5 Day Restaurant Itinerary for Key West, FL

Eat your way through Key West, FL like you are Guy Fieri or another Food Network host with our curated list of restaurants seen on popular TV shows like Diner's Drive-Ins and Dives and 50+ other FoodTV shows.

You can also use our AI Restaurant Concierge to further refine your plans or just explore more restaurants on TV.

Trip Itineraries for Key West, FL:

1 Day TripWeekend Trip5 Day Trip

Day 1

Breakfast

Restaurant: Pepe's

Show: Drinking Made Easy

Known For: Known as the oldest eating house in the Florida Keys, recognized for its delicious Key Lime Pie.

Pepe's

Lunch

Restaurant: Blue Heaven

Show: Food Wars

Known For: Famous for the delicious mountain of meringue they pile on top of their key lime pies.

Blue Heaven

Dinner

Restaurant: Sloppy Joe's Bar

Show: Drinking Made Easy

Known For: A historic bar known for its live music and signature cocktails, once frequented by Ernest Hemingway.

Sloppy Joe's Bar

Dessert

Restaurant: Kermit's Key West Key Lime Shoppe

Show: America's Best

Known For: Renowned for its key lime pie on a stick.

Kermit's Key West Key Lime Shoppe

Day 2

Breakfast

Restaurant: Southernmost Beach Cafe

Show: Food Paradise

Known For: Duck fat seared scallops with a beautiful beachside view.

Southernmost Beach Cafe

Lunch

Restaurant: Garbo's Grill

Show: Diners, Drive-ins and Dives

Known For: Amazing Korean style tacos.

Garbo's Grill

Dinner

Restaurant: Half Shell Raw Bar

Show: Pizza Cuz / Pizza Masters

Known For: Fresh Lionfish and conch fritters while sipping on some shipwreck rum.

Half Shell Raw Bar

Day 3

Breakfast

Restaurant: Sandy's Café

Show: Bizarre Foods America

Known For: Iconic window-service restaurant known for their signature buchi coffee.

Sandy's Café

Lunch

Restaurant: DJ's Clam Shack

Show: Diners, Drive-ins and Dives

Known For: Northeastern and Southern fried fish and seafood, especially the clams.

DJ's Clam Shack

Dinner

Restaurant: El Siboney Restaurant (Downtown)

Show: Man vs Food

Known For: Ropa vieja, a traditional Cuban dish.

El Siboney Restaurant (Downtown)

Day 4

Breakfast

Restaurant: Island Dogs Bar

Show: Drinking Made Easy

Known For: Cool and laid back island vibe with exotic hot dogs and local live music.

Island Dogs Bar

Lunch

Restaurant: Firefly Key West

Show: Pizza Cuz / Pizza Masters

Known For: Unique spin on the famous Key Lime Pie.

Firefly Key West

Dinner

Restaurant: Roostica

Show: Pizza Cuz / Pizza Masters

Known For: Wood-fired pizza with an incomparable island flair.

Roostica

Day 5

Breakfast

Restaurant: Bahama Gardens

Show: Rachael Ray - $40 a Day

Known For: A moderately popular spot known for its Caribbean vibe.

Bahama Gardens

Lunch

Restaurant: SALUTE! on the beach

Show: Food Paradise

Known For: Ditalini and cheese with shrimp.

SALUTE! on the beach

Dinner

Restaurant: Schooner Wharf Bar

Show: Drinking Made Easy

Known For: An island institution with nightly live music and beautiful views of classic yachts.

Schooner Wharf Bar
Reminder: These plans are AI generated for your convenience. Please review them before planning a trip around them.