Eventsfor Oct, 2026

8 THU Oct

WonderFall at Barefoot Landing

8 THU Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

8 THU Oct

Shuck for a Buck

Flying Fish Public Market & Grill
4pm to 6pm

8 THU Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

8 THU Oct

Cornhole Tournaments

Crooked Hammock Brewery
Begins at 6pm

8 THU Oct

Karaoke

Dick’s Last Resort
6pm to 9pm

8 THU Oct

Music Bingo

Dick’s Last Resort
6pm to 9pm

9 FRI Oct

WonderFall at Barefoot Landing

9 FRI Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

9 FRI Oct

Live Music on the Pepsi Stage

Fri., 5 pm to 8 pm
Sat., 2 pm to 5 pm

9 FRI Oct

Live Music at the Hammock

Crooked Hammock Brewery
5pm to 8pm

10 SAT Oct

WonderFall at Barefoot Landing

10 SAT Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

10 SAT Oct

Live Music on the Pepsi Stage

Fri., 5 pm to 8 pm
Sat., 2 pm to 5 pm

10 SAT Oct

Live Music at the Hammock

Crooked Hammock Brewery
5pm to 8pm

10 SAT Oct

Live Music

LandShark Bar & Grill
5pm to 8pm

10 SAT Oct

Live Music

Dick’s Last Resort
Begins at 6pm

11 SUN Oct

WonderFall at Barefoot Landing

11 SUN Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

11 SUN Oct

Yoga in the Yard

Crooked Hammock Brewery
9am to 10am

11 SUN Oct

Crooktoberfest Brunch

Crooked Hammock Brewery
10am to 2pm

11 SUN Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

12 MON Oct

WonderFall at Barefoot Landing

12 MON Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

12 MON Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

12 MON Oct

Music Bingo

Crooked Hammock Brewery
6pm to 8pm

12 MON Oct

Rooftop Trivia

The Big Chill Island House
6pm to 8pm

13 TUE Oct

WonderFall at Barefoot Landing

13 TUE Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

13 TUE Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

13 TUE Oct

Tuesday Trivia

Crooked Hammock Brewery
6pm to 8pm

14 WED Oct

WonderFall at Barefoot Landing

14 WED Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

14 WED Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

14 WED Oct

First Responders Hammock Takeover

Crooked Hammock Brewery
4pm to 8pm

14 WED Oct

Line Dancing

Dick’s Last Resort
6pm to 9pm

14 WED Oct

Music Bingo

The Big Chill Island House
6pm to 8pm

15 THU Oct

WonderFall at Barefoot Landing

15 THU Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

15 THU Oct

Shuck for a Buck

Flying Fish Public Market & Grill
4pm to 6pm

15 THU Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

15 THU Oct

Cornhole Tournaments

Crooked Hammock Brewery
Begins at 6pm

15 THU Oct

Karaoke

Dick’s Last Resort
6pm to 9pm

15 THU Oct

Music Bingo

Dick’s Last Resort
6pm to 9pm

16 FRI Oct

WonderFall at Barefoot Landing

16 FRI Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

16 FRI Oct

Live Music on the Pepsi Stage

Fri., 5 pm to 8 pm
Sat., 2 pm to 5 pm

16 FRI Oct

Live Music at the Hammock

Crooked Hammock Brewery
5pm to 8pm

17 SAT Oct

WonderFall at Barefoot Landing

17 SAT Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

17 SAT Oct

Live Music on the Pepsi Stage

Fri., 5 pm to 8 pm
Sat., 2 pm to 5 pm

17 SAT Oct

Live Music at the Hammock

Crooked Hammock Brewery
5pm to 8pm

17 SAT Oct

Live Music

Dick’s Last Resort
Begins at 6pm

18 SUN Oct

WonderFall at Barefoot Landing

18 SUN Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

18 SUN Oct

Yoga in the Yard

Crooked Hammock Brewery
9am to 10am

18 SUN Oct

Spook-tacular Sunday Brunch

Crooked Hammock Brewery
10am to 2pm

18 SUN Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

19 MON Oct

WonderFall at Barefoot Landing

19 MON Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

19 MON Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

19 MON Oct

Music Bingo

Crooked Hammock Brewery
6pm to 8pm

19 MON Oct

Rooftop Trivia

The Big Chill Island House
6pm to 8pm

20 TUE Oct

WonderFall at Barefoot Landing

20 TUE Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

20 TUE Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

20 TUE Oct

Tuesday Trivia

Crooked Hammock Brewery
6pm to 8pm

21 WED Oct

WonderFall at Barefoot Landing

21 WED Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

21 WED Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

21 WED Oct

Line Dancing

Dick’s Last Resort
6pm to 9pm

21 WED Oct

Music Bingo

The Big Chill Island House
6pm to 8pm

22 THU Oct

WonderFall at Barefoot Landing

22 THU Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

22 THU Oct

Shuck for a Buck

Flying Fish Public Market & Grill
4pm to 6pm

22 THU Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

22 THU Oct

Cornhole Tournaments

Crooked Hammock Brewery
Begins at 6pm

22 THU Oct

Karaoke

Dick’s Last Resort
6pm to 9pm

22 THU Oct

Music Bingo

Dick’s Last Resort
6pm to 9pm

23 FRI Oct

WonderFall at Barefoot Landing

23 FRI Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

23 FRI Oct

Live Music on the Pepsi Stage

Fri., 5 pm to 8 pm
Sat., 2 pm to 5 pm

23 FRI Oct

Live Music at the Hammock

Crooked Hammock Brewery
5pm to 8pm

24 SAT Oct

WonderFall at Barefoot Landing

24 SAT Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

24 SAT Oct

Spooktacular Saturday Brunch

Crooked Hammock Brewery
10am to 2pm

24 SAT Oct

BooFest!

