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Our Favorite Bars in Siesta Key, Florida

If you’re looking for a stunning vacation where you can relax on white quartz sand, swim in turquoise waters, and grab a tasty cocktail all in one day, look no further than Siesta Key, Florida.

clinking colorful cocktails at bars in Siesta Key

In this article, I’ll focus on some of the most fun places to get drinks in town.

Whether you’re going on a romantic getaway, a bachelor/bachelorette party, or an adventure-seeking group trip, you should check out my list of the best bars in Siesta Key, Florida, so you know where to get a drink before you go!

The Beach Club

5151 Ocean Blvd, Siesta Key, FL 34242
Phone: (941) 349-6311
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The Beach Club is a highly-rated music venue and bar within walking distance of Sarasota Beach.

They feature live bands seven days a week, so you’re always guaranteed to get a show if you go in the evenings, and they also have pool tables, excellent cheap pizza, and relatively affordable drinks.

Siesta Key Oyster Bar

5238 Ocean Blvd, Sarasota, FL 34242
Phone: (941) 346-5443
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Oysters are unsurprisingly the most popular menu item at Siesta Key Oyster Bar, but they also have a whole host of other delicious seafood here.

Located near Sarasota Beach, I like to visit this restaurant and bar for its fried calamari, lobster tacos, and PBR.

Plus, they have a specialty Bloody Mary that can help you start your weekend off right!

Daiquiri Deck

Multiple Locations
Phone: (941) 349-8697
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Daiquiri Deck has multiple locations in Siesta Key, but my favorite is the one on Ocean Blvd near Sarasota Beach.

I love frozen daiquiris during the day, and they truly know how to get creative with them! Plus, they have great live music performances and delicious nachos, so what more could you ask for?

Gilligan’s Island Bar & Grill

5253 Ocean Blvd, Sarasota, FL 34242
Phone: (941) 346-8122
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If you’re looking for a lively, cheerful, and airy space with a friendly environment and great happy deals, check out this tiki bar called Gillian’s Island Bar & Grill—another Ocean Boulevard locale.

Gilligan’s is a fantastic place to go dancing, especially when you’re on vacation and don’t care what anybody thinks! Plus, their Pina Coladas are super tasty.

Siesta Key Wine Bar

5138 Ocean Blvd suite c, Sarasota, FL 34242
Phone: (941) 552-9105
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Siesta Key Wine Bar offers a more sophisticated space on Ocean Boulevard, where you can cozy up in a dimly lit room and try out boutique wines and artisan cheeses.

The low-key setting makes Siesta Key Wine Bar a lovely choice for date night or an intimate group hangout.

The Blasé Café & Martini Bar

5263 Ocean Blvd, Sarasota, FL 34242
Phone: (941) 349-9822
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In the same general area, you’ll find The Blasé, a lively martini bar emphasizing cheerful vacation vibes.

I love going to this colorful space when I’m looking to have a good laugh and drink creative martinis, like the Peanut Butter Martini or Salted Caramel Martini.

3.14 Pi Craft Beer & Spirits

5263 Ocean Blvd, Siesta Key, FL 34242
Phone: (941) 346-1188
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This math-themed bar on Ocean Blvd may sound nerdy, but it’s one of the most unpretentious bars I’ve ever been to!

They have delicious, highly-flavorful pizza pies, which inspired its name, and an extensive selection of craft beer.

Sun Garden Cafe

210 Avenida Madera, Sarasota, FL 34242
Phone: (941) 346-7170
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Sun Garden Cafe is one of the best bars in Siesta Key, Florida, that’s not directly on Ocean Blvd, but still in the same area.

I can’t decide whether I like going here for breakfast or lunch more because I love drinking there, but their breakfast is so delicious!

This is why I usually go for “brunch” around 10:00 or 11:00 am and order mimosas along with their potato pancakes. It’s such a great way to start the day!

Siesta Key Summer House Steak & Seafood

149 Avenida Messina, Siesta Key, FL 34242
Phone: (941) 260-2675
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For a more upscale experience than most of the other bars on this list, visit Siesta Key Summer House Steak & Seafood.

This contemporary-designed bar and restaurant near Sarasota Beach offer something for everyone—steak, seafood, cocktails, wine, beer, and much more.

I’m not the biggest steak eater, so I usually get the lobster bisque, but my friends say their filet mignon is out of this world!

Final Thoughts

Eating clams and relaxing on the beach aren’t the only things to do in Siesta Key.

You can jet ski, join a drum circle, walk around the parks and trails, and finish the day with a cocktail, beer, or glass of wine at one of the best bars in Siesta Key, Florida.

Which one of these Siesta Key bars have you been to? Let us know your opinion about more fun places to go out in the comments below!

Best Bars in Siesta Key, Florida

  1. The Beach Club
  2. Siesta Key Oyster Bar
  3. Daiquiri Deck
  4. Gilligan’s Island Bar & Grill
  5. Siesta Key Wine Bar
  6. The Blasé Café & Martini Bar
  7. 3.14 Pi Craft Beer & Spirits
  8. Sun Garden Cafe
  9. Siesta Key Summer House Steak & Seafood
Please drink responsibly, be fully accountable with your alcohol consumption, and show others respect.

Written by Rocco

Rocco is a Florida State University alumnus with years of bartending and hospitality experience. From slinging hundreds of vodka sodas a night in jam-packed college bars to serving carefully crafted cocktails in upscale restaurants, there’s not much he hasn’t done behind a bar. Now, Rocco shares his knowledge and passion for all things alcohol-related here on My Bartender for bibulous readers everywhere to enjoy.

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