Self-Drive Route 66
Chicago to Los Angeles (20-days)
US$5,595
per person – TWIN SHARE
Price Includes:
All accommodation! (1 x night in Chicago)
Premium Rental Car / SUV: Inclusive of insurances and one-way fees (upgrades to convertible or similar based on availabilty)
Gilligans’ 150+ page Route Book & daily itinerary!
iPhone – with free international calling, free text and data; along with Gilligans’ ‘Turn by Turn Navigation’ across old Route 66
The BEST of Route 66: With Gilligans ‘self-drive tour’ – you’ll drive all of the best alignments, see everything you expect and much much more! You’ll also meet some of our good friends along the way – they’ll share their stories with you!
(*pricing subject to change)
ROUTE 66: Self-Drive Tour
Many say Route 66 Holidays are the best – and many of our past guests tend to agree!
Better still, with Gilligans – you’ll enjoy the ‘highway that’s the best’ – without all the planning, without needing a map of Route 66 and without trying to figure out where to stop and stay…
You only need to tell us the date you want to set off from Chicago – and we’ll take care of the rest!
Enjoy our fully-planned, 20-day odyssey across all eight states and more than 2,448 miles as you make your way to California, via the Grand Canyon and a 2-night side-trip to Fabulous Las Vegas!
You and a friend will experience the very best Route 66 attractions, motels and alignments from behind the wheel of a PREMIUM car or SUV.
Gilligans’ ‘Self-Drive Tour’ of Route 66 allows guests to enjoy Route 66 as if you’ve planned it yourself.
You’ll stop and enjoy the towns, places and iconic points of interest that are of interest to you – but with the added security of a detailed daily itinerary/Route Book along with our exclusive turn-by-turn navigation housed within the iPhone that we supply guests with.
Added to this, we’ll be in regular contact to offer suggestions, provide further insight to each day’s visits and it’ll ensure any questions you’ve got along the way get answered!
There is simply no better way to experience Route 66 in detail!
HURRY! Secure your Route 66 Self-Drive tour for 2025 TODAY!
“Without question – THE best tour of Route 66 available in the world” – Kevin Mueller (Blue Swallow Motel Owner – 2019)
Secure your 2025 Tour TODAY!
What’s included
- Quality accommodation – including nearly all hotel breakfasts
- One nights accommodation in Chicago (prior to departure)
- Car hire: Premium car or SUV – Inclusive of Insurances and ‘One-Way’ fees (upgrades to convertible or similar available subject to availability)
- Gilligans’ exclusive ‘turn by turn’ navigation programme across Route 66
- Gilligans’ comprehensive Route Book with over 150 pages of town by town notes for your journey!
- Gilligans iPhone with unlimited international calls, free texts & data!
Extras
- Airfares to Chicago / home from Los Angeles
- Rental car upgrades (if any – subject to availability)
-
Travel / Medical Insurance
- Fuel costs (approx US$400 for the entire journey)
- Lunches & Dinners + some breakfasts (eg. Las Vegas)
Conditions
- Driver/s must be over the age of 25 and hold a valid full driver’s license from your home country
- All participants must have relevant travel insurance for the USA
Contact us for a brochure