Chicago to San Francisco Road Trip

18-to-Thirtysomethings, Chicago to San Francisco

Image by G Adventures

Tour description provided by G Adventures

Remember the country they sing about in "America the Beautiful"? The one with the spacious skies, gleaming alabaster cities, and majestic purple mountains? It’s still out there. Come see it with us. Ideal for wildlife enthusiasts and outdoorsy folk who want to see the country by day and revel downtown by night, this tour takes you across the Great West, from the City of Big Shoulders through Yellowstone and Yosemite and past herds of grazing bison to the City by the Bay. In a word: Perfect.

What’s included

  • Hands-on: Miller Brewery Tour and Tasting, Milwaukee
  • Entrance fees to all national parks, state parks, and national monuments with hiking and walking excursions
  • Mall of America visit
  • Wall Drug visit
  • Deadwood visit
  • Tioga Pass (seasonal)
  • Self-inflating mattresses and dome tents while camping
  • All transport between destinations and to/from included activities


  • Camp along the mississippi river
  • Hike the badlands
  • Marvel at yellowstone's geysers
  • Chill out at lake tahoe
  • Meet the wildlife of grand teton national park
  • Explore the streets of san francisco


Day 1 Chicago Arrive at any time. Additional Notes: This group tour departs the city early on Day 2. We recommend booking pre-tour accommodation in Chicago if you'd like to spend any time exploring the sights and sounds the city has to offer. It is, afterall, a massive sports hub (pro hockey, baseball, basketball and soccer teams!), home to an award-winning skyline, and has a history–and nightlife–steeped in blues and jazz. Included Activities: Arrival Day and Welcome Meeting
Day 2 Chicago/Frontenac (1D) Tour the Miller Brewing Company in Milwaukee and enjoy a beer tasting, then camp on the banks of the Mississippi River. Included Activities: Miller Brewery Tour and Tasting Transport: Private Vehicle (9.00 hour(s), 535km)
Day 3 Frontenac/Sioux Falls (1B, 1D) Enjoy a free morning at the largest shopping mall in America – the Mall of America. Afterwards, venture into South Dakota and head into the Great Plains and lands of the Sioux. Included Activities: Mall of America visit Transport: Private Vehicle (10.00 hour(s), 500km)
Day 4 Sioux Falls/Badlands National Park (1B, 1L, 1D) Travel through the Badlands before reaching the Black Hills. Transport: Private Vehicle (6.00 hour(s), 450km)
Day 5 Badlands National Park/Custer State Park (1B, 1L, 1D) Explore the spectacular, bizarre, and moon-like landscape at Badlands National Park. Discover Wall Drug, an American roadside wonder before reaching the famous Black Hills in the heart of South Dakota. Then take the scenic route to Custer State Park. Included Activities: Badlands National Park Visit Wall Drug Visit Transport: Approximate Distance to Custer: 250km (155 mi) Private Vehicle (6.00 hour(s))
Day 6 Custer State Park/Devils Tower (1B, 1D) Check out the larger than life ex-presidents of Mount Rushmore, tour around Crazy Horse Memorial, and stop off at Deadwood en route to Devils Tower in Wyoming. Included Activities: Mount Rushmore National Memorial Visit Crazy Horse Memorial Visit Deadwood Visit Transport: Private Vehicle (5.00 hour(s))
Day 7 Devils Tower/Bozeman (1B, 1L) Check out the the Little Bighorn Battlefield National Monument en route to the university town of Bozeman, Montana. Included Activities: Little Bighorn Battlefield National Monument Visit Transport: Private Vehicle (6.00-7.00 hours, 650km)
Day 8 Bozeman/Yellowstone National Park (1B, 1L, 1D) Yellowstone is beyond special. Geysers, waterfalls, wildlife, and scenic beauty are around every corner just waiting to be explored. In fact, Yellowstone National Park is a super volcano with the world’s largest active geyser field, boasting more than 10,000 geysers. The Park is also home to more wild animals than almost anywhere else in the U.S., including roaming bison, gray wolves, elk, black bears, and, of course, the famous grizzly bear. Included Activities: Yellowstone Northern Loop Excursion Transport: Private Vehicle (3.00-4.00 hours)
Day 9 Yellowstone National Park (1B, 1L, 1D) Travel through some of the most famous landmarks of Yellowstone, including Old Faithful, Grand Prismatic Spring, West Thumb, and Yellowstone Lake. Included Activities: Yellowstone South Loop Excursion Transport: Walking (4.00 hour(s))
Day 10 Yellowstone National Park/Jackson (1B, 1L) Stop at Jenny Lake in Grand Teton National Park and take in the tranquil surroundings. In the late afternoon, reach Jackson and marvel at the town square’s elk antler arches. In the evening, enjoy a night out with a true wild western atmosphere at the One Million Dollar Bar. Included Activities: Grand Teton National Park Visit Transport: Private Vehicle (5.00-6.00 hours)
Day 11 Jackson/Twin Falls (1B, 1L, 1D) Choose to go whitewater rafting or horseback riding during a free morning, then cross the border into Idaho. Stop off at Shoshone Falls en route. Transport: Private Vehicle (5.00 hour(s), 410km)
Day 12 Twin Falls/Reno (1B, 1L) Sit back and relax during a road trip day, crossing into Nevada. Enjoy the bright lights both in and outside the casinos in "The Biggest Little City in the World." Transport: Private Vehicle (8.00 hour(s), 740km)
Day 13 Reno/Lake Tahoe (1L, 1D) Arrive to Lake Tahoe after a short drive. Enjoy a free afternoon for hiking, lake activities or relaxing. Transport: Private Vehicle (1.50 hour(s), 110km)
Day 14 Lake Tahoe/Yosemite National Park (1B, 1L, 1D) With a keen eye and a little luck, spot black bears, deer or coyotes. Included Activities: Tioga Pass Drive Yosemite National Park Visit Transport: Private Vehicle (8.00 hour(s), 385km)
Day 15 Yosemite National Park (1B, 1L, 1D) Full day to explore Yosemite National Park. Hike the many trails Yosemite has to offer and be inspired by this beautiful and amazing landscape. Option to rent bikes in Yosemite Valley. Included Activities: Yosemite National Park Visit Transport: Private Vehicle
Day 16 Yosemite National Park/San Francisco (1B) Arrive at one of the most iconic cities in the world: San Francisco. The CEO will point out some popular sites on the drive into town. There's a lot to see and do in San Francisco. We recommend spending extra time here if you'd like to explore the city; speak to your sales agent to book extra accommodation. Additional Notes: If you are departing on arrival to San Francisco, you will not have enough time to participate in the Sunset Sailing extra. Post-tour accommodation is required to purchase this extra. Included Activities: Departure Day (Activities) Transport: Private Vehicle (6.00 hour(s), 230km)