Pepsi Stage & Dockside Village
Noon to 4pm

24 SAT Oct

BooFest! Pet Photo Op & Retail Sidewalk Sale

Crooked Hammock Brewery
Noon to 4pm

24 SAT Oct

Live Music at the Hammock

Crooked Hammock Brewery
5pm to 8pm

24 SAT Oct

Live Music

LandShark Bar & Grill
5pm to 8pm

24 SAT Oct

Live Music

Dick’s Last Resort
Begins at 6pm

25 SUN Oct

WonderFall at Barefoot Landing

25 SUN Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

25 SUN Oct

Yoga in the Yard

Crooked Hammock Brewery
9am to 10am

25 SUN Oct

Spook-tacular Sunday Brunch

Crooked Hammock Brewery
10am to 2pm

25 SUN Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

26 MON Oct

WonderFall at Barefoot Landing

26 MON Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

26 MON Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

26 MON Oct

Music Bingo

Crooked Hammock Brewery
6pm to 8pm

26 MON Oct

Rooftop Trivia

The Big Chill Island House
6pm to 8pm

27 TUE Oct

WonderFall at Barefoot Landing

27 TUE Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

27 TUE Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

27 TUE Oct

Tuesday Trivia

Crooked Hammock Brewery
6pm to 8pm

28 WED Oct

WonderFall at Barefoot Landing

28 WED Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

28 WED Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

28 WED Oct

Line Dancing

Dick’s Last Resort
6pm to 9pm

28 WED Oct

Music Bingo

The Big Chill Island House
6pm to 8pm

29 THU Oct

WonderFall at Barefoot Landing

29 THU Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

29 THU Oct

Shuck for a Buck

Flying Fish Public Market & Grill
4pm to 6pm

29 THU Oct

Local Lovin’ Deals

The Big Chill Island House
4pm to Close

29 THU Oct

Cornhole Tournaments

Crooked Hammock Brewery
Begins at 6pm

29 THU Oct

Karaoke

Dick’s Last Resort
6pm to 9pm

29 THU Oct

Music Bingo

Dick’s Last Resort
6pm to 9pm

30 FRI Oct

WonderFall at Barefoot Landing

30 FRI Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

30 FRI Oct

Live Music at the Hammock

Crooked Hammock Brewery
5pm to 8pm

30 FRI Oct

Pumpkin Painting at Taco Mundo

Taco Mundo Kitchen Y Cantina
5pm to 7pm

30 FRI Oct

Live Music

LandShark Bar & Grill
5pm to 8pm

31 SAT Oct

WonderFall at Barefoot Landing

31 SAT Oct

Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

31 SAT Oct

DJ Wolfe on Halloween at Taco Mundo

Taco Mundo Kitchen Y Cantina
4pm to 8pm

31 SAT Oct

Live Music at the Hammock

Crooked Hammock Brewery
5pm to 8pm

31 SAT Oct

Trick or Treat

5pm to 7pm

31 SAT Oct

Live Music

LandShark Bar & Grill
5pm to 8pm

31 SAT Oct

Live Music

Dick’s Last Resort
Begins at 6pm

Date Event Location Time
Oct 8
WonderFall at Barefoot Landing
Oct 8
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 8
Shuck for a Buck

4pm to 6pm

Oct 8
Local Lovin’ Deals

4pm to Close

Oct 8
Cornhole Tournaments

Begins at 6pm

Oct 8
Karaoke

6pm to 9pm

Oct 8
Music Bingo

6pm to 9pm

Oct 9
WonderFall at Barefoot Landing
Oct 9
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 9
Live Music on the Pepsi Stage

Fri., 5 pm to 8 pm<br /> Sat., 2 pm to 5 pm

Oct 9
Live Music at the Hammock

5pm to 8pm

Oct 10
WonderFall at Barefoot Landing
Oct 10
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 10
Live Music on the Pepsi Stage

Fri., 5 pm to 8 pm<br /> Sat., 2 pm to 5 pm

Oct 10
Live Music at the Hammock

5pm to 8pm

Oct 10
Live Music

5pm to 8pm

Oct 10
Live Music

Begins at 6pm

Oct 11
WonderFall at Barefoot Landing
Oct 11
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 11
Yoga in the Yard

9am to 10am

Oct 11
Crooktoberfest Brunch

10am to 2pm

Oct 11
Local Lovin’ Deals

4pm to Close

Oct 12
WonderFall at Barefoot Landing
Oct 12
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 12
Local Lovin’ Deals

4pm to Close

Oct 12
Music Bingo

6pm to 8pm

Oct 12
Rooftop Trivia

6pm to 8pm

Oct 13
WonderFall at Barefoot Landing
Oct 13
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 13
Local Lovin’ Deals

4pm to Close

Oct 13
Tuesday Trivia

6pm to 8pm

Oct 14
WonderFall at Barefoot Landing
Oct 14
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 14
Local Lovin’ Deals

4pm to Close

Oct 14
First Responders Hammock Takeover

4pm to 8pm

Oct 14
Line Dancing

6pm to 9pm

Oct 14
Music Bingo

6pm to 8pm

Oct 15
WonderFall at Barefoot Landing
Oct 15
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 15
Shuck for a Buck

4pm to 6pm

Oct 15
Local Lovin’ Deals

4pm to Close

Oct 15
Cornhole Tournaments

Begins at 6pm

Oct 15
Karaoke

6pm to 9pm

Oct 15
Music Bingo

6pm to 9pm

Oct 16
WonderFall at Barefoot Landing
Oct 16
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 16
Live Music on the Pepsi Stage

Fri., 5 pm to 8 pm<br /> Sat., 2 pm to 5 pm

Oct 16
Live Music at the Hammock

5pm to 8pm

Oct 17
WonderFall at Barefoot Landing
Oct 17
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 17
Live Music on the Pepsi Stage

Fri., 5 pm to 8 pm<br /> Sat., 2 pm to 5 pm

Oct 17
Live Music at the Hammock

5pm to 8pm

Oct 17
Live Music

Begins at 6pm

Oct 18
WonderFall at Barefoot Landing
Oct 18
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 18
Yoga in the Yard

