5 Best Experiences on a Siesta Key Vacation

Bringing together gorgeous beaches, world-class entertainment, and small-town feel, Siesta Key promises the vacation of a lifetime. While you’re in the area, there are several experiences you just can’t miss. Here are our top five picks for things to do in Siesta Key.

Photo Credit @faithdaniellephoto

Enjoy a drink overlooking the water at Ophelia’s on the Bay

Ophelia’s on the Bay has been a favorite spot of locals and tourists alike since it opened its doors in 1988. Executive chef Daniel Olson is proud to serve you unique dishes crafted with fresh ingredients and locally caught seafood. Once you visit, it will be easy to see why Ophelia’s has been recognized as “Extraordinary” by Zagat Guide for 10 years running, along with many other prestigious titles.

When you arrive at Ophelia’s, you’ll immediately be struck by the breathtaking view of Little Sarasota Bay.

Whether you are seated on the open air patio or in one of the two dining rooms, you will have a phenomenal view of the water. Indulge in a glass of delectable wine from the extensive drink menu, and you’re set for an unforgettable evening.

Picnic on the rooftop deck of your vacation rental at sunset

Would you rather enjoy dinner in privacy? Our Siesta Key vacation rentals boast gorgeous views of the water, so you can head to the local market to grab your dinner and bring it home to enjoy picnic-style. Your rooftop deck allows for the ideal backdrop to your romantic evening, letting you enjoy the breeze and spend an evening with the ones you love most.

For an extra special addition to your evening, call your property manager who can answer any of your questions like where to get a bottle of wine on the island. We are proud to be the only company in the area to offer this free concierge, and our friendly and knowledgeable staff can recommend just the right drink to complement your dinner.

siesta key beach beachfront rentals

Watching sea turtles hatch on the beach

If you’re visiting between May and October, you absolutely must experience the wonder of the sea turtles fining their nesting spots along the beach. The clean, white sands of Siesta Key offer the ideal spot for these majestic creatures to lay their eggs, and once they hatch, you’ll be in awe as you watch the newborn turtles make their way to the water.

sea turtles siesta key

There are several things you can do to make the Siesta Key beaches safe and pleasant for humans and turtles alike. Keep lights off at night, make sure to pick up any trash, and don’t bother the turtles once they’re making their way to and from the water.

Is there a fisher in your group? Siesta Key has some of the best fishing charters around, with knowledgeable guides to help you secure your catch. Bay to Bay Fishing Charters will place you in the capable hands of Captain Brian, who’s ready to help you snag your dinner! Your inshore or near-shore trip will expose you to various species of fish and all the beautiful nature of the area.

Another favorite fishing charter is Flying Fish, perfect for large groups and families. You can choose from trips lasting 4.5-8 hours, and your cost is all-inclusive, allowing you to simply focus on the fun of being in the water!

Plan Your Vacation

Contact us today to discuss our Siesta Key beach rentals. We are proud to be the industry leader for vacation homes, and as the only company where you will speak with the same property manager from the booking to checkout, so they can help you plan the getaway of your dreams.

siesta key fishing charters

Driving around the island in the sportier version of a golf cart

Siesta Key is relatively small and easy to navigate, and you need the best transportation around to easily get you from place to place. Our partners at Robin Hood Rentals are proud to offer Segways and scooter cars, an upgrade on the traditional golf cart. Simple to operate and delivered free to your rental, your scooter car is the ideal mode of transportation on the island, letting you head anywhere in a snap! They also offer tours and charters to complete your Siesta Key getaway.

siesta key golf cart rentals


Siesta Key Luxury Rental Properties
5111 Ocean Blvd. Suite B, C & D
Siesta Key, Florida USA 34242
#SiestaKeyLuxury #iHeartSiestaKey
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