4.9 Visitor Experience
Every Weekend★
Captiva Island, FL★
Free Live Music★
Golden Hour Sets★
On The Water★
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Free Entry
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PM Sunset
Welcome to the Series
Captiva's musical
heartbeat — on the dock, on the water, every weekend.
Sit on the dock of the bay. Watch the day slip past the palms. From intimate acoustic sets to full-band Friday blowouts, our water’s-edge stage hosts the finest singer-songwriters in Southwest Florida.
“Great artists, great crowd, and one of the best sunset views in Florida.” T. Jackson
Everyone is Welcome
Catch the Vibe.
- Sunset Waterfront Sets
- Local Southwest Florida Artists
- Marina Dockside Atmosphere
- Relaxed Island Vibe
- Intimate Acoustic Performances
Upcoming Sets
The Season Calendar
Hover or tap a date — the lineup shifts.
SAT · MAY
23
Acoustic Folk
Headliner
Jasper Jackson
Saturday, May 23rd
SUN · MAY
24
Coastal Soul
Matt Meyer
Sunday, May 24th · 5–7 PM
Sat · Jul
04
Independent Set
Matt Meyer
Saturday, July 4th · 5–7 PM
Sat · Sep
05
Sunset session
Matt Meyer
Saturday, Sep 5th · 5–7 PM
Sun · Sep
06
Singer Songwriter
Headliner
Claire Liparulo
Sunday, Sep 6th · 5–7 PM
Now Featuring
SAT · MAY 23 · 5–7 PM
Jasper Jackson
Acoustic Folk · Free Entry · Tiki Bar Open
Now Featuring
Sun · MAY 24 · 5–7 PM
Matt Meyer
Acoustic Folk · Free Entry · Tiki Bar Open
Now Featuring
Sat · Jul 04 · 5–7 PM
Matt Meyer
Acoustic Folk · Free Entry · Tiki Bar Open
Now Featuring
Sat · Sep 05 · 5–7 PM
Matt Meyer
Acoustic Folk · Free Entry · Tiki Bar Open
Now Featuring
SAT · Sep 06 · 5–7 PM
Claire Liparulo
Acoustic Folk · Free Entry · Tiki Bar Open
Before You Come
The Essentials.
A quick rundown so first-timers feel like regulars and regulars don’t miss a beat.
01
Free Entry
Every show on the dock is 100% free — no tickets, no cover.
02
Golden Hour
All sets run 5–7 PM, timed to Captiva’s legendary sunset.
03
Bring a Chair
Seating is BYO. Coolers are not permitted on the dock.
04
Family + Pet Friendly
All ages welcome. Well-behaved pups on a leash too.
05
Eat & Drink On-Site
Tiki bar pours and dockside bites served throughout.
06
RSVP for Updates
Join the newsletter — first to hear schedule changes & secret sets.
Artist Spotlight
Jasper Jackson
Acoustic
Singer-Songwriter
Locals Rule
SWFL
A Southwest Florida–based musician and dynamic songwriter delivering vibrant live performances and memorable original music across the region. Rooted in the Locals Rule movement, Jasper embodies the spirit of the SWFL scene — heartfelt songwriting, rich vocals, and a stage presence built for sunset.
Next Set
Sep 06
Style
Acoustic
Stage
Dockside
Artist Spotlight
Matt Meyer
Coastal Soul
Sunset Sessions
SWFL
A Southwest Florida–based musician and engaging songwriter delivering soulful live performances and memorable original music across the coast. Rooted in the island lifestyle, Matt Meyer captures the spirit of Jensen’s Marina — smooth vocals, coastal charm and a stage presence made for sunset nights.
Next Set
Jul 04
Style
Acoustic
Stage
Dockside
Artist Spotlight
Claire Liparulo
acoustic rock
Songwriter
Story Teller
A Southwest Florida–based singer and engaging performer delivering captivating live shows and authentic original music throughout the region. Rooted in the SWFL community, Claire Liparula embodies the heart of the local scene — soulful vocals, genuine storytelling, and a stage presence made for connection.
Next Set
Sep 06
Style
Soul
Stage
Dockside
Everyone is Welcome
Find the Dock. Catch the Vibe.
First time here? Here’s the vibe, free sign-up for the upcoming live music schedule, and where to pull up like a local.
Jensen’s News
Never miss a sunset set.
One short email when a new show drops. No spam — just music, sunsets, and the occasional secret session.
5,500+ Subscribers
“Great artists, great crowd, and one of the best sunset views in Florida.” T. Jackson
Visit
Showtime
5–7 PM
Weekends
Cover
Always Free
GPS coordinates
26.52091° N, 82.18907° W
Rock the Dock