Community Events and Things to do in Osprey, FL

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4th Annual Friendly City Pride
Sun, Mar 21, 12:00 PM
Bradenton · Oscura Coffee & Cocktails
4th Annual Friendly City Pride
Sun, Mar 21, 12:00 PM
Bradenton · Oscura Coffee & Cocktails
Sales end soon
Gulf Gate Second Friday Festival
Friday at 4:00 PM + 4 more
Sarasota · Flobucha
Sales end soon
Gulf Gate Second Friday Festival
Friday at 4:00 PM + 4 more
Sarasota · Flobucha
FIRST FRIDAYS market-at-the-trail at Arlington Park
Fri, Dec 4, 9:00 AM
Sarasota · 2650 Waldemere St
FIRST FRIDAYS market-at-the-trail at Arlington Park
Fri, Dec 4, 9:00 AM
Sarasota · 2650 Waldemere St
EcoSummit Festival of Discovery & Innovation
Fri, Apr 2, 5:00 PM
Sarasota · Selby Five Points Park
EcoSummit Festival of Discovery & Innovation
Fri, Apr 2, 5:00 PM
Sarasota · Selby Five Points Park
Sarasota Indie Market & Plant Swap
Sun, Nov 15, 10:00 AM
Sarasota · Salt Your Soul Gift Co.
Sarasota Indie Market & Plant Swap
Sun, Nov 15, 10:00 AM
Sarasota · Salt Your Soul Gift Co.
The Local Collective Market at Whitney's
Saturday at 11:00 AM
Longboat Key · Whitney's LBK
The Local Collective Market at Whitney's
Saturday at 11:00 AM
Longboat Key · Whitney's LBK
The Local Collective Holiday Market at Whitney's
Sat, Nov 28, 11:00 AM
Longboat Key · Whitney's LBK
The Local Collective Holiday Market at Whitney's
Sat, Nov 28, 11:00 AM
Longboat Key · Whitney's LBK
2026 SUNCOAST STORYTELLING FESTIVAL
Saturday at 12:00 PM
St. Petersburg · 330 5th St N
2026 SUNCOAST STORYTELLING FESTIVAL
Saturday at 12:00 PM
St. Petersburg · 330 5th St N
Paper Moon Book Fair: Pop-Up @ Coastal House Vintage
Sun, Nov 15, 1:00 PM
St. Petersburg · Coastal House Vintage 33713
Paper Moon Book Fair: Pop-Up @ Coastal House Vintage
Sun, Nov 15, 1:00 PM
St. Petersburg · Coastal House Vintage 33713
The Underground Book Fair at the Kerouac House - Dec. 5 Holiday Market
Sat, Dec 5, 12:00 PM
St. Petersburg · Kerouac House
The Underground Book Fair at the Kerouac House - Dec. 5 Holiday Market
Sat, Dec 5, 12:00 PM
St. Petersburg · Kerouac House
Sullivan Street Handmade Festival
Fri, Jan 1, 10:00 AM
Punta Gorda · Sullivan Street
Sullivan Street Handmade Festival
Fri, Jan 1, 10:00 AM
Punta Gorda · Sullivan Street
FloridaRAMA Fest: FloridaRAMA’s 5th Anniversary & Mini Museum Launch Celebr
Saturday at 12:00 PM
St.Petersburg · FloridaRAMA
FloridaRAMA Fest: FloridaRAMA’s 5th Anniversary & Mini Museum Launch Celebr
Saturday at 12:00 PM
St.Petersburg · FloridaRAMA
St. Pete CommUNITY Festival
Sat, Mar 6, 1:00 PM
St. Petersburg · Azalea Park
St. Pete CommUNITY Festival
Sat, Mar 6, 1:00 PM
St. Petersburg · Azalea Park
Children’s Gasparilla Parade 2027
Sat, Jan 23, 2:00 PM
Tampa · Bayshore Boulevard
Children’s Gasparilla Parade 2027
Sat, Jan 23, 2:00 PM
Tampa · Bayshore Boulevard
St. Pete Sunday Market
Sun, Nov 15, 11:00 AM + 1 more
St. Petersburg · University of South Florida St. Petersburg Campus
St. Pete Sunday Market
Sun, Nov 15, 11:00 AM + 1 more
St. Petersburg · University of South Florida St. Petersburg Campus
Deuces After Dark: Art + Culture Crawl
Sat, Nov 14, 5:00 PM
St. Petersburg · Deuces Corner Park
Deuces After Dark: Art + Culture Crawl
Sat, Nov 14, 5:00 PM
St. Petersburg · Deuces Corner Park
Corey Avenue Sunday Market on St. Pete Beach
Sun, Nov 15, 10:00 AM + 41 more
St. Pete Beach · Corey Avenue Sunday Market on St. Pete Beach
Corey Avenue Sunday Market on St. Pete Beach
Sun, Nov 15, 10:00 AM + 41 more
St. Pete Beach · Corey Avenue Sunday Market on St. Pete Beach
Gasparilla PirateFest 2027
Sat, Jan 30, 2:00 PM
Tampa · Bayshore Boulevard
Gasparilla PirateFest 2027
Sat, Jan 30, 2:00 PM
Tampa · Bayshore Boulevard
St. Pete Night Market
Wed, Dec 2, 6:00 PM
St. Petersburg · Ferg's Sports Bar & Grill
St. Pete Night Market
Wed, Dec 2, 6:00 PM
St. Petersburg · Ferg's Sports Bar & Grill
Block Party at Sun Bear with bands and coffee cupping
Sun, Nov 22, 12:00 PM
Saint Petersburg · Sun Bear/PAW Event Space
Block Party at Sun Bear with bands and coffee cupping
Sun, Nov 22, 12:00 PM
Saint Petersburg · Sun Bear/PAW Event Space

