Key West Wreckers Race aboard Schooner America 2.0

If you’re eyeing a fun, active day on the water in Key West, the Key West Wreckers Race aboard Schooner America 2.0 might catch your eye. This three-hour adventure offers an exciting race experience aboard the fastest sailboat in the area, with a bit of history, lively competition, and good eats thrown in. It’s an experience that promises a lively atmosphere and a chance to feel like part of a crew, all while enjoying stunning views of the coast.

What really makes this tour stand out are a couple of key features: the thrill of competitive sailing and the onboard lunch with drinks. These little touches add a lot to the fun factor. But, as with any adventure, there are a few things to keep in mind. For instance, this experience is best suited for those who enjoy a bit of physical activity and aren’t expecting a completely relaxed, lounge-style cruise.

If you’re a travel buddy who loves boats, racing, or a lively social scene, this tour could be a great pick. Families with older kids might also find it amusing, especially if everyone’s up for a little friendly competition on the water. But if you’re after a slow cruise or a quiet sunset sail, this might not be your ideal choice.

Key Points

• Duration: 3 hours of lively sailing, including the race and onboard lunch.
• Includes: A boxed lunch and two drinks (beer, wine, champagne, or cocktail), plus soft drinks and water.
• Experience: Participate in a real race inspired by local maritime history.
• Meeting Point: Dockside at Schooner Wharf Bar, 202 William Street.
• Group Size: Usually a manageable group, with seating possibly assigned.
• Price: $112 per person, which balances out considering the food, drinks, and unique race experience.

You can check availability for your dates here:

A Closer Look at the Experience

Sailing aboard the Schooner America 2.0 means stepping onto a vessel that’s not only swift but also designed to give you a feeling of genuine crew participation. Unlike some boat tours where you’re more of a passenger, this one invites all onboard to get involved. The race kicks off with a cannon shot at 1:00 pm, setting the tone for a fun, spirited afternoon. As the boats head towards Sand Key Lighthouse—about nine miles off Key West—the goal is straightforward: be the first to arrive, just like in the original Wrecker’s races of yore.

The historical angle adds a layer of charm to the event. Historically, pirates and locals raced their ships to claim cargo from wrecked vessels near Sand Key Reef. Today, the race retains that playful competitive spirit, but with a more celebratory vibe, complete with a firing of the canon at the start. It’s a quirky piece of local lore that’s genuinely fun to watch and take part in.

We loved the way the crew encourages participation—you’re often asked to help hoist sails or steer, which makes it feel like you’re part of the team rather than just an observer. Expect a lively atmosphere, with a sense of camaraderie that’s infectious. The boat itself, being the fastest sailboat in town, ensures you’ll be zipping along with plenty of wind in your hair.

The onboard lunch is surprisingly good for a short cruise. It’s a boxed meal, but it’s hearty enough to keep you energized during the race. Plus, the drinks are a definite highlight—two included per person means you can toast to a great race or just relax and enjoy the scenery with a cold beer, wine, or champagne.

What to Expect During the Race

The actual race is the main event, and it’s as fun as it sounds. The canon firing signals the start, drawing smiles from everyone. The boats sail with a sense of purpose, but there’s plenty of room for laughs and friendly rivalry. The race to Sand Key Lighthouse is straightforward, but the thrill comes from trying to be the first across the finish line.

You can expect to be out on deck for most of the time—so dress accordingly. Sunscreen, sunglasses, and a hat are necessities, as the Florida sun can be fierce. Because the race involves actual sailing maneuvers, it’s best suited for those comfortable with a little physical activity, though no prior sailing experience is required.

As the schooner speeds towards the lighthouse, you’ll enjoy a mix of scenic views and the rush of wind. It’s a great opportunity for photos of the coastline, the boat, and your fellow racers. Once the race concludes, there’s usually some time for relaxing and soaking in the scenery before heading back.

The Food and Drinks

The boxed lunch is a well-thought-out inclusion that adds value to this experience. While it’s not gourmet fare, it’s satisfying and convenient, allowing you to focus on the race rather than your next meal. The beverages, especially the included alcohol, help enhance the social vibe—many guests mention enjoying a cold beer or glass of wine while chatting about the race.

Note that gratuities are not included, so if you feel the crew did an excellent job, tipping is appreciated.

Practical Details and Tips

The meeting point is at 202 William Street, right in front of the Schooner Wharf Bar. Parking is available nearby in the municipal lot on Caroline Street, so plan to arrive a little early to get settled and check in. The check-in process is straightforward, and since seating may be assigned, it’s good to arrive on time.

The tour is available in the afternoon, making it a perfect way to break up your day in Key West. You can keep flexible with your plans by reserving now and paying later, which is nice if your schedule is uncertain.

Remember to bring your ID or passport, as well as your driver’s license. No pets or smoking are allowed onboard, which helps keep the environment safe and enjoyable for everyone.

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Is It Worth It?

At $112 per person, this experience offers good value if you’re into active, fun water adventures. The fact that two beverages are included, along with lunch, makes it a more complete outing than just a boat ride. The lively race, historic touch, and beautiful scenery combine to make it a memorable afternoon.

However, it’s not for those seeking a quiet, relaxed cruise. If you prefer calm waters and scenic sunsets, look elsewhere. But if you’re craving a spirited, social day on the water with a dash of history and a splash of competition, this tour hits the mark.

Who Should Consider This Tour?

This race is best suited for active travelers who enjoy a bit of friendly competition and don’t mind getting a little windblown. It’s a fun choice for couples, groups of friends, or anyone who wants a lively sailing experience, with the bonus of food and drinks included. Families with older children who enjoy boats and a bit of adventure could also find this a highlight, as long as everyone’s comfortable with sailing.

For solo travelers or couples wanting a social, energetic outing, this could be a memorable way to meet others and share a unique piece of Key West’s maritime culture. Just note that it’s more about fun and activity than a laid-back cruise or sightseeing tour.

FAQ

Is this tour suitable for kids? This experience is generally geared towards adults or older children who are comfortable on a boat and enjoy active participation. It’s not specifically designed as a family tour, but older kids who enjoy sailing and are okay with the physical aspect may find it enjoyable.

What should I wear? Wear comfortable, weather-appropriate clothing. Sunscreen, sunglasses, and a hat are a must since you’ll be outdoors and exposed to the sun.

Are the drinks included? Yes, two beverages are included per person—choices of beer, wine, champagne, or a cocktail. Soft drinks and water are always available.

How long is the race? The entire experience lasts about 3 hours, with the race itself being a significant part of that. You’ll start with check-in, the cannon firing at 1:00 pm, and the race to Sand Key.

Can I cancel if my plans change? Yes, you can cancel up to 24 hours in advance for a full refund, which offers some flexibility for planning.

Is there seating onboard? Seating may be assigned, so arriving early is advisable if you have preferences.

In the end, the Key West Wreckers Race aboard Schooner America 2.0 is a spirited, lively outing that combines a bit of history, a lot of fun, and some good eats and drinks. If you love boats, enjoy a competitive edge, and want to feel like part of a crew for a few hours, it’s worth considering. Just keep in mind it’s more about activity and socializing than relaxing sightseeing—perfect for those who want a bit of adventure mixed with their tropical escape.

You can check availability for your dates here: