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Rickshaws & Ridiculous Decisions

What to Expect
A custom-built Sri Lanka adventure anchored by the Rickshaw Run — one week crossing the country in a tiny three-wheeled vehicle with a questionable sense of direction.
We build the smarter bits around the chaos: flights, arrival timing, pre-run prep, post-run recovery, and enough room for the story to get weird.
The goal is the story.
Rickshaws & Ridiculous Decisions is what happens when adventure travellers hear “tiny three-wheeled rickshaw across Sri Lanka” and somehow decide that sounds like a reasonable use of vacation time. This is the Rickshaw Run Sri Lanka with The Adventurists — a one-week, tiny-vehicle misadventure through dense jungles, beaches, dirt tracks, elephants, wrong turns, roadside chaos, and the kind of travel decisions that make excellent stories later. The route takes about a week, depending on how lost you get — which feels less like a warning and more like the entire point.
This is not a polished, hand-holding, matching-hat kind of trip.
This is not a luxury escape.
This is not where you go to come home rested and sensible.
The goal is the story. You and your people. One ridiculous rickshaw. A very loose sense of direction.
Planned Run dates in Sri Lanka
Dec 31, 2026 to Jan 8, 2027
March 11 to March 20, 2027
Sept 30 to October 9 2027
Pricing Starting From: $4,600* CAD per person + on adventure expenses not included (budget appx $1000/pp) - This is a custom-designed travel proposal, not a guaranteed package.
Before you pack your emotional-support roadside repair kits: * Starting price is for inspiration and planning only and is based on triple occupancy and estimated Adventurist Rickshaw Run entry fees, exchange rates, accommodation, flights, transfers, and select activities. Actual pricing can shift based on flights, hotel rates, transfers, travel dates, taxes and exchange rates, number of travellers, and how fancy or feral you decide to make this thing. Pricing can change until confirmed in writing.
What we handle / What stays loose
We handle the smart stuff
- Flight routing
- Arrival and departure timing
- Pre-run stays
- Post-run recovery
- Transfers and logistics
- Insurance guidance
- The overall trip flow
We leave room for the weirdness
- Wrong turns
- Roadside stops
- Food discoveries
- Questionable group decisions
- Whatever happens between Point A and wherever the hell you actually end up
Final inclusions and pricing depend on your approved quote and selected suppliers.
Partner Note
This custom itinerary is built around the Rickshaw Run Sri Lanka as provided by the Adventurists. The Adventurists fit the Second Shift vibe because they turn travel into a story before you even leave. Their trips are weird, bold, a little chaotic, and built for people who want more than a polished, predictable vacation. Tiny vehicles, loose routes, big laughs, and questionable decisions? Very much our kind of nonsense..
Want to see all that The Adventurists have in the lab? Click here.
Inclusions from The Adventurists
click here for most up to date list - from the Adventurists
The Rickshaw - A state of the art 3-wheeled, 4-stroke air-cooled rickshaw rented from the local community to help boost their income, along with all the required paperwork.
Fully Comprehensive Insurance - Fully comp insurance for the rickshaw covering all drivers and parties.
Local Approved Driving License - You need a local driving license to drive a rickshaw in Sri Lanka, so we sort this out for you ahead of your arrival.
A day of Test Driving and adventure prep - A day of adventure prep and test driving including rickshaw driving lessons from the Rickshaw Run crew, including meeting the excellent people who will be adventuring with you.
Rickshaw repair lessons - Our expert mechanics will bestow their knowledge in sessions covering basic maintenance a
Team Flag to Pimp your Ride - A ruddy great big flag, designed by you to mount upon your steed.
Official Team Swag = We like to give you some stuff along the way. So each team member will ceremoniously receive...
- A Rickshaw Run patch to prove your metal
- A Rickshaw Run t-shirt in case you forget spare clothes.
Launch Party & Launch Day Ceremony - A ruddy great big knees up including dinner, some free drinks and awesome DJ. Plus an official send off ceremony on launch day.
Finish Line & Finish Party - We set the stage for your finish line photo and round things off with another bloody great big knees up to swap tales from the road. Much back slapping and a bit of falling over is likely.
The Adventure in between - 7 days of adventuring magnificence, offering the best and worst that Sri Lanka can throw at you and all the stories and glory that go with it. Off-road tracks, lush tropical forests, sand strewn beaches, lagoons, mountainous highlands, rivers and tea plantations all perfectly blended with the 3-wheeled unreliability of an auto-rickshaw.
The Knowledge - Info from our team of experts to advise you how to get to the start line, the best outfits for the parties and the best biscuits to pair with Ceylon tea. Plus the team handbook with all the pre adventure knowledge you need so you can keep the bit between the start and finish focused on getting totally lost.
A community of likeminded idiots - We'll introduce you to Sri Lanka Rickshaw Run veterans if you want a chat before the adventure. Most importantly you get the company of fellow Adventurists in Sri Lanka. You're joining a collective of genius-idiots drawn to the call of overland stupidity.
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This adventure is a great fit for travellers who like:
- Ridiculous adventure travel
- Travelling with friends who enable questionable decisions
- Dirt tracks, wrong turns and roadside chaos
- Scrappy, story-heavy travel
- Trips that come with better stories than souvenirs
This is not where you go to come home rested and sensible.
The trip rhythm
ARRIVE & GET YOUR SHIT TOGETHER
- Fly. Land. Sleep. Adjust. Prepare.
DO THE RIDICULOUS THING
- Seven days. One rickshaw. Sri Lanka. Good luck.
RECOVER
- Beach. Proper bed. Question your choices.
GO HOME WITH STORIES
- And approximately 900 group-chat references nobody else understands.
Ready to make a terrible idea into an excellent trip?
Get your personalized quote, claim your spot, and start preparing for the kind of adventure your group chat will reference for the rest of your natural lives.
Bring your crew.
Pack your sense of humour.
Leave room for the story to get weird.
Itinerary
Colombo, Sri Lanka
Colombo, Sri Lanka
Tangalle, Sri Lanka
Sri Lanka
Sri Lanka
Sri Lanka
Sri Lanka
Sri Lanka
Sri Lanka
Sri Lanka
Negombo, Sri Lanka
Negombo, Sri Lanka
Colombo, Sri Lanka
Colombo, Sri Lanka
Full Itinerary

Your Advisor
Suzie Robinson
Second Shift Adventures - Powered by Fora

susan@secondshiftadventures.ca
4037101982