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Fall is the perfect time for a road trip, and there are so many incredible destinations within a few hours of America’s biggest cities.  So pack up your tent, or rent an RV and hit the road!  Here are some of our favorite destinations.

San Francisco Road Trips

kayak rental antioch ca

Antioch, CA

Highlights

Perfect for

  • Water sports enthusiasts
  • Nature lovers
  • A quick getaway less than an hour the hustle-bustle of city life
  • All seasons

Budget

Starts from $18 per hour

Distance from San Francisco

45 miles

Enjoy Napa Valley

Napa, CA

Highlights

Perfect for

  • Wine lovers
  • Nature enthusiasts
  • Vineyard dates
  • Bachelorette parties

Budget

Starts from $25 per day

Distance from San Francisco

50 miles

Santa Rosa, CA

Highlights

Perfect for

  • Wine and adventure lovers
  • Romantic trips
  • Family events

Budget

Starts from $139 per day

Distance from San Francisco

55 miles

tahoe bike rental

Truckee, CA

Highlights

Perfect for

  • Family bike rides around Lake Tahoe
  • Shredding downhill MTB trails at Northstar Resort
  • Sunset Lake Tahoe kayak or SUP adventures
  • Ski and snowboard aficionados

Budget

Starts from $20

Distance from San Francisco

185 miles

santa cruz california activities

Santa Cruz, CA

Highlights

Perfect for

  • Exploring the Pacific Coast
  • Learning to SUP with the family
  • Romantic couples adventures

Budget

Starts from $30

Distance from San Francisco

70 miles

New York Road Trips

portland maine

Raymond, ME

Highlights

Perfect for

  • Romantic Maine sunsets aboard a kayak or SUP
  • Wildlife sightings like deer, ducks, blue herons, and loons

Budget

Starts from $29

Distance from New York

330 miles

 

Boston, MA

Highlights

  • Bike tours of Boston, Cambridge, and the surrounding areas
  • Rent a bike to explore Boston’s trails or roads: choose from a mountain, hybrid, road or electric bike for a self-guided tour!

Perfect for

  • Exploring more of the beautiful city on two wheels
  • History buffs

Budget

Starts from $40

Distance from New York

215 miles

ocean city maryland

 

Atlanta Road Trips

Atlanta road trips

Destin, FL

Highlights

Perfect for

  • Looking for dolphins, rays, schools of fish, sea turtles and other marine life
  • Romantic outings
  • Family fun at the beach

Budget

Starts from $30

Distance from Atlanta

335 miles

Dauphin Island, AL

Highlights

  • Kayak tours to explore the beautiful Gulf beaches
  • See dolphins, sea turtles, alligators, many species of birds including red-headed woodpeckers, hawks, egrets, storks, and possibly even a pirate or two

Perfect for

  • A peaceful getaway to uncrowded beaches
  • Wildlife enthusiasts
  • Eco Adventures
  • Nature photography

Budget

Starts from $39

Distance from Atlanta

362 miles

 

Los Angeles Road Trips

Los Angeles road trips

Malibu, CA

Highlights

Perfect for

  • Learning to surf
  • Day trip or weekend getaway to the beach

Budget

Starts from $90

Distance from  Los Angeles

33 miles

San Diego, CA

Highlights

Perfect for

  • Family getaways
  • All seasons

Budget

Starts from $18

Distance from Los Angeles

120 miles

santa barbara surfing lessons

Santa Barbara, CA

Highlights

Perfect for

  • Wildlife photographers
  • Family surfing lessons

Budget

Starts from $25

Distance from Los Angeles

95 miles

Chicago Road Trips

Chicago road trips

 

Boundary Waters, MN

Highlights

Perfect for

Budget

Starts from $39

Distance from Chicago

472 miles

 

Door County, WI

Highlights

  • Explore Door County peninsula’s off-shore islands, caves and wave-worn limestone cliffs by kayak or SUP
  • Discover the peninsula effortlessly with an electric bike rental
  • 300 miles of stunning shoreline and tucked away bays, bluffs, lighthouses and more

Perfect for

  • Exploring Lake Michigan
  • Family adventures
  • Weekend getaways

Budget

Starts from $30

Distance from Chicago

245 miles

copper harbor kayak rentals

Copper Harbor, MI

Highlights

Perfect for

  • Discovering Lake Superior’s barrier islands, finger bays, sea caves, cliffs, and spiny ridgelines
  • Visiting Isle Royale National Park

Budget

Starts from $18

Distance from Chicago

462 miles

No matter where you choose to visit this fall, make sure you follow Leave No Trace principles, and recreate responsibly outdoors to ensure our wilderness areas stay pristine for generations to come.

Why Trust Us?

We fully understand how tough it is to find trustworthy travel advice, and that’s one of the main reasons we built TripOutside. We live for outdoor adventure, and we take these blogs and content very seriously. Here are some of the reasons you can trust us:

  • We only work with the highest-rated outfitters in the industry.

  • We’ve traveled to hundreds of destinations that you see on TripOutside in our RV over 6 years and want to share the places that we love with you.

  • We don’t distract you with any ads and never sell your personal information, ever.

  • We are a small, self-funded team and only grow with your support. You can support us by booking your next outdoor adventure on TripOutside.

  • We want to help you get outside. Please share your feedback with us on how we can help make TripOutside work for you!

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