Private Tour
Available languages
Mobile ticket
Discover the natural beauty and charm of Jamaica with this affordable private water adventure from Kingston to Portland, return, via the scenic route through St. Mary or St. Thomas.
Free pickup from any central Kingston location, relax in a spacious, air-conditioned vehicle with complimentary Wi-Fi, bottled water, fresh fruit or light snacks.
Highlights:
-Photo ops and refreshing swim @Wag Water River (water levels permitting)
-Guided visit to the stunning @Reach Falls, one of Jamaica’s top hidden gems
-Lunch stop @Geejam Hotel OR the famous Boston Jerk Centre to enjoy world-renowned Jamaican Jerk
-Free time @Boston Beach to relax or take a dip
-Final stop @Errol Flynn Marina for dessert , 1 free scoop of ice cream per guest
-3 bonus photo ops or cultural stops - at no extra cost!
Enjoy one unforgettable day!
Public transportation options are available nearby
Suitable for all physical fitness levels
The remaining time is allocated for the travel time from one place to another as well as return travel time.
Travellers must take their own infant car seats if they require the use of a car seat.
Not recommended for travellers below the age of 6
For a full refund, cancel at least 24 hours before the scheduled departure time.
Boston Beach
Stop 3 - Discover the heart of Jamaican food and beach culture at Boston Beach, world-famous as the birthplace of authentic Jamaican jerk. This stop delivers a rich mix of flavour, relaxation, and local energy. Stretch out on golden sands framed by lush hills, or cool off in the clear Caribbean Sea, known for its refreshing waves and lively feel. The beach is spacious, scenic, and far less crowded than resort beaches. Relax under shaded seating, feel the ocean breeze, and enjoy reggae rhythms drifting from nearby jerk stalls. Boston Beach is also a local favorite, offering an authentic chance to experience real Jamaican culture, friendly conversations, and genuine hospitality. With vibrant food stalls, coastal views, and laid-back vibes, Boston Beach is the perfect place to eat well, swim freely, unwind deeply, and capture iconic photos—a true taste of Portland and Jamaica itself. -Iconic Photo Opportunities Capture colorful jerk stalls, coastal views, and vibrant beach scenes
Errol Flynn Marina
Stop 5: Stroll the boat yard of this yachting marina...The Errol Flynn Marina, the only marina in the Caribbean that can handle the largest yachts in the world, where you can enjoy dessert or a cocktail with a stunning view of the sunset. Photo ops against the backdrop of an alluring, calm blue ocean and luxury yacths. Take a moment to breathe in the tranquillity. Enjoy a complementary single scoop cone of Devon's House ice-cream on us!
Single Scoop Ice-cream at Errol Flynn Marina
WiFi on board
bottled water and a fruit or snack (baked goods / nuts) for each traveller
Air-conditioned vehicle
Admission to Reach Falls - must be paid directly at the location
each client purchases lunch at Boston Jerk OR Geejam Hotel for between USD$15-$40
Admission to Boston Beach - must be paid directly at the location
Select a pickup point
Pickup included
18 reviews
Total reviews and rating from Viator & Tripadvisor
Siobhan S,,Dec 8, 2025
- Review from Viator
I have been wanting to visit my parents birthplaces in Jamaica for a while now. St. Mary & Port Antonio will be for ever engraved in my mind. Thank you Kirk for the sentimental journey, you are so kind, informative & generous with your time. Thank you for going above & beyond! Despite the rain showers, our enjoyment was never dampened, the beach was beautiful and your telling of stories & agricultural knowledge was enjoyable 2
J2956GTjustinr,,Dec 4, 2025
- Review from Tripadvisor
Kirk was a great guide and took us to several memorable spots , food , relaxation , the whole nine yards. Most importantly he got us to and from our destinations safely. He was also very kind.
MDSJA,,Dec 4, 2025
- Review from Tripadvisor
Kirk is a very careful driver and gracious host. The experience was as pleasant as it was informative. Would definitely go with him again.
Vacationer497344,,Dec 2, 2025
- Review from Tripadvisor
What a wonderful experience! From pickup to drop off, Kirk was the ultimate host. Our trip was more like a drive out with family. The stop points were so beautiful, and relaxing that we didn't want to leave. My personal preference was Boston. We ate our belly full and swam to our hearts content. Kirk told us about each area and went with our preference. Reach Falls for natural beauty and the Marina looking out at the water. Looking at the area from two different lenses. I could go on and on. If you are looking for the consumate guide, a careful and conscious driver, who knows the lay of the land, book your next tour with Kirk. We personally can't wait for our next tour. Thank you Kirk, walk good!

elliev326,,Dec 2, 2025
- Review from Tripadvisor
The whole experience was amazing. My favorite part was definitely reach falls, but the beach was absolutely beautiful ❤️

Coastal14006244554,,Dec 2, 2025
- Review from Tripadvisor
The experience was amazing. Kirk, our tour guide, suggested locations to visit, while on the Portland trip, but he ultimately let us decide where we wanted to go and when. Everywhere he suggested was beautiful and beyond interesting. Upon arrival, the community embraced us like we were family they hadn't seen in years and I chalk that up to the relationships Kirk fostered. We got to swim/relax in a river with two to three large water falls and the two tone Caribbean sea for as long as we wanted at amazing prices. The jerk kitchen hw brought us to had a variety of food we could eat, and everything we had was delicious. Overall, i'd say I had a 10/10 experience and I can assure that it was based the professionalism and experience of our tour guide Kirk!

David S,,Jul 18, 2025
- Review from Tripadvisor
Kirk was a friendly and informative guide with good local knowledge and safe driver on the twisty Jamaican roads. The tour of Blue Holes is a must including a great local lunch spot and the drive through the Jamaican mountains is very scenic.
craigfJ4328EQ,,Jul 17, 2025
- Review from Tripadvisor
Wonderful trip full of fun and adventure. Great way to see the true Jamaica… Kirk our guide was fantastic - great energy and a man who knows the place like the back of his hand. Strongly recommended…
douglasbS1661PY,,May 26, 2025
- Review from Tripadvisor
I am an American who has retired in Jamaica. My wife and I have used Wes as a driver on many occasions, both for airport pickups and other trips around the island. He has a spacious, comfortable van with excellent air conditioning. Wes is courteous, trustworthy and very knowledgeable about all things Jamaican. If you’re lucky, he’ll bring along his young son Sterling, who is absolutely adorable. If you want to experience real Jamaica, book an excursion with Wes.
jeremykE6266AI,,May 25, 2025
- Review from Tripadvisor
Kirk was just essential for our trip to Kingston. He was reliable, kind, and helpful —went above and beyond to make our experience frictionless.
Operated by Kirk West