Frequently Asked Questions

  • People say Route 66 is gone, it no longer exists and is not worth trying to find - is that true?

    Not at all. Route 66 officially ceased to exist as a 'designated national highway' back in 1985, when it was decommissioned. It is however a common misconception that the road/s that WAS Route 66 no longer exist. Approximately 85-90% of what was Route 66 is still driveable today. With Gilligan’s, you will drive some of the oldest alignments of the old highway, some pre-dating even Route 66, that remain unsealed.

  • What's not included in the price for the 'Official Tour' of Route 66?

    The tour is very comprehensive. The only additional expenses you pay for is the fuel/oil for the car (approx. US$375 for the entire trip) along with lunches, evening meal, and your drinks. We include all breakfasts (except for Las Vegas) and we do include some evening meals and drinks. Obviously, what you choose to spend on souvenirs, cars, bikes or boats is at your discretion!

  • Other tours are shorter, some cost a little less – others cost more… What’s different about Gilligans?

    When it comes to choosing a tour, consider what you exactly you want to do. If Route 66 is what you want to see – then with Gilligan’s, Route 66 is what you get.

    Route 66 was a highway that ran from Chicago to Los Angeles though the middle of the country. Our ‘Official Tour’ of Route 66 starts in Chicago and finishes in LA, so apart from 2 nights in Las Vegas, we spend the rest of the tour travelling on what was Route 66. We don’t spend days getting to Chicago, or seeing other states. This is a pure Route 66 tour.

    Our costs are all inclusive – we include One-Way fees for rental cars, we include airfares and we include vehicle insurance with no excess.

    Quite frankly, if you want to start in Chicago and finish at Santa Monica pier (Route 66) then we offer a tour that will take you on some of the oldest alignments of Route 66, seeing more than most ever see.

  • Is the tour fully guided?

    Yes. Our guide/s are with you throughout every day of the tour. One of our most popular points of difference however is we don’t make you follow along in an inconvenient convoy.

    After the first few days, you will be able to pick and choose the stops that are of interest to you. There is nothing enjoyable about spending too much time at a museum that’s of no interest to you, to then be whisked away at another attraction far too soon.

    Everyone has different tastes, and we cater for that. Almost without exception, all the cars – no matter what they have done during the day arrive within about 20mins from 1st to last.

    If you want to stay with the guide/s and follow them as we travel 66, then you are more than welcome to!

  • Flights are included in the tour price – what about arriving or leaving the USA at different times?

    No problem at all! We will arrange flights either into or out of the USA on dates that you request. New York? San Francisco or perhaps extra days in LA or Hawaii on the way home – it is all possible and guests only pay any ADDITIONAL costs. All we ask is that you arrive in Chicago for the 1st night (Day 1) of the tour. Class upgrades are also possible and again, we only charge the difference in fares.

  • We are a little nervous about driving a LHD car on the other side of the road…

    In 2016, we have had guests that were in their late 70’s tear along Route 66 in a left hand drive Mustang! We start the tour with two short days, on quiet sections. Almost all are comfortable with the change in driving position within a few days. If however, you want to travel 66, but don’t want to drive; then why not ride-along with the guides in our comfortable passenger van?

  • I'm on my own, but I want to see Route 66 – can I travel alone?

    You sure can – and many have with us. There is a surcharge to cover the accommodation cost of a single traveller, but you can experience the same as everyone else from behind the wheel of a car, or with the guides in the van. Talk to us about how you prefer to travel.