Seaside Legends

One-Day, Self-Guided, Mystery Road Trips
Explore the iconic areas of Florida through little local legends sprinkled throughout your day. Expect picturesque beaches, tasty eats, a historic city, and so much more.

Trip Highlights
— A historic beachside town
— Picturesque ruins with a story
— Oceanside eats in a funky setting
— Pristine beaches, a lighthouse, and historic haunts

Available to Depart
This trip is best done Wednesday - Sunday throughout the year.

Suggested For
— History Buffs
— Beach Bums
— Weekend Getaways
— Couples

Itinerary
Stop 1:
We’ve recommended some incredible ruins for a photo op, and a few coffee shop suggestions for some road trip fuel! Drive time to the second stop is 15 minutes.

Stop 2:
Wander through a waterside park with an interesting connection to the past, or opt for gorgeous gardens ($). Drive time to the third stop is 5 minutes.

Stop 3:
The lunch option on this trip has the ultimate oceanside aesthetic and tons of tasty bites! Enjoy your meal on the beach nearby. Drive time to the fourth stop is 20 minutes.

Stop 4:
This historic town really packs a punch, so choose your own adventure full of scenic sights, haunted stories, or an outdoor adventure.

Can Depart From:
— Orlando Area
— Jacksonville Area
— Gainesville Area

What You'll Need to Bring:
— Bathing suit
— Cash
— Sunscreen
— Beach towel
— Road trip snacks
— Walking shoes
— Water

Additional Details:
— Kid-Friendly
— Dog-Friendly

From Orlando:
3 hours and 45 minutes / 214 miles

From Jacksonville:
2 hours and 50 minutes / 145 miles

From Gainesville*:
4 hours and 10 minutes / 190 miles
*We recommend booking an overnight hotel if the driving distance is greater than 4 hours round-trip.

This trip is best done from Wednesday - Sunday throughout the year.

We recommend leaving anytime between 8:00 and 9:00 am. The later you leave, the less time you may have to complete all of the stops.

You can bring your furry friend, but it may limit you from going into some of the recommended stops. Please keep your dog on a leash at all times.

We recommended bringing up to 5 people on your surprise road trip. If you're bringing a larger group, we highly recommend having one person in charge of booking reservations at restaurants and attractions in advance.