Northern Rockies
Jackson Hole, Yellowstone, Big Sky, Glacier National Park's Going-to-the-Sun Road and the Beartooth Highway, starting and ending in Jackson Hole.
- 17–25 Jul2027 · Jackson Hole round trip
- 8 days5 driving days, 2 free days
- ≈1,250 miAbout 2,010 km of driving
- From $7,000Per person · $2,500 deposit
Or call us: +1 866 803 7483
The trip
Four towns in eight days, and time to enjoy every one of them.
Eight days through Wyoming and Montana, starting and ending in Jackson Hole. We cross Yellowstone to Big Sky, head north to Whitefish for three nights and a full day on Going-to-the-Sun Road in Glacier National Park, then come back over the Beartooth Highway and through Yellowstone to Jackson Hole, with a last day in the Grand Tetons.
We handle the route, the hotels, every meal and your luggage. You drive.
Four moments you'll remember
Yellowstone, on the way north
We cross Yellowstone National Park on the way to Big Sky, and again on the last run home.
Going-to-the-Sun Road
A full day on Glacier National Park's mountain road, from our base in Whitefish.
Three nights in Whitefish
A base in Montana's mountain town, with a day for activities or for nothing at all.
The Beartooth Highway home
Over the Beartooth Highway from Red Lodge, then back through Yellowstone to Jackson Hole.
The route
A loop of Wyoming & Montana, starting and ending in Jackson Hole
- Jackson HoleArrival1 night
- Big SkyThrough Yellowstone1 night
- WhitefishGlacier National Park3 nights
- Red LodgeBefore the Beartooth Highway1 night
- Jackson HoleGrand Tetons, farewell2 nights
At a glance
- Fly in
- Jackson Hole (JAC). We meet you with a private transfer.
- Fly out
- Jackson Hole (JAC), on Sun 25 Jul
- Currency · time
- US dollar (USD) · Mountain Daylight Time (GMT−6)
- Who can join
- Drivers with a full license; passengers from age 10
Day by day
The road book
Turn-by-turn road book shared once you reserve
Sat 17 Jul · Arrival
Day 1: Arrive in Jackson Hole
Jackson Hole · fly in to Jackson Hole (JAC)
Arrivals, then time to explore Jackson Hole.
- Stay Jackson Hole
Sun 18 Jul · Driving day
Day 2: Through Yellowstone to Big Sky
Jackson Hole → Big Sky
North through Yellowstone National Park and into Montana.
- Stay Big Sky
Mon 19 Jul · Driving day
Day 3: North to Whitefish
Big Sky → Whitefish- Stay Whitefish
Tue 20 Jul · Driving day
Day 4: Going-to-the-Sun Road
Round trip from WhitefishA full day on Glacier National Park's mountain road.
- Stay Whitefish
Wed 21 Jul · Free day
Day 5: A day of activities in Whitefish
WhitefishPick an activity, or take the day off. Our third night in Whitefish.
- Stay Whitefish
Thu 22 Jul · Driving day
Day 6: South to Red Lodge
Whitefish → Red Lodge- Stay Red Lodge
Fri 23 Jul · Driving day
Day 7: The Beartooth Highway and back through Yellowstone
Red Lodge → Jackson Hole- Stay Jackson Hole
Sat 24 Jul · Free day
Day 8: Activities in the Grand Tetons
Jackson HoleOur last full day, in Grand Teton National Park.
- Stay Jackson Hole
Sun 25 Jul · Departure
Day 9: Departures
Jackson Hole · fly home from Jackson Hole (JAC)Airport transfers to Jackson Hole (JAC).
Your car
Bring the car you love, or drive one you've always wanted
Every spot comes with a place in the convoy for one car.
Bring your own
We'll help you arrange shipping to Jackson Hole and back. Transport isn't included in the price.
Rent one for the trip
Reserve your spot, then we'll put you in touch with our rental partners.
What's included
Everything except the flights and the fuel
Included
- A route and road book designed for this trip
- Every hotel night, and all meals and drinks
- All activities
- Airport transfers in Jackson Hole
- Full luggage support between hotels
- Adventure Drives swag
- On-call support, 24 hours a day
Not included
- Flights to and from Jackson Hole
- Shipping your car, or a rental car
- Fuel and tolls
- Personal extras at the hotels
Dates & prices · 17–25 Jul 2027
Choose your spot
Every spot includes the same trip. The difference is who shares your car and your room.
After you reserve
What happens between now and Jackson Hole
- TodayYour spot is held$2,500 deposit. You'll get a confirmation by email.
- After you bookWelcome callWe get to know you, your car and anything you need from us.
- Before the tripYour road book arrivesHotel names and the exact route, plus your profile, waiver and flights.
- By 17 Jun 2027Fully paidIn one payment or monthly, charged automatically to your card on file.
- 17 Jul 2027We meet in Jackson HoleYour road book is waiting at the hotel.
Your hosts on the road
Shivam Parikh
Founder
Rob Ferretti
Founder
What drivers say
“It's like if Top Gear and Anthony Bourdain had a baby.”
“I basically felt like I found a new family.”
“It is a road trip on steroids! This was the road trip of a lifetime!”
Do I need an exotic car to join?
No. A sports car is recommended but not required. Fun roads deserve a fun car, so bring whatever you'll enjoy most, or we'll help you rent almost anything.
Is this a race?
No. We're not a rally: no time cards, and no prizes for getting anywhere first. There's far too much to see to rush past it.
What if my car breaks down on the road?
We'll help. You'll have our team's numbers for the whole trip, 24/7.
I don't have a co-driver. Can you pair me with someone?
Yes. Choose a half spot and we'll pair you with another driver with similar interests.
Do I have to join every activity?
No. Take a detour and plan your own adventure before the night's stop if you like. We'd just say our plans are usually worth sticking around for.
What if the trip is cancelled?
Our trips run. However many cars are coming, we go.
Wyoming & Montana · 17–25 Jul 2027