Downtown Osprey, Florida

Discover shopping, dining, and accommodation in downtown Osprey.

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Shop Downtown Discount Card

ShopDowntown.org Discount Card Program

The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.

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Hotels

Bentley's Boutique Hotel

1660 South Tamiami Trail

Osprey, Florida

Virage Hotel

1650 South Tamiami Trail

Osprey, Florida

Hotel Tips

Not all online booking systems are fully integrated with hotel reservations systems so there is a chance that smaller hotels are hand entering your stay from a fax machine which leaves room for errors. Book directly with hotel to avoid any problems and ask for a price match if you find a better price online.

Ask to be shown a room before you check-in which signals the front desk agent to show the best room available to sell it right away. This can put you in the best room available at that time and gives you the ability to check for cleanliness, smells and sounds before transacting with the hotel.

Always tip staff when you feel the service was great and don't forget the housekeeping staff which you may never see. You should tip every day if you are staying multiple days as the staff may rotate out and miss the bounty at the end.

Things To Do

Osprey brings the farming community under one marketplace to offer an assortment of locally grown fruit and vegetables. Traditionally, markets are restricted to anything grown so you can expect to see natural whole foods that are sure to please those working on their plant-based diets!

Osprey is a great place to rent a bike and take it for a ride around downtown. There are many bike shops that sell bike and accessories as well as provide service and tuning on your ride. Don't forget your helmet and other protective gear such as reflective gear, headlight and horn.

Osprey micro breweries have popped up in downtown corridors to quench the thirst of local or traveller whos is looking for a one-of-a-kind experience for suds brewed on site. If you are looking for a light beer or something randy and dark, you are sure to find a wide assortment of options to choose from.

Why Do You Love Downtown?

Roberta Gomes

it's so quaint!

Rebekah Gellert

I am visiting for the first time tomorrow evening, and am hoping to find out about any events that may be happening for the Memorial Day weekend. Dining tips, etc! Thank you! Facebook.com/Bekah.cook.7

Diane Koivunen

Love the yarn store and the restaurants

Jeremy Holmes

Supporting small business downtown is a very real way to support your local community. Downtown businesses are locals, like us.

Millie

So unique!

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