Sarasota is a hot destination for entertainment, amazing architecture, delicious food, fun outdoor activities, art, and much much more. We want your vacation in paradise to be PERFECT! That’s why we are letting you in on a few Island Secrets and some of our favorite places on and off the Key!

Beautiful Beaches

Explore the Key


Siesta Beach

948 Beach Road, Siesta Key, FL 34242-2174

Crescent Beach
6499 Midnight Pass Rd Sarasota, FL

Turtle Beach

8918 Midnight Pass Rd Sarasota, FL 

Venice Beach

101 The Esplanade S. Venice, FL

 Nokomis Beach

100 Casey Key Road Nokomis, FL



Things to Do

Circus Museum at The Ringling

5401 Bay Shore Road, Sarasota, FL 34243

Marie Selby Botanical Gardens

900 S Palm Ave., Sarasota, FL 34236

Sarasota Jungle Gardens

3701 Bay Shore Road, Sarasota, FL 34234

Sarasota Art Museum of Ringling College of Art & Design

1001 South Tamiami Trail, Sarasota, FL 34236

Siesta Key Drum Circle

601 Canal Rd # 629, Sarasota, FL 34242-1929


Food and Drink 




Our favorite village spots:


Gilligan's Island Bar & Grill

5253 Ocean Blvd. Sarasota, FL 34242


Gilligan's Island Bar & Grill: Walk here from access #5 or #7 after a beach day for a casual, anything goes, atmosphere. This is a fun tiki bar retreat with great food and live music.  Ask to sit on the back patio and listen to the live band or challenge each other to a round or two of BAR GAME. Gilligan's turns into a nightclub around 10pm and is open until 2am. Dance the night away with locals and tourists alike.


  •     Pose for a picture with “The Captain
  •     Try the Unstoppable Nachos!
  •     Kids get a free frisbee with kid’s meal purchase
  •     Sometimes you can get lucky and find parking in the alley behind the restaurant


Island House Tap & Grill

5110 Ocean Blvd. Sarasota, FL 34242

Island House Tap & Grill: This hidden gem is one of the best places on the island. It is a scratch kitchen with an extensive beer selection. Don’t be alarmed by its small size, the food will knock your socks off.


  •     Live music most nights
  •     Sit outside and enjoy the sites of the Village
  •     Try the tuna nachos and the tacos
  •     Everything on the menu is amazing

Siesta Key Oyster Bar

5238 Ocean Blvd. Sarasota, FL 34242

SKOB-Siesta Key Oyster Bar: One of the most famous establishments on Siesta. Known as the hangout with the laid back, beachy atmosphere that will get you right into the island spirit. Spend an afternoon here enjoying the live music and the incredible locally sourced food. Write your name on a dollar bill and find a special place to hang it among the thousands of bills. Can you spot any famous names amongst the bills


  • Limited parking
  • Known to host celebrities of all kinds
  • Sit outside to enjoy people watching 
  • Live music every day/night


 Summer House

Avenida Messina Siesta Key, FL 34242

Summer House: This is one of our favorite “date night” places. “An elegant relaxed transitional steak house with a seafood attitude.” The food, atmosphere, and experience is worth every penny!


  • Reservations required
  • Take advantage of the valet parking
  • Try the Lobscargot as an appetizer
  • You can’t miss the 14ft fish tank


Village Café

5133 Ocean Blvd. Sarasota, FL 34242

Village Cafe: is our top pick for breakfast on the island! This family owned casual café has been in the village for decades. The friendly staff serves up filling portions of tasty food to satisfy every appetite.


  • Sit outside for people watching
  • Get there early, it draws a crowd of locals
  • Try the cinnamon roll. You won’t regret it



5200 Ocean Blvd. Siesta Key FL 34242

MVP- My Village Pub: Stop in this sports bar for what we think is the coldest beer in town! Enjoy the people watching from the open-air bar or grab an outdoor high-top table, order a few appetizers and catch the big game.


Other places not to miss in the village:

Meanies Mini Doughnuts

Big Olaf’s ice cream

The Fudge Factory

Siesta Key Wine Bar

Mojo Risin’ Coffee Co.

Blasé Café

3.14 Pi Craft Beer and Spirits


 Our favorite spots on the South end of the Island:


Ophelia's on the Bay 

19105 Midnight Pass Road Sarasota, FL 34242149

Ophelia’s on the Bay: voted Best Waterfront Restaurant, Most Romantic Restaurant, Best Continental Restaurant and Best Creative Menu by Sarasota Herald Tribune Readers' Choice! The most amazing thing about Ophelia’s is the Stunning views of the bay, especially if you're seated near the railing where you are looking right down into the water! This is the perfect date night spot on the island!



Spearfish Grille
1265 Old Stickney Point Road Sarasota, FL 34242

SpearFish Grill: 1265 Old Stickney Point Rd.- Local caught seafood, creative island bites and unique craft beer makes Spearfish Grill the perfect casual joint to enjoy after a day on the water. Situated right next to one of Siestas top marinas, Safe Harbor Siesta Key, you can hop off your rental boat and walk up the counter at Spearfish and order the freshest seafood around!


  • The Tuna Nachos are the perfect snack to share
  • Try the Hog Fish. You can’t find it often, but it is the BEST!
  • Live music most nights
  • Get there early, it draws a crowd of locals
  • Laid back vibe-order at the counter and the food is brought to you


 Captain Curt's Crab & Oyster Bar

1200 Old Stickney Point Road Sarasota, FL 34242

This “Old Florida” style restaurant will take you back in time to an era where good, fresh seafood was a standard and a casual family atmosphere still exists. Stop in for their award-winning clam chowder, stay for the tiki bar and live music. The Travel channel named Captain Curt’s The Best Family Restaurant on Siesta Key!

  • Try the clam chowder
  • Grouper Fingers to share
  • Grab a souvenir Tiki cup from the Tiki bar and enjoy discounted drinks all night

**Other places not to miss on the South end 

Orange Octopus

Big Water Fish Market

Crescent Club Bar & Package - Siesta Key (You might see a few Siesta Key stars hanging out here)

Anna’s Deli-The most amazing sandwiches