Couple in Siesta Key

Why Siesta Key is The Ideal for a Romantic Getaway

Are you trying to find the perfect vacation destination to take your sweetheart? Siesta Key, Florida, is perhaps one of the most underrated getaway spots in the Sunshine State.

Siesta Key boasts some of the most delicious restaurants, vibrant nightlife, and exciting outdoor activities that you could hope to find. Plus, the many convenient Siesta Key Beach resorts make it easy to stay in a relaxing locale without breaking the bank. Here are just a few of the reasons why you should pick Siesta Key for your next trip! 

Siesta Key truly has something for everyone, so no matter what you and your partner are interested in doing, you can find it right on the Key or just minutes away in Sarasota. 

couple silhouette in sunset

 Siesta Key Dining

When it comes to Siesta Key dining, there’s nothing you can’t find. From casual to elegant, from pizza and wings to fresh local seafood, this area truly has something to suit every couple and any palate. This list is definitely not all-inclusive, but these are a few of the best restaurants in Siesta Key to enjoy a romantic evening.

Summer House

Summer House offers, as they put it, “an elegant, relaxed transitional steak house with a seafood attitude.” Their steaks are aged for 40 days to achieve maximum flavor and tenderness, so whether you get a New York strip, filet mignon, or prime Angus ribeye, you know you’re getting the best quality product available. You can also enjoy the elegant, romantic atmosphere with a seafood entrée like the diver scallops or colossal lobster tail. Ask your wait staff what they would recommend for a wine selection to complement your meal; they have such an extensive wine menu that you’re certain to find a perfect pairing.

The Cottage

Another great option if you’re looking for something a bit more casual but still refined, The Cottage is an excellent place to dine. Situated right in the heart of Siesta Key Village, this restaurant puts a true emphasis on crafting unique, inspired, and mouthwatering dishes using the area’s freshest ingredients. Enjoy options like the Peruvian ceviche, sushi rice salad, filet mignon, sea scallops, and more. They also have a wide range of beers, wines, and cocktails for you to enjoy, as well as live music daily! You can dine inside to enjoy the eclectic décor or sit on one of two patios for an alfresco meal.

Ophelia’s on the Bay

Ophelia’s on the Bay is a favorite spot of locals and visitors alike, perfect for a romantic dinner with your loved one. This restaurant has been open since 1988 and has been the recipient of numerous awards and accolades, including consistently being named among the best restaurants in Florida by multiple publications. If you choose to dine outside, you’ll have a breathtaking view of the water and might even get to spot a dolphin or manatee! The menu rotates to feature the best local ingredients. Recently, guests have loved the Gulf black grouper, cedar plank roasted Faroese salmon, and sous vide tenderloin of pork. 

Siesta Key Oyster Bar

Do you and your partner want somewhere you can truly relax and not have to worry about getting all dressed up? Then head over to the Siesta Key Oyster Bar or SKOB. And don’t worry if you’re not a huge fan of oysters; they’ve got plenty of other delicious dishes for you to try. You’ll be just steps away from the beach and can enjoy your meal with a gorgeous view of the water. Listen to the live music while you enjoy menu options like oysters, clams, fish and chips, seafood tacos, grilled salmon, and so much more. Other than seafood, you can also find some of the most delicious burgers and wings that Siesta Key has to offer!

Café Gabbiano

Are you craving a taste of Italy? Head to Café Gabbiano. This intimate space offers the ideal atmosphere for celebrating a night out with your partner or enjoying an outdoor meal on the climate-controlled patio. Select from over 200 wine options before sampling menu selections like the Allen Brothers Filet Mignon, the Scaloppine Mamma Lucia, Pollo Parmigiana, or Salmon Sole Mio. Finish with a house-made dessert like the tiramisu, cannoli, or Key lime pie. Of course, they also offer cigar selections, authentic Italian coffee drinks, and tempting wine flights to finish off your meal as well!

Island House Tap and Grill

If you find yourself spending the day in Siesta Key Village, finish your evening with a meal at the Island House Tap and Grill. You can stop in for a delicious beer on draft or settle in for your dinner. Choose from specialties like the Steakhouse Burger, Lobster Mac n’ Cheese, Island House Power Bowl, and more. Pair your meal with a beer, or get bottles and cans to take back to your rental! We’d recommend you hang around, though, for one of the best Siesta Key happy hours from 3-6 p.m.!

Siesta Key Nightlife

Beyond the dining, what else is there to do near your Siesta Key resort rental or Siesta Key honeymoon suite? When the sun goes down, the town comes alive with its bustling nightlife scene. Throughout Siesta Key Village, you’ll find plenty of entertainment after dark. You can grab dessert or get some shopping done, or you can stop into one of the many beach bars in the area to listen to some of the most talented local musicians. The Beach Club and The Daiquiri Deck are two of the most popular places to spend the evening.

If you’re looking for something a bit more off the beaten path, make your way to the beach just before sunset to experience the Siesta Key Drum Circle! This event happens every evening and invites residents and visitors to join in the music, dancing, and entertaining. Bring a lawn chair or a blanket to spread out on the sand and enjoy the show! You’re welcome just as you are, so you don’t have to worry about getting dressed up. Just relax, enjoy the ocean breeze, and feel like part of the community. 

Plan Your Visit

So, have we convinced you that it’s time to come enjoy these Siesta Key activities for yourself? Tropical Breeze Resort has all kinds of quaint and romantic Siesta Key beach resort suites for you and your sweetheart to enjoy. Contact us today to learn more about our rental options!

couple holding hands on beach

Siesta Key Activities

No matter what time of year you visit Siesta Key, you’ll have plenty of chances to get outside and enjoy the incredible weather. Of course, you can take a dip in the ocean, but there’s so much more to do than just swimming! Head down to the Point of Rocks for some breathtaking snorkeling or visit J.N. “Ding” Darling Wildlife Refuge to go kayaking through the mangroves. 

You can also enjoy nature if you prefer to stay on dry land. The island has plenty of walking and hiking trail in Siesta Key that will take you through some of the most stunning nature in Florida! Look up to spot local bird species or simply look around you to see gorgeous flower and tree species. It’s the perfect way to escape the hustle and bustle of everyday life and just enjoy the company of the one you love most.

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