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Nestled in the heart of Sarasota, The Sarasota Modern offers a stylish, contemporary retreat perfect for a short getaway. With its sleek design, upscale amenities, and proximity to the city’s cultural gems, this hotel is an ideal base for exploring Sarasota. Enjoy modern luxury with a twist of local charm, and make the most of your time by relaxing at the hotel’s signature spots: the chic Wink Wink Pool Bar and the vibrant Wink Wink Food & Drink restaurant.

Day 1: Arrival and Exploration

Morning:
 

Check-In at The Sarasota Modern

Upon arrival, take in the striking design of the hotel, complete with a welcoming lobby and luxurious surroundings. Drop off your luggage and take a moment to explore the stylish space.

Late Morning:

Brunch at Wink Wink Food & Drink

Head to Wink Wink Food & Drink for a relaxed yet flavorful brunch. Try the Avocado Toast or indulge in the Breakfast Sandwich paired with a freshly brewed coffee. It’s the perfect place to kickstart your Sarasota adventure.

Afternoon:

Visit Siesta Key Beach

After brunch, take a short drive to Siesta Key, one of Sarasota’s most iconic beaches. Renowned for its powdery white sand and crystal-clear waters, it’s the perfect spot to relax and soak up the sun. Whether you want to take a leisurely stroll along the shore, dip your toes in the Gulf, or simply enjoy the breathtaking views, Siesta Key is a must-visit destination.
 

Evening:
 

Dinner at Wink Wink Food & Drink

For dinner, return to Wink Wink Food & Drink for a more elevated dining experience. Try their signature Fish Tacos or the Grilled Florida Grouper. The vibrant ambiance and creative menu options make this a must-visit spot.
 

Nightcap at Wink Wink Pool Bar

Wind down your evening with a nightcap at Wink Wink Pool Bar, where you can enjoy a cocktail under the stars in a relaxed, stylish setting.

Day 2: Sarasota’s Culture & Relaxation

Morning:

Breakfast at Wink Wink Food & Drink

Start your day with a hearty breakfast at the hotel’s restaurant. Opt for Short Stack Pancakes or Eggs Benedict to fuel your day of exploration.
 

Late Morning:

Visit the Ringling Museum of Art

Head to the Ringling Museum of Art, just a short drive from the hotel. Spend time wandering through the museum’s extensive collection of European art and visit the beautiful Ca’ d’Zan mansion.

Afternoon:

Lunch and Stroll in St. Armand's Circle

Take a leisurely drive to St. Armand’s Circle, a bustling area filled with boutique shops and restaurants. Enjoy lunch at one of the local eateries, like The Columbia Restaurant, which offers delicious Spanish and Cuban cuisine.

Late Afternoon:

Relax by the Pool at The Sarasota Modern

After a busy afternoon, return to the hotel for some downtime. Lounge by the pool with a refreshing tiki-inspired drink and enjoy the chic atmosphere of Wink Wink Pool Bar.
 

Evening:
 

Dinner at Wink Wink Food & Drink

For your final night in Sarasota, savor a dinner at Wink Wink Food & Drink. Consider the Brisket Bao Buns or Crispy Brussels Sprouts to finish your culinary experience on a high note.

Evening Drinks at Wink Wink Pool Bar

Enjoy a laid-back drink at the pool bar, soaking in the cool Sarasota evening as you reflect on your stay.

Day 3: Departure

Morning:
 

Morning Swim and Breakfast

Take a quick dip in the pool or enjoy the morning sun before grabbing a light breakfast at Wink Wink Food & Drink. The Pastry Selection or a Café Latte will be a perfect pre-departure treat.

Late Morning:

Check-Out and Departure

Pack your bags and check out of The Sarasota Modern, but not before you take one last glance at the stunning hotel surroundings and plan your next visit to this chic and modern retreat.