Make money on the road

Online Poker
This is the perfect money-making means for risk takers. Many travelers who have funded their trips from their winnings on Online Poker.

Farm Work

Construction

Dishwasher or Kitchen Staff

Donate Blood

Trim some bushes

Resell stuff

Handicrafts

Festival Stalking
selling $2 ponchos and umbrellas for double/triple the price out side of music festivals.

selling small stuff from door to door 

Find nice flowers, cut a pile and sell them around the night clubs. 

washing windows

offer to fix the guttering, drain, extract fans, and clear the fire exits at local businesses

(http://www.caretaker.org)
By joining this service (annual membership is approximately US$30), you will gain access to a classified system of people looking for caretakers in exchange for rent-free living. The opportunities vary widely in scope from ranch hands, to organic farm workers, campground hosting, motel management, nursing for the elderly, to just plain house sitting. Locales for your next potential gig could be anywhere in the world, from numerous U.S. locations, to Australia, to Europe and even Micronesia.


(http://wwoof.org)
WWOOF is an acronym for a number of different phrases, the most apt of which in my mind is “World Wide Opportunities on Organic Farms”. It is an international organization (located in over 70 countries) of organic farms, gardens, businesses, ranches, (you name it) where you can exchange your services for accommodations, food, and training.
Required services include basic garden and farm maintenance, as well as cooking, teaching, caring for children, and handy work. There is usually some work suitable for anybody willing to adopt this lifestyle.


(http://www.housecarers.com/)
If you are happy to spend your vacation house-sitting for somebody else, you may find the right opportunity here. You will find lists upon lists of people requesting house sitters for periods of time from a few days to a few months, anywhere in the world. In many cases there are a few hoops to jump through in order to gain the opportunity with liability and bonding issues, and already living or traveling in the same country carries an added advantage.
You can choose from the limited free membership options or the full US$45 one year membership, depending on your needs.


(http://www.organicvolunteers.com)
Much like Caretaker’s Gazette and woofing, you will find many worldwide opportunities to proverbially “pick blueberries for a living”. The prospects aren’t limited to organic farms though; you will find hostel management jobs, artist retreat internships, in addition to various agricultural and permaculture settings.
For US$20/year, membership will help you gain access to many great listings and a user-friendly system of contacting hosts and searching for opportunities.

(http://www.couchsurfing.com)
Couch Surfers are a network of people who are willing to open up their homes and hearts to frugal travelers, as well as be those travelers when they are not hosting guests. The site prides itself on referrals and having only high quality members, and has a comprehensive program in place to ensure the safety of both traveler and host. But as with any chance to stay at a stranger’s place for free, a prudent amount of caution should be exercised.

  Auto Driveaway offer is priceless – literally. They’re a delivery company that matches drivers with cars that need shipping, and all you pay is a refundable deposit and the cost of gas.
  http://www.autodriveaway.com/view_car_list

 Toronto Driveaway has fewer destinations available but offers trips to and from Canada. Once you are approved as a driver you may consider returning one of our client’s vehicles from Florida to Toronto during our peak season. From Mid March usually through mid May we pay the gas plus up to $250.00 Cdn bonus.