9am to 10am

Oct 18
Spook-tacular Sunday Brunch

10am to 2pm

Oct 18
Local Lovin’ Deals

4pm to Close

Oct 19
WonderFall at Barefoot Landing
Oct 19
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 19
Local Lovin’ Deals

4pm to Close

Oct 19
Music Bingo

6pm to 8pm

Oct 19
Rooftop Trivia

6pm to 8pm

Oct 20
WonderFall at Barefoot Landing
Oct 20
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 20
Local Lovin’ Deals

4pm to Close

Oct 20
Tuesday Trivia

6pm to 8pm

Oct 21
WonderFall at Barefoot Landing
Oct 21
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 21
Local Lovin’ Deals

4pm to Close

Oct 21
Line Dancing

6pm to 9pm

Oct 21
Music Bingo

6pm to 8pm

Oct 22
WonderFall at Barefoot Landing
Oct 22
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 22
Shuck for a Buck

4pm to 6pm

Oct 22
Local Lovin’ Deals

4pm to Close

Oct 22
Cornhole Tournaments

Begins at 6pm

Oct 22
Karaoke

6pm to 9pm

Oct 22
Music Bingo

6pm to 9pm

Oct 23
WonderFall at Barefoot Landing
Oct 23
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 23
Live Music on the Pepsi Stage

Fri., 5 pm to 8 pm<br /> Sat., 2 pm to 5 pm

Oct 23
Live Music at the Hammock

5pm to 8pm

Oct 24
WonderFall at Barefoot Landing
Oct 24
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 24
Spooktacular Saturday Brunch

10am to 2pm

Oct 24
BooFest!

Pepsi Stage & Dockside Village

Noon to 4pm

Oct 24
BooFest! Pet Photo Op & Retail Sidewalk Sale

Noon to 4pm

Oct 24
Live Music at the Hammock

5pm to 8pm

Oct 24
Live Music

5pm to 8pm

Oct 24
Live Music

Begins at 6pm

Oct 25
WonderFall at Barefoot Landing
Oct 25
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 25
Yoga in the Yard

9am to 10am

Oct 25
Spook-tacular Sunday Brunch

10am to 2pm

Oct 25
Local Lovin’ Deals

4pm to Close

Oct 26
WonderFall at Barefoot Landing
Oct 26
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 26
Local Lovin’ Deals

4pm to Close

Oct 26
Music Bingo

6pm to 8pm

Oct 26
Rooftop Trivia

6pm to 8pm

Oct 27
WonderFall at Barefoot Landing
Oct 27
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 27
Local Lovin’ Deals

4pm to Close

Oct 27
Tuesday Trivia

6pm to 8pm

Oct 28
WonderFall at Barefoot Landing
Oct 28
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 28
Local Lovin’ Deals

4pm to Close

Oct 28
Line Dancing

6pm to 9pm

Oct 28
Music Bingo

6pm to 8pm

Oct 29
WonderFall at Barefoot Landing
Oct 29
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 29
Shuck for a Buck

4pm to 6pm

Oct 29
Local Lovin’ Deals

4pm to Close

Oct 29
Cornhole Tournaments

Begins at 6pm

Oct 29
Karaoke

6pm to 9pm

Oct 29
Music Bingo

6pm to 9pm

Oct 30
WonderFall at Barefoot Landing
Oct 30
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 30
Live Music at the Hammock

5pm to 8pm

Oct 30
Pumpkin Painting at Taco Mundo

5pm to 7pm

Oct 30
Live Music

5pm to 8pm

Oct 31
WonderFall at Barefoot Landing
Oct 31
Barefoot Landing Merchant Pumpkin Decorating Contest

Participating Merchants

Oct 31
DJ Wolfe on Halloween at Taco Mundo

4pm to 8pm

Oct 31
Live Music at the Hammock

5pm to 8pm

Oct 31
Trick or Treat

5pm to 7pm

Oct 31
Live Music

5pm to 8pm

Oct 31
Live Music

Begins at 6pm

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