Booze Cruise & Sandbar

If you’re craving a laid-back yet lively day exploring the Florida Keys’ best watering holes by boat, the Booze Cruise & Sandbar tour is worth considering. Run by Captain Steve—whose reputation for combining a professional, friendly vibe with insider local knowledge—this private adventure offers up to six guests a chance to enjoy a combination of iconic tiki bars, a secret sandbar, and sunset views, all aboard a Swedish-built motor yacht with impressive twin V10 engines.

What sets this tour apart is the personalized attention from Captain Steve himself, a retired lawyer turned water enthusiast, who clearly loves sharing his passion for the Keys. We especially appreciate the flexible stops and the genuine local feel of the stops, making this more than just a typical pub crawl on water. However, with a hefty price tag of $999 for a group, it’s important to weigh the value and what’s included.

This experience is an ideal fit for groups of friends, bachelor/bachelorette parties, or anyone looking for an intimate, VIP-style day out with tailored stops. Just remember that alcohol isn’t included, so plan to bring your beverages—an aspect that adds to the relaxed, custom feel of the trip.

Key Points

• Private, customizable experience for up to six guests with personal service from Captain Steve.
• Authentic stops include some of the Keys’ most loved tiki bars and lesser-known sandbars.
• Excellent reviews highlight the knowledgeable and personable guide, making the tour more than just a boat ride.
• Pricing reflects exclusivity and comfort, offering a luxurious, tailored experience.
• Flexible itinerary allows for weather-dependent stops, including a secret sandbar if conditions permit.
• Perfect for groups wanting a fun, private day with stunning water views and local flavor.

The Boat and Overall Experience

The boat itself is described as a Swedish-built motor yacht powered by twin V10 engines with 800 horsepower—more than enough power for smooth cruising and quick getaways between stops. Captain Steve operates with a mix of professionalism and relaxed friendliness, making guests feel both safe and at ease. From reviews, we learn that the boat is kept very clean, and the comfort of your is a priority, with amenities like restrooms and air conditioning onboard.

The tour’s duration of around 6 hours is ample time to relax, enjoy the scenery, and visit multiple stops without feeling rushed. The boat’s mobile ticket system makes it straightforward to book and start the adventure right at the Caribbean Club in Key Largo.

Detailed Itinerary Breakdown

Stop 1: Gilbert’s Resort

The tour kicks off at Gilbert’s Resort, one of the biggest tiki bars in the Keys. This is a great way to start the day—grab a cocktail, soak in the lively atmosphere, and enjoy the tropical vibe. The stop lasts about 30 minutes, giving you plenty of time to snap photos and get a feel for the area. Reviewers rave about how this bar sets the tone for a fun day ahead, with one mentioning it as a “highlight” and another noting it’s a great intro to the Keys’ vibrant bar scene.

Stop 2: Alabama Jacks

Next, the boat heads to Alabama Jacks, famed locally for conch salad and strong drinks. This “northernmost dive bar” offers a more authentic, laid-back experience compared to the tourist-heavy spots, according to reviews. Expect about 30 minutes here to sip your beverage and mingle with locals. The bar’s reputation for good conch salad and hearty drinks makes it a favorite among visitors.

Stop 3: Barnes Sound

Weather permitting, Captain Steve will take you into Barnes Sound for a peek at a lesser-known sandbar. This is one of the unique aspects of this tour—the possibility of a BYOB stopover away from the crowds. Guests can bring their own drinks and relax on the sand in a quiet, scenic spot. Reviewers point out how special and intimate this stop feels, making it a true highlight for those seeking a more private, tranquil experience.

Stop 4: Blackwater Siren

Moving on, the boat visits Blackwater Siren, a local favorite tiki bar with a rotating selection of house specialties and “mega drinks.” Guests love the relaxed atmosphere and the chance to try something new. The review mentions that it’s a “hidden gem,” adding to the feeling of discovering authentic Keys spots off the beaten path.

Stop 5: Sundowners

The sunset stop at Sundowners offers stunning water views—perfect for relaxing with a crab dip and a drink as the sun dips below the horizon. This stop is particularly praised for its scenic setting and relaxed vibe, making it a great way to wind down the day. It’s a popular choice among those who want a peaceful, picture-worthy moment.

Stop 6: Jimmy Johnson’s Big Chill

Finally, the tour wraps up at Jimmy Johnson’s Big Chill, a lively spot known for its food, especially pizza. Located conveniently in Key Largo, reviewers mention that you don’t need to be a football fan to enjoy the buzz and casual ambiance here. It’s a fitting or perhaps optional way to end a day of fun, with about 30 minutes to enjoy the atmosphere and some bites.

