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Key West
Pepe's Cafe is one of Key West.

1. Pepe's Cafe

8.5
806 Caroline St (btwn Williams & Margaret St), Key West, FL
American Restaurant · 97 tips and reviews

Dan M.Dan Murphy: Under Old Management - doesn't mean, under the previous management, but rather Old (as in years) management.

Blue Heaven is one of Key West.

2. Blue Heaven

9.0
729 Thomas St (Petronia St), Key West, FL
Breakfast Spot · 422 tips and reviews

Dan M.Dan Murphy: Dirt floors, cats and roosters running about, ample portions to fuel up for the hard day ahead.

Sarabeth's is one of Key West.

3. Sarabeth's

8.5
530 Simonton St (Southard St), Key West, FL
American Restaurant · 51 tips and reviews
Camille's Restaurant is one of Key West.

4. Camille's Restaurant

1202 Simonton St, Key West, FL
Breakfast Spot · 59 tips and reviews
Five Brothers is one of Key West.

5. Five Brothers

8.4
930 Southard St (Grinnel), Key West, FL
Cuban Restaurant · 20 tips and reviews

Dan M.Dan Murphy: Looking for Cuban Coffee or Sandwich? This is the place!

Island Bicycle is one of Key West.

6. Island Bicycle

929 Truman Ave, Key West, FL
Bicycle Store · 2 tips and reviews

Dan M.Dan Murphy: There's no better way to see the island than on a bike (like a local.) Aside from the White House, Hemingway's Home, etc. go up and down the streets between Duval and White on the North side.

Harry Truman's Little White House is one of Key West.

7. Harry Truman's Little White House

8.5
111 Front St, Key West, FL
History Museum · 30 tips and reviews
Ernest Hemingway Home & Museum is one of Key West.

8. Ernest Hemingway Home & Museum

9.0
907 Whitehead St, Key West, FL
History Museum · 145 tips and reviews
Key West Lighthouse Museum is one of Key West.

9. Key West Lighthouse Museum

8.2
938 Whitehead St, Key West, FL
History Museum · 23 tips and reviews
Historic Key West Cemetery is one of Key West.

10. Historic Key West Cemetery

701 Passover Ln, Key West, FL
Cemetery · 16 tips and reviews
mile marker 1 is one of Key West.

11. mile marker 1

Key West, FL
Road · 4 tips and reviews

Dan M.Dan Murphy: Personally, I'm rather fond of Mile Marker 0.0 - somewhere close to the Post Office on Whitehead Street. But what the hey!

Sunset Key At The Beach is one of Key West.

12. Sunset Key At The Beach

7.5
Key West, FL
Beach · 5 tips and reviews

Dan M.Dan Murphy: For those staying at the Westin's Sunset Key property, this is as good as it gets. The property allows Westin KW patrons to pay for the ferry and stay on the very private beach all day.

Fort Zachary Taylor State Park Beach is one of Key West.

13. Fort Zachary Taylor State Park Beach

8.6
Fort Zachary Taylor State Park, Key West, FL
Beach · 97 tips and reviews

Dan M.Dan Murphy: Next best, semi-private beach in Key West (to Sunset Key.)

Smathers Beach is one of Key West.

14. Smathers Beach

7.8
S Roosevelt Blvd, Key West, FL
Beach · 61 tips and reviews

Dan M.Dan Murphy: If you can't do Sunset Key or Fort Zachary Taylor Beaches, then this is the last public beach.

Mallory Square is one of Key West.

15. Mallory Square

8.9
1 Whitehead St (Wall St), Key West, FL
Plaza · 143 tips and reviews

Dan M.Dan Murphy: I've never seen sunset hear - I usually see the sun going down over Sunset Key.Bleachers? Really? This is no way to watch sunset - with all due respect.

Fort Zachary Taylor Historic State Park is one of Key West.

