Osprey Holidays

Things to do in and around Osprey

Osprey, Florida, is an ideal destination for beach lovers and families seeking outdoor adventures. Visitors can enjoy a variety of activities, including golf at local courses, exploring recreational areas, and embarking on weekend getaways. The region offers exciting destinations and easy adventures, perfect for a Mediterranean-style escape or a theatrical break, ensuring a memorable holiday experience for all.

Shopping

For shopping in Osprey, visit Pelican Plaza, just 3.2km away, offering a lively mix of businesses and entertainment. Sarasota Square, located 4.8km away, is another great option with a family-friendly atmosphere. If you're up for a drive, explore the Siesta Key Farmers Market, 11.3km from Osprey.

Recreation

At Ed Smith Stadium, immerse yourself in the energetic atmosphere of live sports events just 17.7km from Osprey. Stoneybrook Golf & Country Club offers a serene outdoor golfing experience only 3.2km away, while The Oaks Club provides luxurious relaxation and exclusive amenities right in Osprey.

Adventure

Embark on the scenic Sarasota BayWalk, a delightful hiking trail 17.7km from Osprey, or challenge yourself at the Payne Park Tennis Center, located 16.1km away. For a unique experience, wander the Canopy Walkway and Boylston Nature Trail, a treetop walk 19.3km from Osprey.

Nightlife

In Osprey, Florida, enjoy a laid-back nightlife with charming bars and restaurants along the waterfront. Nearby Sarasota offers vibrant nightlife, featuring live music venues and trendy lounges. Explore the local craft beer scene or indulge in fine dining for a relaxed evening atmosphere.

Find the best attractions in and around Osprey

Osprey, Florida, is an ideal destination for beach and outdoor enthusiasts, offering a delightful family vacation experience. Visitors can explore a variety of attractions, including beautiful beaches, urban parks, and scenic jetties and piers. Whether you're seeking relaxation by the shore or engaging in outdoor activities, Osprey’s diverse points of interest cater to all types of travellers looking for memorable experiences in a charming coastal setting.

• Siesta Key Beach: Experience the stunning beauty of Siesta Key Beach, renowned for its powdery white sand and crystal-clear waters. Located 9.7km from Osprey, this beach offers a relaxing atmosphere perfect for sunbathing, swimming, and water sports, all set against a backdrop of vibrant sunsets.
• Historic Spanish Point: Immerse yourself in the rich history and culture of Florida at Historic Spanish Point, an archaeological site in Osprey. Explore ancient Native American sites, beautiful gardens, and historic structures that tell the story of the area's past.
• Centennial Park: Enjoy family-friendly activities at Centennial Park, situated 11.3km from Osprey. This urban park features playgrounds, picnic areas, and walking paths, making it an ideal spot for outdoor relaxation and enjoying the vibrant city atmosphere.

Best time to go to Osprey

The best time to visit Osprey is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	62.6°F (17.0°C)	Light Rain	Mostly Sunny	Average	Average
February	65.1°F (18.4°C)	No Rain	Mostly Sunny	Average	Slightly High
March	68.0°F (20.0°C)	No Rain	Sunny	Slightly High	Slightly High
April	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
May	77.7°F (25.4°C)	Light Rain	Mostly Sunny	Average	Average
June	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Average
July	82.9°F (28.3°C)	Light Rain	Mostly Sunny	Average	Average
August	83.3°F (28.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
September	81.5°F (27.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
October	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	70.7°F (21.5°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
December	66.6°F (19.2°C)	No Rain	Mostly Sunny	Slightly Low	Average

Tips to save on your trip to Osprey

• Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
• Consider traveling to Osprey during the low season (August to September and November) for more affordable options.
• Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
• Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.