What’s Included and What’s Not

To make the most of this tour, it’s good to know what’s included: bottled water, a restroom on board, and the comfort of an air-conditioned vehicle. These details ensure a comfortable experience, especially considering the tropical heat and the lengthy stops.

However, alcoholic beverages are not included, which means you’ll need to bring your own or purchase drinks at each stop. This allows guests to customize their drinks and enjoy the experience at their own pace, but it is an added cost to consider when budgeting. The tour also mentions a fuel surcharge, which may be added to the final price.

The Real Deal from Reviewers

From authentic accounts, we see that the tour’s success hinges heavily on Captain Steve’s personality and knowledge. One reviewer notes, “Skipper Steve is the absolute best,” highlighting his friendliness, professionalism, and personable approach. Guests appreciated the way he helped with photos, offered good advice, and made the trip feel tailored and special.

Another review called him “incredibly friendly and informative,” adding that his stories about Keys history made the trip more engaging. The boat’s cleanliness, comfort, and the personalized service contributed significantly to the positive experience.

The reviews also emphasize the value of the stops—whether at iconic tiki bars or hidden sandbars—because they blend lively social spots with peaceful, scenic moments. The flexible itinerary and weather-dependent stops make the trip adaptable, ensuring guests get the best possible experience.

Practical Tips for Booking and Enjoying the Tour

• Book at least 18 days in advance, as this tour is popular.
• Bring your own alcoholic beverages, since none are included.
• Wear comfortable clothes and sunscreen, and consider bringing a hat or sunglasses for sun protection.
• Remember that the tour is for guests 21 and over, so plan accordingly if traveling with younger family members.
• Confirm your meeting point at the Caribbean Club, and arrive a little early to settle in and start on time.
• Check the weather forecast; if conditions aren’t ideal, the tour may be canceled or rescheduled with a full refund.

Who Will Love This Experience?

This tour is perfect for groups wanting a private, tailored day on the water. If you enjoy discovering local hangouts, trying new drinks, and relaxing with scenic views, you’ll find plenty to love here. It’s especially suited for those celebrating special occasions like bachelor/bachelorette parties, family outings, or just friends seeking a memorable day in the Keys.

The focus on personalized service and authentic stops makes this a standout for travelers who don’t want a cookie-cutter tour but rather a bespoke experience. If you’re looking for a fun, social, and scenic way to explore Key Largo’s best spots, this tour ticks all those boxes.

The Sum Up

The Booze Cruise & Sandbar tour offers a unique, private way to experience Key Largo’s best watering holes and scenic spots. Led by Captain Steve, you’ll enjoy a combination of lively tiki bars, peaceful sandbars, and picturesque sunsets—all within a 6-hour window that balances fun, relaxation, and discovery.

The experience’s value lies in its personalized approach, the quality of the guide, and the carefully chosen stops that highlight local flavor rather than tourist traps. Whether you’re celebrating a special occasion or just want a memorable day on the water, this tour provides a relaxed, authentic, and fun way to see the Keys.

While it’s priced higher than many group tours, the exclusivity, comfort, and local insights make it worthwhile for those who want a VIP experience. Just remember to bring your beverages, plan ahead, and enjoy the laid-back vibe that makes this tour a real highlight of any Keys trip.

Frequently Asked Questions

Is this tour private?
Yes, it’s a private experience for up to six guests, so you won’t be sharing with strangers.

What’s the starting point?
The tour begins at the Caribbean Club located at 104080 Overseas Hwy, Key Largo.

How long does the tour last?
The entire experience lasts approximately 6 hours, with about 30 minutes at each stop.

Are alcoholic beverages included?
No, alcohol is not included. Guests are encouraged to bring their own drinks for the BYOB stops.

Is there a restroom onboard?
Yes, the boat is equipped with a restroom for guest convenience.

Can I cancel if the weather is bad?
Yes, the tour offers free cancellation up to 24 hours in advance. If canceled due to poor weather, a full refund is available.

Is this suitable for children?
No, the tour is designed for guests 21 and over.

What should I bring?
Bring your own beverages, sunscreen, hats, sunglasses, and any personal items you need for comfort.

How do I book this tour?
Booking can be done online with confirmation provided immediately. It’s recommended to book well in advance due to popularity.

What makes this tour stand out?
The combination of personalized service, authentic local stops, scenic views, and Captain Steve’s friendly, knowledgeable guidance are what make this experience truly special.

This private Booze Cruise & Sandbar tour in Key Largo offers a memorable, personalized day out that balances lively stops with peaceful moments—and all in the company of a friendly, expert guide. Perfect for those who want a relaxed, authentic Keys experience with a touch of VIP luxury.