Flagship Tour · Departs Perry & Hurricane Hole · Only One in Key West

The 2-Hour Island Lap.

2 hrs
Duration
28 mi
Around the island
Max 6
Skis per tour
★ 5.0
295+ Reviews
🏍
The skis
Yamaha VX
📍
Departs
Perry or HH
👨‍✈️
Guide
FWC-permitted
📸
Photos
Included
About this tour

The full island, in a single ride.

Twenty-eight miles. The whole circumference of Key West. The backcountry side, the ocean side, the channel under the Cow Key Bridge, and every piece of coastline in between. Two hours, six skis max, one certified guide setting the pace.

This is the tour no one else in Key West runs. The mega-fleet operators top out at 90 minutes because they can’t keep groups together over the distance. We cap groups at six skis — that’s how we keep it together and how every rider gets a real experience.

First-timers welcome. Your guide will get you comfortable in the harbor before you open up in the channel. By mile five you’ll be riding like you’ve done it for years.

Before you book

Who can ride.

⚠  Important requirements — read before booking
16
Driver age: 16+Valid photo ID required at check-in. Riders 6+ welcome only with a 21+ adult on the same ski.
FL
Florida boating licenseRequired if born after 1988. 30-min course on-site, $9.99 fee. We handle it at check-in.
🌊
Swimming abilityMust be a confident swimmer. USCG-approved PFDs required and provided.
Max 400 lb/ski combinedDriver + passenger. We can split tandems if needed.
EN
Must speak fluent EnglishDriver must understand safety briefings and on-water command from the guide. Applies to drivers only — passengers welcome regardless.
The Practicals

What’s included. What to bring.

We provide

  • Latest Yamaha Waverunner VX Series
  • Fuel for the full 28-mile lap
  • FWC-permitted guide
  • USCG-approved life jackets
  • Safety brief & dock-side coaching
  • Photo stops on request
  • Dry storage for phones & keys
  • Water at the sandbar stop

You bring

  • Photo ID (every rider)
  • Swimsuit & quick-dry clothes
  • Reef-safe sunscreen
  • Sunglasses with a strap
  • Waterproof phone case if you have one
How the ride runs

The route.

0:00
Start
Idle out, harbor pace
Guide leads the group out at no-wake speed. Practice steering and balance before hitting the open channel.
0:15
Open up
Backcountry run
Out through the Stock Island channel into the mangrove backcountry. Glass water on a good day.
0:35
Mid-ride
The west end & Sunset Key
Past Sunset Key, around the western tip. Photos. Sometimes dolphins. Cow Key Channel ahead.
1:00
Halfway
Sandbar swim stop
Anchor at Boca Chica or wherever the tide’s right. Cool off, hydrate, regroup.
1:30
Home stretch
Atlantic side, full throttle
Open water, real speed, the part everyone remembers. Back to the dock by the 2-hour mark.
Your guide

The guide running your tour.

From recent riders

What people who took this tour say.

MT
Matthew T.
December 2025 · Google
★★★★★

"Manny gave us what basically turned into a private tour around the entire island, stopping to point out landmarks and even take photos for us. Made it a memorable part of our honeymoon."

PS
Patrick S.
October 2025 · Google
★★★★★

"JJ was outstanding — professional, focused on safety while keeping things fun. When weather delays forced us to shift our start time, he went above and beyond. Two hours around the island — spectacular."

Common questions

Before you book.

I’ve never ridden a jet ski. Is this okay for me?

Yes — about 60% of our riders are first-timers. Your guide gives a full safety brief and dock-side coaching before you leave the harbor. The first 15 minutes are at no-wake speed. By the time you open up in the channel, you’ll be fine.

Can I ride double with my partner?

Yes — every Yamaha VX seats 2. Combined weight max 400 lb. No extra charge to ride double; you book one ski for the pair. Driver must be 16+ with photo ID.

Do I need a Florida boating license?

If born after January 1, 1988, yes. 30-minute online course on-site (we have iPads), $9.99 fee, temporary certificate lasts 12 months. We handle it at check-in.

What if the weather’s bad?

We call by 8 AM. If we cancel for safety, you get a full refund or free reschedule. If you cancel less than 24 hours out, our standard policy applies.