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Sail aboard the Schooner America 2.0 in Key West for a fun race to Sand Key Lighthouse, topped with lunch and drinks—an authentic, lively sailing experience.

If you’re seeking a memorable way to experience Key West’s maritime spirit, the Wreckers Race aboard Schooner America 2.0 might just fit the bill. This 3-hour sailing trip offers a rare chance to participate in a lively, historically inspired race — all while enjoying the stunning views, good food, and drinks that make a day on the water truly enjoyable.
What makes this tour stand out? First, we love the opportunity to be part of an actual race — not just a relaxing cruise, but a spirited competition that captures the playful, competitive essence of Key West’s pirate and wrecking past. Second, the inclusion of lunch and beverages adds a satisfying touch of value, making it a perfect outing for those who want a full experience without breaking the bank.
One potential consideration is the group size and seating arrangement, as the experience can vary depending on how well you get along with your fellow sailors. Also, since the activity is weather-dependent, a windy day might make it more exciting, but also more challenging for less experienced sailors. This tour suits those who enjoy a mix of adventure, authentic local flavor, and a lively social atmosphere.
If you’re someone who appreciates engaging in a unique local tradition, loves a good race, or simply wants an active way to see Key West from the water, this trip offers a lot of value. Let’s explore what you can expect along the way.
You can check availability for your dates here:
Looking for more options in Key West? Here are some other experiences worth considering.

Starting at the Schooner Wharf Bar on William Street, the check-in process is straightforward. The ticket booth is conveniently located at the corner of William and Greene Streets, with parking options available in the municipal lot on Caroline Street. This location immerses you right into Key West’s maritime vibe — a historic, lively hub that’s perfect for a pre- or post-sail stroll.
The star of this experience is the Schooner America 2.0, recognized as the fastest sailboat in Key West. Its sleek design and traditional schooner aesthetics provide both a sense of authenticity and excitement. This vessel is well-equipped for racing, and the crew is experienced, often encouraging guests to participate actively, whether by trimming the sails or simply cheering on the race.
More Great Tours NearbyThe Wrecker’s Cup Race echoes the old days when pirates and wreckers raced to claim cargo from ships run aground on Sand Key Reef, nine miles off the coast. Today, the tradition continues with a firing of a canon at 1:00 pm, signaling the start of the race to Sand Key Lighthouse.
You’ll be part of the action, watching the other schooners head out in a spirited race. While the goal is to arrive first, the real joy lies in the interactive nature of the event. Some reviews mention the “excitement aboard,” which underscores how engaging the race can be, especially with lively crew members and enthusiastic fellow travelers.
Expect to spend your time actively involved, whether it’s standing at the helm, adjusting sails, or just soaking up the sun and sea breeze. The vessel’s speed and agility mean that the race can be quite thrilling, although it might be more intense than a mellow cruise for some.
A boxed lunch is included, providing a convenient and tasty meal to fuel your adventure. The tour also includes two drinks of your choice — beer, wine, champagne, or cocktails — which keeps the mood spirited and relaxed. Soft drinks and water are available throughout, ensuring everyone stays refreshed during the race.
After the race, there’s plenty of time to relax and chat about the experience. The lively atmosphere, combined with the scenic views of the coastline and the lighthouse, makes for a memorable moment. Some reviews highlight how the food and drinks add to the overall value, making this more than just a race but a complete social event.

At $112 per person, this tour offers good value, especially considering the inclusion of food and drinks. For those wanting a unique, active experience that combines history, competition, and the chance to be on the water, it’s a worthwhile expense. The fact that you get to participate in a real race, rather than just watch, adds a layer of authenticity and fun for all ages.
This experience is perfect for adventurous travelers, history buffs, or anyone looking to enjoy a lively afternoon in Key West. It suits groups of friends, couples, or solo travelers eager to mingle in a social setting. However, those with mobility issues or looking for a more relaxed, sightseeing cruise might prefer a calmer, less participatory option.

For travelers wanting to experience Key West’s maritime heritage firsthand, the Wreckers Race offers a lively, engaging outing. You’ll love the way it combines history, active sailing, and social fun in a compact 3-hour window. The inclusion of a meal and drinks at this price point makes it especially appealing to those who enjoy a lively, participatory excursion.
However, it’s important to be prepared for a weather-dependent adventure that might get windy or rough. The activity’s success hinges on your enjoyment of active, social experiences versus relaxed sightseeing.
Overall, if you’re after a memorable, authentic sailing challenge paired with a taste of local history and good company, this tour ticks many boxes. It’s an excellent way to see the best of Key West from the water while actively participating in its nautical traditions.
Is the tour suitable for all ages?
Yes, the Wreckers Race is open to a wide age range. Kids and teenagers who enjoy active participation and sailing will find it exciting, but always check with the provider if you have very young children or specific concerns.
What should I wear?
Dress comfortably for warm weather, with layers if needed. Since it’s an outdoor activity, bring sunglasses, a hat, and sunscreen. Bring a valid ID or passport, as it’s required for check-in.
Are drinks included?
Yes, two drinks of your choice—beer, wine, champagne, or cocktails—are included. Soft drinks and water are available throughout the sail.
What happens if the weather is bad?
Tours can be canceled up to 24 hours in advance for a full refund. Bad weather might mean rescheduling or cancellation for safety reasons.
Is there a limit to how many people can join?
The tour is hosted on a schooner with a capacity designed for active sailing, but exact group size details aren’t specified. Expect a lively, social environment.
Can I participate in sailing activities?
Yes, all hands are on deck! Crew members often encourage participation, whether trimming sails or steering, making it a hands-on experience.
Is gratuity included?
No, gratuity is not included, but it’s customary to tip crew members if you enjoyed the experience.
The Key West Wreckers Race aboard Schooner America 2.0 offers a lively, authentic taste of the island’s maritime past with a modern twist. It’s ideal for those who want to actively engage with the water, enjoy good food and drinks, and partake in a spirited race that echoes historic wrecking traditions. Perfect for adventure-loving travelers or groups seeking a social, fun-filled half-day out, this tour delivers a memorable taste of Key West’s seafaring culture. Just be sure to dress for the weather and bring your sense of adventure; you’re in for an exciting ride!
You can check availability for your dates here: