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05/6/25
Activities

Patriotic Pops: Salute to the Greatest Generation

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Experience a Musical Tribute with Patriotic Pops: Salute to the Greatest Generation Join us on May 24, 2025, for an unforgettable evening at CoolToday Park in Venice, Florida, as we celebrate the resilience and courage of the Greatest Generation with the “Patriotic Pops: Salute to the Greatest Generation” event. This grand musical tribute, presented by the local symphony orchestra, will feature beloved tunes from the World War II era, along...

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05/2/25
Activities

St. Armand’s Fine Art Festival 2025

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St. Armand’s Fine Art Festival 2025 Dates: May 24-25, 2025 Location: St. Armand’s Circle, Sarasota, Florida Embrace the vibrant world of creativity at the St. Armand’s Fine Art Festival, an enchanting two-day event that promises to be a feast for the eyes and a celebration of artistic expression. Set in the picturesque St. Armand’s Circle, renowned for its stunning architecture and tropical charm, this festival showcases an exquisite collection of...

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04/22/25
Activities

5th Annual Spring Fling Skim Jam: A Weekend of Fun at Siesta Beach

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# Join Us for the 5th Annual Spring Fling Skim Jam: A Fun-Filled Weekend at Siesta Beach! Mark your calendars! The much-anticipated **5th Annual Spring Fling Skim Jam** is set to take place on **May 17-18, 2025**, at the stunning **Siesta Beach** in Siesta Key, Florida. This exciting event will run from **9:00 AM to 5:00 PM** on both days and promises a weekend filled with thrilling skimboarding competitions, live...

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04/16/25
Activities

Sarasota International Dragon Boat Festival 2025

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Join the Excitement at the Sarasota International Dragon Boat Festival Mark your calendars for the Sarasota International Dragon Boat Festival, happening on May 10, 2025. This thrilling event sets sail at 9:00 AM and continues throughout the day, showcasing the vibrant culture and camaraderie of dragon boat racing. The picturesque Sarasota Bay will serve as the stunning backdrop for this exciting festival, which promises an unforgettable experience for both participants...

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04/15/25
Activities

Sarasota Film Festival: A Cinematic Celebration in Paradise

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Discover the Sarasota Film Festival, a week-long celebration of cinema from April 4-13, 2025. Enjoy screenings, workshops, and more in beautiful Sarasota, Florida.

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05/25/24
Activities

Local Farmers And Craft Markets In Sarasota FL

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Planning the perfect vacation doesn’t just involve visiting major landmarks and hanging out pristine beaches and although both will be a beautiful part of your Sarasota vacation, we want you to take a few moments and think about the simpler activities you can participate in during your visit. Our Rent the Keys vacation sanctuaries come with kitchens that are equipped with everything but food and drinks, making a trip to...

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01/10/24
Activities

Most Romantic Valentine’s Day Events And Activities In Sarasota

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Valentine’s Day takes place in what is generally the coldest month of the year, perhaps to encourage snuggling together to stay warm, which is something we wholeheartedly get behind. We do, however, understand that there can be too much of a good thing and when your sweetheart deserves a little warm up, a romantic Valentine’s Day vacation to Sarasota and an even more romantic stay in our RentTheKeys holiday love...

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01/9/24
Activities

Kick Off 2024 with a Trip to Sarasota

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The holidays have always been about what we can do for others in all sorts of ways, but with that altruism often comes chaos, exhaustion, and maybe even an emotional breakdown or two. Fortunately, all “good” things do come to an end, and when the new year finally makes its pristine appearance, it is time to do things for you for a change, and if sandy beaches, warm temperatures, and...

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06/29/23
Activities

Come Experience the Top Summer Events Of 2023 in Sarasota

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Dream vacations can come true, you just have to make a little effort. Choosing the right destination (you chose Sarasota, so you can check that off your list!) the right vacation home (again, Rent the Keys was the perfect choice!), and the right activities! (It’s Florida, summer, and you are at the beach; there’s no way to mess that up!) And because Sarasota offers more than the best-tasting seafood you...

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03/16/23
Activities

Don’t Miss Out on Easter 2023 in Sarasota

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As the seasons rush by in a flurry of work, family, play, and friends, it is time to explore the next holiday in the roundup, the last one before the summer months hit. Many of today’s travelers prefer to travel when others aren’t, enjoying the beauty of less crowded attractions, shorter wait times in restaurants, and less cars on the streets and because Easter  2023 in Sarasota isn’t a normal...

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