Anniversaries on the water

The Key West anniversary day you’ll remember together.

Two ways to mark it: ride one Yamaha WaveRunner VX Series together on the only 2-hour guided jet ski tour in Key West, or wrap a Six Fins gift certificate and give the day instead.

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Four ways couples mark the day

Pick the anniversary that fits your two

Riders, cruisers, or a little of both — here’s the Six Fins lineup with the couples-on-the-water angle.

2-Hour Flagship Tour

$209 / ski (both of you)

The longest jet ski tour in Key West — 28 miles around the island with stops, photos, and a sandbar break. Ride one ski together at the same flat price.

2-Hour tour details →

1-Hour Freestyle Ride

$160 / ski (both of you)

One hour in the open-water freestyle zone — launches from Hurricane Hole Marina. The quick rip if the anniversary calls for adrenaline more than a route.

Freestyle details →

Private Sunset Charter

$995+ / 3 hours

Just the two of you on a 30-foot Jeanneau yacht with a USCG-licensed captain. Skip the Mallory Square crowds. Anniversary dinner on board if you want it.

Sunset charter →

Full-Day Boat Charter

$1,795 / full day

Custom itinerary: sandbars, snorkel reef, lunch on the water, sunset return. The slow, big-anniversary option.

Private charter →

Why couples pick the water

Anniversaries are made of moments, not menus

You can spend an anniversary in a Key West restaurant. A lot of couples do. But you came to Key West because of the water — the turquoise stuff that looks photoshopped from the plane, the sandbars only locals know, the open Atlantic. A reservation at a table doesn’t put you on any of that.

Two hours on a Yamaha WaveRunner VX Series with your partner behind you does. You ride out through the protected channels north of Stock Island, open the throttle on the Atlantic side, hold for a photo off the southernmost point of the continental U.S., cut past Sunset Key and Wisteria Island and the cruise piers, then stop on a working sandbar to jump off the ski into water you can see your feet in. Then you ride back. The whole thing fits in a 2-hour window, and it costs the same whether one of you rides or both of you do, because Six Fins prices per ski, not per person.

Slower-paced anniversary? Take a private charter on the 30-foot Jeanneau NC 895 with a USCG-licensed captain. Your day, your itinerary — the secret sandbar, a snorkel reef, lunch anchored somewhere quiet, sunset on the way home. Same locally-owned operator, different gear, totally different pace.

Departures from Perry Hotel & Marina also include a complimentary Perry Hotel Day Pass — pool and gym access, an approximately $35 value. Couples typically pair it with an anniversary dinner at one of the resort’s restaurants before or after the ride. No upcharge, subject to hotel rules and availability.

Or give it as a gift

Anniversary surprise? Wrap a Six Fins gift certificate.

Buy now, they pick the date later. Two-year validity. Transferable. Digital or printed delivery.

If you’re booking your own anniversary, skip this and use the buttons up top. If you’re trying to surprise your partner — or trying to find a gift for a couple’s anniversary — the Six Fins gift certificate is the cleaner play. Pick the experience (or pick a dollar amount and let them choose), we send a branded PDF or printed card, they redeem when they have their Key West dates locked in.

See the gift certificate page →

Frequently asked

The questions anniversary couples ask

Can a couple ride one jet ski together?

Yes. Six Fins prices jet ski tours per ski, not per person, so a couple can ride one Yamaha WaveRunner VX together at the same flat per-ski price.

One person drives and the other rides behind. You may be able to switch drivers during the trip if both drivers meet Six Fins requirements, conditions allow, and the guide approves.

Which Six Fins experience is best for an anniversary?

For an active anniversary, book the 2-Hour Flagship Guided Island Tour. It is Six Fins' longest jet ski tour in Key West and the Lower Keys: 28 miles around the island, depending on weather, route, and marine conditions.

For a slower romantic day, book a private boat charter or private sunset cruise with a USCG-licensed captain. For a surprise gift, choose a Six Fins gift certificate and let the couple pick their date later.

Is the 2-hour jet ski tour good for couples?

Yes. The 2-hour tour is a strong anniversary choice because it feels like a shared adventure: open water, guide-led island route, photo stops where conditions allow, and enough time on the water to feel like more than a quick rental.

It also prices by ski, so two people sharing one ski is often one of the best-value anniversary experiences in Key West.

Can I buy the anniversary experience as a gift?

Yes. Six Fins gift certificates are available for jet ski tours, private boat charters, sunset cruises, or open-dollar amounts.

Gift certificates are valid for two years from issue, transferable, and available as a digital PDF or printed card. That makes them useful when you want to give the experience before the couple knows their Key West travel dates.

Is there a more romantic option than jet skis?

Yes. A private sunset cruise or private boat charter is the slower, more romantic option. The boat gives you a USCG-licensed captain, private space, and time for sunset, food, drinks, photos, or a quiet anniversary moment.

Many couples choose jet skis for the active part of the trip and a private boat charter for the relaxed celebration.

Can we just rent a jet ski and go out on our own?

No. Six Fins does not offer unguided jet ski rentals. All jet ski experiences are guided or guide-supervised for safety, route control, and responsible operation in Key West waters.

If you want the closest option to independent riding, choose the 1-Hour Freestyle Ride. A guide leads you to the approved ride area, supervises the session, and gives you room to ride under controlled conditions.

What if the weather is windy on our anniversary?

Wind does not automatically cancel a trip, but safety comes first. Six Fins operates from two Key West / Stock Island marinas and chooses the best launch, route, or ride area based on conditions.

If Six Fins or the guide determines conditions are unsafe, guests may be rescheduled or refunded according to the applicable booking policy.

Should we book early for an anniversary date?

Yes. Anniversary trips are date-sensitive, and private sunset times or peak tour slots can sell out.

Book early if the date matters, especially around weekends, holidays, spring travel, wedding trips, or cruise-heavy weeks. If you are surprising your partner, a gift certificate is the easier option when the exact date is not locked.

Book the anniversary — or wrap it.

Two paths, one operator. Same crew, same fleet.

Questions first? Call (305) 906-2880 or email info@sixfinscharter.com.

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