16. Fort Zachary Taylor Historic State Park

8.8
601 Howard England Way, Key West, FL
State or Provincial Park · 31 tips and reviews

Dan M.Dan Murphy: Best place to watch the sunset in Key West (on land!) If you can get into Fort Zachary Taylor and head out to the pier (head west to the beach and go north.) Bring your cooler and kick back!

Sloppy Joe's Bar is one of Key West.

17. Sloppy Joe's Bar

8.5
201 Duval Street (at Greene Street), Key West, FL
Bar · 213 tips and reviews

Dan M.Dan Murphy: No doubt a good bar with live music. But if you want the authentic version head to Captain Tony's Saloon down the street.

Captain Tony's Saloon is one of Key West.

18. Captain Tony's Saloon

8.4
428 Greene St, Key West, FL
Pub · 77 tips and reviews

Dan M.Dan Murphy: Authentic dive bar of which Buffett sings. Although, too many Parrotheads now frequent, so I go around the corner to "The Green Parrott."

The Green Parrot is one of Key West.

19. The Green Parrot

8.5
601 Whitehead St (at Southard St), Key West, FL
Dive Bar · 117 tips and reviews

Dan M.Dan Murphy: This is the real deal. Good selection of beers and locals. Live music as well.

Bottlecap Groove Lounge is one of Key West.

20. Bottlecap Groove Lounge

7.5
1128 Simonton St (at Catherine St), Key West, FL
Bar · 9 tips and reviews

Dan M.Dan Murphy: Local's Place

Louie's Backyard is one of Key West.

21. Louie's Backyard

8.3
700 Waddell Ave (at Vernon Ave), Key West, FL
Seafood Restaurant · 123 tips and reviews

Dan M.Dan Murphy: Best view of the Atlantic Ocean (Louie's Backyard.) In a Victorian home with seats tiered so everyone has a view.The deck bar doesn't stink.

Strip House is one of Key West.

22. Strip House

1435 Simonton St, Key West, FL
Steakhouse · 7 tips and reviews

Dan M.Dan Murphy: Nice southern view of the Atlantic Ocean - complete with their 24 layer chocolate cake.

Latitudes Restaurant is one of Key West.

23. Latitudes Restaurant

8.6
Sunset Key, Sunset Key, FL
American Restaurant · 71 tips and reviews

Dan M.Dan Murphy: Want a free ride to Sunset Key? Make a reservation and travel out to a better view of the Sunset than you'll have at Mallory Square. The food will be pricey, but it's an incredible view of NW KW FL

Michaels Restaurant is one of Key West.

24. Michaels Restaurant

532 Margaret St (at Southard St.), Key West, FL
Steakhouse · 39 tips and reviews

Dan M.Dan Murphy: Quaint Key West Dinning in a nice neighborhood house.

Turtle Kraals is one of Key West.

25. Turtle Kraals

7.2
231 Margaret St, Key West, FL
American Restaurant · 51 tips and reviews

Dan M.Dan Murphy: On the docks; good food, good live food; good for an evening venue.

Sunset Key Cottages is one of Key West.

26. Sunset Key Cottages

7.6
245 Front St (Sunset Key), Key West, FL
Hotel · 9 tips and reviews

Dan M.Dan Murphy: Priciest - but private venue.

The Westin Key West Resort & Marina is one of Key West.

27. The Westin Key West Resort & Marina

245 Front St, Key West, FL
Resort · 32 tips and reviews

Dan M.Dan Murphy: My second favorite place to stay (because Sunset Key Guest Cottages are a tad pricey!) And you can pay for the Ferry to their private beach!

Casa Marina Key West, Curio Collection by Hilton is one of Key West.

28. Casa Marina Key West, Curio Collection by Hilton

8.1
1500 Reynolds St, Key West, FL
Hotel · 87 tips and reviews

Dan M.Dan Murphy: Alternative to the NorthWest side Westin properties, is the southward facing Casa Marina. Oceanfront and Poolside for Sunrise.