrew ( Blue Mountains)

Transport

Carpool or meet at the meeting point

🌿 What's There: The gardens still showcase unique orchids and many other plant species, with a spectacular view of the east side of the Blue Mountains, Strawberry Hills, and Kingston. You'll find global varieties of temperate and semi-tropical plants, from eucalyptus and rubber trees to cork oaks and lilies, plus a Bamboo Walk with a velvety moss floor. Lime Tree Farm The gardens are described as somewhat semi-abandoned, but the natural beauty more than compensates. 🏛️ History Established in 1868 by Governor Sir John Peter Grant, it was originally a centre for experimental botanical work. The cinchona trees planted there produce quinine, used to treat malaria, which is where the garden gets its name. In 1903, the Jamaican government leased Cinchona to the New York Botanical Gardens and, later, to the Smithsonian Institute

Time

7:00 AM — Meet at Trailhead

Difficulty

Moderate

Cost

Free to join

Meeting point

St. Andrew

Transport

Carpool or meet at the meeting point

Falling Edge Waterfall, also known as Bowden Hill Falls, is one of St. Andrew's best kept secrets, tucked away in the cool hills of Stony Hill, just 30 minutes from Manor Park in St.Andrew. The 40-foot cascade pours into a refreshing natural pool surrounded by lush greenery, reachable via a short 10–15 minute hike.

Time

5:00 AM

Difficulty

Hard

Cost

Free to join

Meeting point

Portland

Transport

Carpool or meet at the meeting point

Nonsuch Falls, tucked away in the rural community of Nonsuch in Portland, is Jamaica's tallest waterfall at 291 feet — standing even higher than Niagara Falls. It's a hidden gem managed by a local family, offering guided hikes through lush rainforest down to the base, where natural pools await. The trek is challenging but well worth it.

Time

6:30 AM

Difficulty

Hard

Cost

Free to join

Meeting point

St. Andrew

Transport

Carpool or meet at the meeting point

Catherine's Peak is the highest point in the parish of St. Andrew, rising to 5,050 feet within the Blue Mountains. It is named after Catherine Long, the wife of Sir Henry Moore, who served as Governor of Jamaica in the mid-1700s, as she is believed to have been the first white woman to scale the peak, making the ascent in 1760. The summit is easily spotted from a distance, identifiable by the cluster of communications antennas at the top. The trailhead begins at Newcastle, a Jamaica Defence Force training camp, where hikers can park and set off on foot.

Time

5:00 AM

Difficulty

Hard

Cost

Free to join

Meeting point

St. Mary

Transport

Carpool or meet at the meeting point

Kwame Falls is a picturesque, off-the-beaten-path waterfall tucked away in the rural community of Robin's Bay in St. Mary parish. It carries deep historical significance, being named after Kwame, a warrior who fought alongside the legendary Tacky in Jamaica's most notable pre-emancipation rebellion of 1760. To reach the falls, visitors embark on a roughly four-hour round-trip hike through lush tropical rainforest, crossing the Kwame River multiple times and taking in sweeping views of St. Mary's rugged coastline along the way. At the journey's end, a graceful cascade tumbles into a deep, refreshing pool, known for having warm spring-fed spots, surrounded by towering trees and vibrant foliage, making the trek well worth the effort for nature lovers and adventure seekers alike.