Sarasota and Siesta Key Itinerary

48 hours in Sarasota: Everything You Need to Eat, See, and Do

I gave you enough places and things to do for an entire weekend but If I only had one day in Sarasota, I would make every single hour count — and honestly, this city makes that easy. Sarasota is one of those places that has quietly become one of the best cities on Florida's Gulf Coast. You've got world-class beaches, incredible food, fascinating culture, and a bit of nightlife scene with some of the best hidden bars in the state. Whether you're a local who hasn't fully explored your own backyard or a visitor trying to figure out where to start, this is the list I wish someone had handed me on day one.

Here's exactly how I would spend it.

Where to stay:

Sarasota has options for every kind of trip, and I have stayed in a few different spots over the years. Here is what I can tell you from personal experience.

Tropical Breeze Resort📍 140 Columbus Blvd, Siesta Key, FL 34242

If you want to be right in the middle of the action on Siesta Key, Tropical Breeze Resort is a great pick. The location is unbeatable — you are walking distance to the village and steps from the beach, which means you can go back and forth without worrying about parking or driving. We stayed in a studio, which was perfect for a smaller group. It has that relaxed, laid-back Key energy that makes you feel like you're actually living there and not just passing through.

The Westin Sarasota📍 100 Marina View Dr, Sarasota, FL 34236.

The Westin is a solid choice if you want something clean, comfortable, and centrally located downtown. The rooftop is genuinely great — good drinks, good views, and the kind of spot you want to start or end your evening.

The Ritz-Carlton, Sarasota📍 1111 Ritz-Carlton Dr, Sarasota, FL 34236

The Ritz is the Ritz — the attention to detail is noticeable from the moment you walk in, and the service sets the tone for your whole stay. What a lot of people don't realize is that the price is sometimes comparable to the Westin, which makes the choice pretty easy. One of the biggest perks is complimentary access to the Ritz Beach Club, a separate waterfront property where you can spend the day eating, relaxing by the pool, or sitting right on the beach. That access alone makes it worth it. We have stayed here several times because of the fantastic attention to detail.

Coffee and Breakfast Places I love.

One of my favorites. The coffee is excellent and the vibe is exactly what you want in the morning — relaxed, unpretentious, and genuinely good. This is my go-to when she is in my area. New York Style Bagels and she changes things up every month!

Bonanno's Bagels📍 Checkout her Instagram for her location.

One of those places that should have its own category. Located downtown in a building that was once an actual train depot, it's a beautiful space with great food and the kind of character that new construction just can't replicate. It's worth going just to see the space, but stay because the food is really good.

Station 400📍 400 N Lemon Ave, Sarasota, FL 34236

If you're staying in or near Siesta Key, do not miss Mojo Risin'. Their coffee is great and their açaí bowls are the kind of breakfast that makes you feel like you made good choices. It's a Siesta Key staple and the kind of spot that regulars are protective of — you'll understand why once you go.

Mojo Risin' Coffee Co. (Siesta Key pick)📍 5251 Ocean Blvd, Siesta Key, FL 34242

Fun Things To Do in Sarasota and there is so much more!

Marie Selby Botanical Gardens📍 1534 Mound St, Sarasota, FL 34236

Marie Selby Gardens is one of the most beautiful spots in all of Sarasota, and it sits right on the water, which makes it even more stunning. This is not just a garden — it's a full experience. The orchid displays are extraordinary, the grounds are lush and well-maintained, there is an amazing kids playground and the waterfront setting gives it a quality that is hard to describe until you've been there. Budget a couple of hours and don't rush it.

The Ringling Museum📍 5401 Bay Shore Rd, Sarasota, FL 34243

The Ringling is one of Florida's most impressive cultural destinations, and it is absolutely worth your time. The art museum alone is remarkable — John Ringling assembled a collection that genuinely rivals major museums. But the part that most people underestimate is Ca' d'Zan, the Ringling family mansion on the bay. This is a separate ticket and worth every penny. You can easily spend an entire afternoon here between the museum, the grounds, the circus museum, and the mansion. Do not skip Ca' d'Zan. You will thank yourself.