Trends in Osprey

Explore more trends

Frequently asked questions about Osprey

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

4th Annual Friendly City Pride

FIRST FRIDAYS market-at-the-trail at Arlington Park

EcoSummit Festival of Discovery & Innovation

Sarasota Indie Market & Plant Swap

Which events are currently trending in Osprey?

The trending searches this month in Osprey are:

Which festival events are coming up?

Discover the best festival events happening soon – you don't want to miss them:

Gulf Gate Second Friday Festival

The Local Collective Market at Whitney's

2026 SUNCOAST STORYTELLING FESTIVAL

FloridaRAMA Fest: FloridaRAMA’s 5th Anniversary & Mini Museum Launch Celebr

4th Annual Friendly City Pride

4th Annual Friendly City Pride

Gulf Gate Second Friday Festival

Gulf Gate Second Friday Festival

FIRST FRIDAYS market-at-the-trail at Arlington Park

FIRST FRIDAYS market-at-the-trail at Arlington Park

EcoSummit Festival of Discovery & Innovation

EcoSummit Festival of Discovery & Innovation

Sarasota Indie Market & Plant Swap

Sarasota Indie Market & Plant Swap

The Local Collective Market at Whitney's

The Local Collective Market at Whitney's

The Local Collective Holiday Market at Whitney's

The Local Collective Holiday Market at Whitney's

2026 SUNCOAST STORYTELLING FESTIVAL

2026 SUNCOAST STORYTELLING FESTIVAL

Paper Moon Book Fair: Pop-Up @ Coastal House Vintage

Paper Moon Book Fair: Pop-Up @ Coastal House Vintage

The Underground Book Fair at the Kerouac House - Dec. 5 Holiday Market

The Underground Book Fair at the Kerouac House - Dec. 5 Holiday Market

Sullivan Street Handmade Festival

Sullivan Street Handmade Festival

FloridaRAMA Fest: FloridaRAMA’s 5th Anniversary & Mini Museum Launch Celebr

FloridaRAMA Fest: FloridaRAMA’s 5th Anniversary & Mini Museum Launch Celebr

St. Pete CommUNITY Festival

St. Pete CommUNITY Festival

Children’s Gasparilla Parade 2027

Children’s Gasparilla Parade 2027

St. Pete Sunday Market

St. Pete Sunday Market

Deuces After Dark: Art + Culture Crawl

Deuces After Dark: Art + Culture Crawl

Corey Avenue Sunday Market on St. Pete Beach

Corey Avenue Sunday Market on St. Pete Beach

Gasparilla PirateFest 2027

Gasparilla PirateFest 2027

St. Pete Night Market

St. Pete Night Market

Block Party at Sun Bear with bands and coffee cupping

Block Party at Sun Bear with bands and coffee cupping

Things to do around Osprey

Trends in Osprey

1. Live music

2. Crawl

3. Workshop

4. Livemusic

5. Christmas

6. Support

7. Sports card shows

8. Selby gardens

9. Performance

10. Village of the arts

11. Prideincolors

12. Trivia

What are the best festival events to attend?

Which events are currently trending in Osprey?

Which festival events are coming up?