Discover Anna Maria Island: A Self-Guided Cycling Experience in Sarasota
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Discover the fascinating history of Anna Maria Island on this self-guided cycling tour. You'll explore stories of unlikely characters—from a Fig Newton creator to daring platform divers—and see how they shaped this charming barrier island into a beloved community.
Cycle past iconic sites like the 1927 "mosquito jail," a quirky lockup with barred windows that kept insects out more effectively than guards. You'll also pass the Roser Memorial Church, built by Charles Roser—creator of the Fig Newton—and learn about Hollywood's 1948 film "On an Island With You."
Along the way, visit Bean Point, the island's first homestead, and see how the community has rebounded from hurricanes like those in 2024. This tour offers a unique glimpse into the island's resilience and charm, all at your own pace.
Frequently asked questions
How long does the tour last?
The tour takes approximately 1 to 1.5 hours.
What languages are available?
The tour is available in English.
Is this tour suitable for all ages?
Yes, it's suitable for adults aged 6 to 99.
Do I need to bring my own bike?
Yes, bikes are not included. Please bring your own or rent from a nearby vendor.
What do I need to participate?
You’ll need a smartphone and headphones to access the tour’s audio and maps.
Can I explore at my own pace?
Absolutely. This is a self-guided tour with GPS, giving you the freedom to explore when and how you want.
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 1 hour – 1.5 hours
Check availability to see start times.
Guided experience
English
Key facts
What's included
Included
- Lifetime access to this tour in English before your booking date and after it
- Offline access to audio, maps, and geodata
- App for Android and iOS
- Flexibility to explore at your own pace with a self-guided GPS tour
- Directions to the starting point so the tour begins when you're in the right place
Not included
- Smartphone and headphones
- Bikes (please bring your own or rent locally)
- Transportation
- Food and drinks
Itinerary
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Stop 1
Pass by the Old City Jail, a quirky historic site once used for minor offenders, now preserved as a reminder of the island’s early law enforcement. Entry costs are not included.
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Stop 2
View the Roser Memorial Community Church, built in 1913 with striking Gothic Revival architecture. Entry is not included in the tour.
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Stop 3
Cycle past the Anna Maria City Pier, a historic wooden pier offering sweeping views of Tampa Bay. Entry costs are not covered.
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Stop 4
See the Anna Maria Motel & Resort, a classic beachfront property with easy Gulf access. Entry and use of facilities are not included.
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Stop 5
Ride past Sandbar Seafood & Spirits, a popular spot for fresh seafood and sunset views. Entry and purchases inside are not included.
Meeting point & pickup
Meet at the starting point
This tour begins at the Anna Maria Island Historical Society. Before arriving, install the mobile app and use the code provided on your confirmation ticket. Detailed instructions are available after download.
Open in Google MapsCancellation & confirmation
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund.
- 100% refund if canceled at least 1 day in advance
- No refund if canceled within 24 hours of departure
Instant confirmation
Your booking is confirmed immediately after checkout.
From $9.99 per person
- Free cancellation
- Secure checkout with our booking partner