Siesta Key Beach📍 Siesta Beach, Sarasota, FL 34242

There is no version of a Sarasota day that does not include Siesta Key Beach. It consistently ranks among the best beaches in the country, and once you set foot on that sand, you will understand exactly why. The sand is powdery white quartz — it stays cool even on hot days — and the water is clear and beautiful. This is a non-negotiable stop. Come for the afternoon and stay for the sunset.

The Sunday Drum Circle📍 Siesta Key Beach, Sarasota, FL 34242

If you happen to be in Sarasota on a Sunday, end your day at the drum circle on Siesta Key Beach. It starts around sunset, and there's nothing quite like it — the sound of the drums, the people gathering, the last light over the Gulf. It's relaxed and joyful and one of those only-in-Sarasota experiences that locals love, and visitors never forget. It's free, it's open to everyone, and I love walking on the beach hearing the drums in the background.

Favorite Lunch Spots

Focaccia Sandwich + Bakery📍 2300 Bee Ridge Rd, Sarasota, FL 34239

I do not use the word "best" lightly, but the sandwich at Focaccia is the best sandwich I have had in Sarasota — possibly one of the best I've had period. The bread is incredible, everything is fresh, and it's the kind of lunch that you think about for days afterward. Do not miss this place. It should be one of your first stops.

Florence & The Spice Boys📍 4990 S Tamiami Trail, Sarasota, FL 34231

Located off Tamiami, this place is really good and deserves more attention than it gets. Creative, flavorful food in a relaxed setting — it's become one of my regular recommendations and people always thank me for it.

Dinner on or near Siesta Key

Siesta Key Oyster Bar (SKOB)📍 5238 Ocean Blvd, Sarasota, FL 34242

SKOB is a Sarasota institution and one of my favorite dinner spots in the area. What sets it apart is that they carry cold water oysters — not just Florida oysters — and the quality difference is noticeable. Everything I have eaten here has been good, and the atmosphere is lively and fun without being overwhelming. Sit outside if you can.

The Cottage📍 153 Avenida Messina, Siesta Key, FL 34242

The Cottage is a bit on the pricier side, and it is absolutely worth it. The million-dollar bacon alone justifies the trip — it is as ridiculous and delicious as it sounds. The burger is fantastic and honestly, everything I have tried here has impressed me. Go when you want a dinner that has amazing food and you don't want to have to dress up.

Mouthole Burgers & BBQ📍 2637 Mall Dr, Sarasota, FL 34231

If you love BBQ, Mouthole needs to be on your list. This is serious, no-frills, smoke-first BBQ done right. It's the kind of place where the food does all the talking and the regulars know what they're doing when they order. (Note: closed Monday–Tuesday; check hours before you go and they only have brisket and ribs on Friday and Saturday. Go early, they sell out.

Hidden Bars and Speakeasys

This is where Sarasota surprises people, and it is one of my favorite things about this city. Behind some very unassuming doors are some of the best cocktails you will find anywhere in Florida.

Dive Wine & Spirits — Hidden Cocktail Den📍 2881 Clark Rd, Unit 20, Sarasota, FL 34231.

Behind the Dive Wine & Spirits liquor store is a hidden cocktail bar that most people walk right past without knowing it exists. Once you find it, you'll understand why regulars keep it close. The cocktails are excellent, and the whole experience of discovering it is half the fun.

Pangea Alchemy Lab📍 1564 Main St, Sarasota, FL 34236

This was the first speakeasy I went to in Sarasota and it completely blew me away. The drinks are creative in a way that feels intentional rather than gimmicky — they are genuinely crafting cocktails here. The atmosphere is dark and cool, and the whole experience feels like you stumbled into something special. If you're a cocktail person, this one is not optional.

Mimi Brasserie & Speakeasy📍 1920 Hillview St, Sarasota, FL 34239

Mimi's is the newest player in the Sarasota speakeasy scene, and it is already doing things right. The food is outstanding — this is not just a bar with snacks, the kitchen is serious — and the cocktails match. The hidden bar in the back adds an element of discovery that makes the whole visit feel like an event. Go hungry and stay for a few rounds.

The Bottom Line:

Sarasota is one of those Florida cities that keeps revealing itself the more time you spend in it. On the surface it's a beautiful beach town. Dig a little deeper, and you'll find world-class gardens, serious art and culture, some of the best sandwiches of your life, cold water oysters, wood-fired everything, and speakeasies hidden behind liquor stores. One day is a great start. You will leave already planning the next one.