Best Siesta Key Restaurants for Valentine’s Day Dinner

With so many ideal date night spots on Siesta Key, Valentine’s Day is bound to be a treat. From brick oven pizza to tropical fusion to fine dining seafood, there’s something for every couple at many amazing Siesta Key restaurants.

Flavio’s Brick Oven & Bar

Location: 5239 Ocean Blvd., Siesta Key, FL

If you’ve been with your significant other long enough, you probably know that a great pizza is one true way to their heart.

Flavio’s serves up the best brick oven pies on Siesta Key, so you don’t want to miss this spot. Its rustic, laid-back atmosphere complements its menu of traditional Italian dishes. Pastas, secondi (mains), and antipasti (appetizers), and, of course, pizzas make up the menu.

Some of the favorites include the lasagna, veal cannelloni, arugula salad, and of course, the long list of pizzas. Some of the pizza favorites include the classic Margherita, prosciutto and arugula, and the Quattro Stagioni, topped with artichoke, olives, and mushroom.

Flavio’s has an extensive wine list, beer, and handcrafted cocktails. Gluten-free and vegetarian options are available, as is a kids’ menu.

It is open daily from 4 to 10 p.m. (10:30 on Fridays and Saturdays).

romantic siesta key restaurants

Café Gabbiano

Location: 5104 Ocean Blvd., Siesta Key, FL

For great white tablecloth Italian in a rustic-elegant atmosphere, Cafe Gabbiano is your perfect date night spot.

Café Gabbiano offers cozy fine dining in leather-backed chairs in their wine rooms – they have more than 200 varieties on site – as well as seating on their large outdoor patio.

For an appetizer, try the charcuterie plate – build your own or have the chef do it for you – with a mix of goat, brie, blue, and mozzarella cheeses and both cured and smoked meats. For a main, try one of the hand-made fresh pastas, steak, and local seafood.

Café Gabbiano boasts a long list of wine and has certified sommelier to ensure the perfect pairing. They also serve beer, both Italian and Belgium imports and domestic, and a variety of cocktails. Café Gabbiano is open daily from 5 to 10 p.m.

The Cottage

Location: 153 Avenida Messina, Siesta Key, FL

Foodies might want to head to The Cottage, an Asian fusion restaurant in the heart of Siesta Key, for their Valentine’s Day dinner. This spot serves up refined seafood with an Asian flair – something different for a special night with your significant other.

But don’t be fooled – this restaurant doesn’t limit itself to Japanese and Korean flavors. Feel like South American? Try the Peruvian ceviche. Looking for something a little closer to home? Enjoy the New England Lobster Roll or the Tuscan Short Rib.

For those who lean toward exciting over elegant, The Cottage is the perfect place for a night out. Dedicated to offering a “dining experience,” the atmosphere of The Cottage is a tropical paradise. Palm trees brush against the tables, and warm southern-inspired colors grace the walls.

The Cottage is open daily 11 a.m. to 10 p.m. (11 p.m. on Fridays and Saturdays), and live music is played nightly.

Ophelia’s on the Bay

Location: 9105 Midnight Pass Rd., Siesta Key, FL

You can’t go wrong with seafood on Siesta Key, and Ophelia’s is one of the best places to get it.

This casual fine dining restaurant serves up some of the freshest local seafood on the island and complements it with one of the best views.

Ophelia’s has a menu that changes daily with fresh, local, and seasonal ingredients. Mains include everything from lobster, fish and grits, coconut and macadamia-crusted mahi mahi, and succulent cuts of meat. Lobster bisque, shrimp cocktail, and crab cakes are among their typical appetizers.

Their long list of rich desserts includes crème brulee, Key Lime Pie, and chocolate mousse.

Floor-to-ceiling windows line the dining room offering views of the picturesque Siesta Key scenery. The large bayside patio comes alive at night, lit up by fairy light-wrapped palm trees, and soft, modern garden lamps.

Open daily for dinner from 5 to 10 p.m., as well as for Sunday brunch from 11 a.m. to 2 p.m. Happy hour lasts from 5 to 6 p.m.

Make the best of Valentine’s Day this year, and book one of our available Siesta Key beachfront rentals to experience the best cuisine of our island with your significant other!

siesta key beach resort

Find Your Perfect Romantic Accommodations

Serve your loved one breakfast in bed, but do it with the backdrop of a luxury resort on Siesta Key. At the Tropical Breeze Resort, you can find studio resort rooms within an easy stroll of both the beach and the Village. Located across the street from The Cottage restaurant, the resort offers 2 heated pools, spas, free bike rentals, a free shuttle service and so much more. It is the perfect way to get the resort-feel of a tropical island without breaking the bank.

Come visit the famous, white sand beaches and treat your special someone to a surprise romantic vacation to Siesta Key. You won’t regret lounging in the sun, getting cozy in your luxury resort room and going out for wine and chocolates in Siesta Key Village.

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