Tampa

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United States Southern States Florida Gainesville Jacksonville Orlando Tampa

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Orlando Day Trip Box by Guess Where Trips, illustrated with palm trees, a manatee and heron in a spring, Spanish-style buildings, a bell tower and an orange grove.

What's included in the Orlando Day Trip Box: 20 sealed trip envelopes and a map of all 20 trip areas.

(1)

Road Trip Box

Orlando Day Trip Box

20 day trips from Orlando: crystal-clear springs, old Florida charm, and beach towns.

$89

Lilac Road Trip Journal with a Detour Diaries cover label.

A hand holding the Lilac journal outdoors against green trees.

(2)

For the Road

Lilac Road Trip Journal

Track all your local adventures - big or small!

$25

The Surprise Which Way? Road Trip Game box on a light cream textured background. The packaging features a bright orange top and bottom band with white text, and a central white panel decorated with cute illustrations of cars, a backpack, a coffee cup, and a suitcase, all framed by a dashed orange border.

A hand holds a mini card with a travel-themed mystery question, surrounded by promotional text callouts on a warm off-white background.

(4)

For the Road

Which Way? A Surprise Road Trip Card Game

Go on your own mini surprise trip with Which Way. Simply pick a card to reveal your next...

$22

Gift Cards

Not sure what to get them? Our digital gift cards are sent when you want, to whoever you want, in any amount you want.

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Mint Road Trip Journal with a Detour Diaries cover label.

A woman holding the Mint journal in a sunny garden.

For the Road

Mint Road Trip Journal

Track all your local adventures - big or small - in one place with this fun road trip journal!

$25

A stylized map graphic showing an end destination with labeled locations: Gainesville 1 hr 50 min, Orlando 45 min, and Tampa 2 hr, connected by dashed brown lines to a central pin on a pale map background.

Ends Near Mt Dora, FL

(7)

Classic Road Trip

Boardwalks, Brews & Markets

Local markets, cool local brews, and a breezy boardwalk stroll to round out the day.

$65

Ends Near Gainesville, FL

(6)

Classic Road Trip

Old Florida Trail

Delightful small towns, local fare, and quirky roadside photo ops.

From $39

I've lived here for over 20 years and had never even heard of these places. Now we want to come back!

Meredith Z.

200,000+ Road Trips Sold200,000+ Road Trips Sold200,000+ Road Trips Sold200,000+ Road Trips Sold

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Which Way? A Surprise Road Trip Card Game

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Orlando Day Trip Box

Lilac Road Trip Journal

Which Way? A Surprise Road Trip Card Game

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Mint Road Trip Journal

Boardwalks, Brews & Markets

Old Florida Trail

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Orlando Day Trip Box

Lilac Road Trip Journal

Which Way? A Surprise Road Trip Card Game

Gift Cards

Mint Road Trip Journal

Boardwalks, Brews & Markets

Old Florida Trail

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