You choose the destination, we send the surprises:
You Pick Trips
You’re the one in control. Pick where you’re going, and book your own transportation to get there; we’ll take care of the rest!
Trip Duration:
Minimum: 3-days, 2-nights
Maximum: 11-days, 10-nights
Trip Budget:
Budgets start at $500 per night
What does my budget include?
Pre-booked accommodations (hotel or bed + breakfast)
Curated recommendations for things to see, do, and explore in your destination that fit your unique interests
Dinner reservations for each night*
At least one pre-booked activity or gift card
Parking (if applicable) or a ride-share gift card
Pack Up + Go service fee
What is NOT included?
Round-trip plane or train tickets
Rental car reservations
Suggested stops to and from your destination
Reminder: The city you choose on your Pre-Trip Survey is where we will plan the You Pick Trip.
*On rare occasions, we can't book dinner reservations because of scheduling conflicts (a food tour that goes til 6 PM or a time restriction that gets you to the Destination after dinner time, etc) or because of unavailability (smaller destinations without bookable spots). If you have any questions or concerns about your Trip, please reach out!
You Pick Trip FAQs
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A Road Trip is a more “classic” Pack Up + Go Trip where your destination is a surprise! Your surprise destination will be 3-6 hours from home and you will drive there yourself. A Road Trip includes customized Road Trip directions from your home to your destination with pit stops along the way.
With a You Pick Trip, you decide your destination when signing up! This means you are selecting the city in which you will explore, and your ‘destination’ is NOT a surprise. You can select from dozens of cities around the US, all you have to do is get yourself there. You choose the destination, we’ll plan the surprises for you once you get there!
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Asheville, NC
Atlanta, GA
Austin, TX
Baltimore, MD
Bar Harbor, ME
Bentonville + Fayetteville, AR
Birmingham, AL
Boise, ID
Boston, MA
Bozeman, MT
Burlington, VT
Charleston, SC
Charlotte, NC
Charlottesville, VA
Chicago, IL
Cleveland, OH
Columbus, OH
Dallas, TX
Denver, CO
Durham, NC
Grand Rapids, MI
Honolulu, HI
Ithaca, NY
Key West, FL
Louisville, KY
Memphis, TN
Miami, FL
Milwaukee, WI
Minneapolis, MN
Nashville, TN
New Orleans, LA
Oklahoma City, OK
Orlando, FL
Palm Beach, FL
Park City, UT
Pensacola, FL
Philadelphia, PA
Phoenix, AZ
Pittsburgh, PA
Portland, ME
Portland, OR
Providence, RI
Richmond, VA
Salt Lake City, UT
San Antonio, TX
San Diego, CA
San Francisco, CA
San Juan, PR
San Luis Obispo, CA
Santa Barbara, CA
Santa Fe, NM,
Savannah, GA
Scottsdale, AZ
Seattle, WA
St. Augustine, FL
St. Louis, MO
St. Petersburg, FL
Washington, DC
Wilmington, NC
Kevin + Sierra’s Pack Up + Go You Pick Trip
Watch as they explore their hometown, Dallas, TX!
