KEY WEST BOAT TOUR FIELD GUIDE
All-Day Play at Smathers: Parasails, Paddleboards and a Beach Full of Toys
An all-inclusive Smathers Beach pass that bundles unlimited paddleboards, kayaks, hobie cats and a parasail flight—this guide explains what to expect for a full day on Key West’s largest public beach.
All-Day Play at Smathers: Parasails, Paddleboards and a Beach Full of Toys.
Smathers Beach Day Pass w/ Parasail packages hand you the keys to Key West’s longest stretch of sand: an all-day, all-inclusive watersports pass that pairs shoreline lounging and beachfront vendors with unlimited kayak, paddleboard and hobie cat rentals plus a parasail flight.
Highlights
Outing Highlights
Smathers Beach — Key West’s largest public beach
Spend a full day on the island’s longest public shoreline where the pass centers activity: sun, sand and a lineup of food vendors that keep you fueled between sessions on the water.
Unlimited Rentals: Paddleboards, Kayaks and Hobie Cats
The package includes unlimited rentals across multiple small-craft options—stand-up paddleboards, kayaks and hobie cats—so you can switch activities through the day without extra fees.
Parasail Flight Included
A parasail flight is part of the all-inclusive pass, adding a high, cinematic vantage point over clear waters to an otherwise beachfront, toy-heavy day.
What the day feels like
What the Day Feels Like
The rhythm is easy: arrive on the sand, check in and disperse into a loop of paddling, hobie-cat runs and stretches of sun under an umbrella, punctuated by a parasail ascent that gives a panoramic marquee view of Key West’s turquoise fringe—an equipment-rich, full-day option that blends active water time with casual beach life.
Suitability
Who it's for
Who gets the most from this pass—and who should look elsewhere.
Practical planner
Details to review before reserving
The pass is sold as an all-day experience, allowing use of rentals and the included parasail over the course of the day.
All activity is centered at Smathers Beach—this is the meeting and check-in point for the pass.
The all-inclusive beach pass covers unlimited kayak, paddleboard and hobie cat rentals plus a parasail flight; food vendors operate on the beach for additional purchases.
The experience is offered through Sunset Watersports at Smathers Beach.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
What does the Smathers Beach Day Pass include?
The pass includes unlimited kayak, paddleboard and hobie cat rentals and an included parasail flight as part of an all‑day beach package.
How long is the experience?
The pass is an all-day experience.
Where do I meet for this activity?
Meeting and check-in take place at Smathers Beach.
Are there food options on site?
Yes—various food vendors operate on the beach.
Who operates the Smathers Beach Day Pass with parasail?
The operator for this offering is Sunset Watersports.
Can I switch between watercraft during the day?
Yes—the all-inclusive pass provides unlimited rentals of kayaks, paddleboards and hobie cats so you can change crafts throughout the day.