American Experiences: Discover San Antonio & Austin

Road trip through the Lone Star State

Venture through the heart of southern culture in San Antonio and Austin. Delight in the classic flavors of Tex-Mex while you discover why everything truly is bigger in Texas!



per person


Each American Experiences trip is designed for you to craft and customize your own adventure. Pick your own date, add or remove nights, upgrade your car, reverse cities, add on activities, and more. Our team of adventure experts has curated suggestions to make your trip incredible, and our team is standing by to assist you in creating your incredible adventure.

While crafting your road trip, be assured that your package includes centrally-located hotels, a Hertz car rental, breakfast daily, free hotel WiFi, and an adventure all your own.

*Above pricing quoted is per person, land, and air from Chicago.

Suggested Itinerary

Show Full Itinerary

Day 1: Arrive in San Antonio

Welcome to San Antonio, a city steeped in culture and history, and chock full of incredible experiences. Collect your rental car and check into your hotel.

Day 2: San Antonio

A multitude of heritages create the fabric of San Antonio, you'll immediately see the influences of Mexican, Tejano, German, Irish cultures and more. Explore downtown, The Riverwalk, and The Alamo, perhaps venture further and embark on a San Antonio Missions Tour, taking in Mission San Jose and Mission Concepcion. Remember, no trip to San Antonio would be complete without experiencing the food! Whether by foodie tour or on your own, San Antonio comes to life through bites.

Day 3: San Antonio > Austin

A short journey north today will bring you to Austin. The ride is less than 90 minutes, but you may wish to stop in the quaint historic district of Gruene (pronounced "Green"). Gruene was first settled in 1872 and boasts the oldest dance hall in Texas. You'll also enjoy popping into the General Store or perhaps stay for lunch at a local restaurant. Upon arrival in Austin, check into your hotel and let the adventure begin. Austin is known as the Live Music Capital of the World. The city's bustling energy, paired with incredible food and culture, makes for an amazing few days. Oh, and don't let the beauty of Lady Bird Lake escape without a stroll along the shore or a kayaking experience.

Day 4: Austin

Explore your way today - whether it's a guided bike tour to see the city, a walking foodie tour to explore by taste, or simply a quest to find some hidden gems. Keep in mind that food trucks are a huge part of Austin's culture - hunt for them on your own, or hop on the Austin Food Truck and Biker Ride, seeing the sights by fat tire electric bicycle and taste testing some of Austin's best Food Trucks.

Day 5: Farewell

Leave the cities of San Antonio and Austin behind today, heading back to reality.

Add-On Adventures

Show All Addons

San Antonio Walking Food Tour: Downtown Delicacies

Eat your way around downtown San Antonio on this small group food and walking tour—a great choice for first-time visitors and foodies. With this tour, skip the wait list and enjoy immediate seating at some of the Alamo City's best restaurants. Taste classic Tex-Mex, authentic Creole, and more. In between tastings, get the inside scoop on San Antonio’s food scene and learn about the city's rich cultural heritage.

Starting at $66 per person

San Antonio Missions Tour

See the Alamo and other landmarks on a private tour of San Antonio attractions. This itinerary also offers a look at Mission San José and Mission Concepción, both belonging to the San Antonio Missions National Historical Park. Visit the King William Historic District and Market Square. With a Local Leader on hand to interpret and share stories, you’ll gain a better understanding of San Antonio’s heritage.

Starting at $76 per person

The Barwalk - "The Classic"

No scripts, no PA's and no costumes, just warm welcomes, prompt service and heavy pours await as you leave the large groups behind and enjoy the ultimate insider way to discover the absolute best of San Antonio. From the Alamo, the oldest saloon in Texas and the oldest continually operated hotel in the west, you'll skip the ubiquitous franchises and follow in the footsteps of legends. Through less of a regimented, memorized tour and more of a conversation, you'll learn about everything from the Alamo to grisly unsolved murders, pop culture connections and the "seedier" side of San Antonio while enjoying unrivaled historical research all washed down with the best cocktails in the city.

Starting at $83 per person

San Antonio Ghost Tour

Get ready for a spooky night full of ghosts and things that go bump in the night. Professional paranormal investigators will lead you on a walking tour of San Antonio’s most haunted spots, while you learn the tragic stories of spirits unable to find their eternal rest. Learn why San Antonio is considered one of the most haunted cities in all of America… if you’re brave enough, that is.

Starting at $20 per person

Austin in a Nutshell Bike Tour

Pedal along the hike-and-bike trail that runs through Zilker Park and around Lady Bird Lake. Check out the Italian Renaissance Revival of the Texas State Capitol building while learning about the city's history as you roll through downtown. Head down Congress Avenue and cross over the Congress Avenue Bridge, where 1.5 million bats take shelter between the months of March to November. Continue to South Congress, Rainey Street, and the boardwalk trail. Get great photo opportunities throughout the bike tour while learning history from your Local Leader.

NOTE: Please have passengers' heights at time of booking to confirm correct bike size.

Starting at $65 per person

Private Secret Food Tour of Downtown Austin

Your Leader will navigate you past the tourist traps and into the best restaurants to make your city visit truly memorable. Austin has a great history and is known for their weird sense of the world, as well as a thriving music scene, cultural landmarks, and incredible food. With dishes dating back to the days of the Aztecs, this city is steeped in history. As you taste, you'll learn how the Aztecs, as well as immigrants, have shaped the flavors of this modern metropolis. As a private tour, everything works around you! No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!

Starting at $103 per person

Austin Live Music Crawl

Experience Austin's live music scene on a tour led by your Leader who is also a local musician. Visit as many as three iconic clubs and up-and-coming venues, and enjoy hearing live music with a group of fun fellow travelers. Don't get caught listening to cover bands, listen to authentic music in one of the world's music capitals.

Starting at $60 per person

Austin Food Truck & Biker Ride

Hop on an electric, fat-tired mini-bike to hunt down some of the tastiest food truck fare in Austin. With a local guide, check out some of the city’s memorable landmarks like Moody Theater, the HOPE Outdoor Gallery, the Driskill Hotel, and the Stevie Ray Vaughan statue. Along the way, stop for bites at popular food trucks to get a taste of the local flavor.

NOTE: Please have passengers' heights at time of booking to confirm correct bike size.

Starting at $83 per person


American Experiences: Discover San Antonio & Austin



Unscripted experiences, insider access and authentic local flavors

Our team of travel specialists and local contacts have curated some of the best, most exclusive and authentic experiences, restaurants and accommodations to truly immerse yourself in a way that wouldn't be possible in larger groups or just on your own.

Learn more about Club Adventures

More club adventures you might like

days, from $1,149