Weekend Planner

Your Top 8 Things to Do: Oct. 31-Nov. 6

Fright Night on St. Armands, the Cine-World Film Festival, a downtown Sarasota country music festival and more.

By Ilene Denton October 31, 2019

Roy Orbison & Buddy Holly: The Rock ‘N’ Roll Dream Tour

Nov. 4

The ghosts of two rock n’ roll legends—well, their holographic images, anyway, along with their greatest hits—will fill the Van Wezel stage for this multimedia concert. Weird, or the future of concerts? 

Fright Night on St. Armands

Oct. 31

Watch out for wandering spirits along the Circle tonight as the annual trick-or-treating party returns! And as the witching hour is almost upon us, and a few more area Halloween events remain; check them out here.  


Nov. 1

A lushly produced version of Verdi’s dramatic masterpiece, the tale of a vengeful court jester and his tragic quest for revenge, opens the Sarasota Opera fall season. Tickets start at just $19. Five additional performances at the Opera House Nov. 3, 6, 12, 14 and 17.

Casa Patas Flamenco

Nov. 6-7

The Ringling’s Art of Performance series continues with the master flamenco artists Rafael Peral y Marisa Adame performing their new work, Raíz de 4. Curated by Madrid’s Casa Patas Flamenco Foundation, the duo will give two performances in the Historic Asolo Theatre and a master class, too, which you’re invited to attend on Nov. 4.  

Cine-World Film Festival

Nov. 1-10

Your chance to catch 32 new films from around the globe (what the heck, you have 10 days to do so) at the Sarasota Film Society’s popular annual fest, screening at both the Burns Court Cinema in downtown Sarasota and at the Lakewood Ranch Cinema.

Downtown Sarasota Country Music Festival

Nov. 1-3

All kinds of country music—from classic country to folk to bluegrass to Cajun, zydeco music and blues—is promised at this inaugural street party, and lots of barbecue, too. Check out the band lineup here

Wild About Nature Fall Family Festival

Nov. 2

Nature games and more for the whole family Saturday at the Conservation Foundation of the Gulf Coast’s annual outdoor festival, at its beautiful Bay Preserve in Osprey.

Historic Spanish Point Discover the Past Festival

Nov. 2

And just down the street, Historic Spanish Point hosts its own fun day, with costumed characters re-enacting important people who pioneer our area.

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Roy Orbison & Buddy Holly: The Rock ’N’ Roll Dream Tour

$44.99-$87.79 Van Wezel Performing Arts Hall

Accompanied by a live band and back-up singers, this cutting-edge, multimedia holographic performance with remastered audio will transport audiences back in time for an evening of Roy Orbison and Buddy Holly’s greatest hits.

Special Events

Fright Night on St. Armands 2019

Free St. Armands Circle

St. Armands Circle transforms from island sophistication to Halloween fun.



Sarasota Opera House

One of Verdi’s greatest works returns to Sarasota Opera.


Rafael Peral y Marisa Adame

Historic Asolo Theatre

The master flamenco artists are part of The Ringling's Art of Performance series.

Special Events

Sarasota Country Music Festival

Free General Admission J.D. Hamel Park

The inaugural downtown Sarasota Country Music Festival will feature live music, arts and crafts, food and attractions.


11th Annual Wild About Nature Festival

Free Bay Preserve

The Conservation Foundation of the Gulf Coast presents its annual free outdoor nature festival for families.


Discover the Past Festival

Free Historic Spanish Point

Historic Spanish Point presents a free family festival about the people of Florida's past.