Stock Island Booze Cruise

Climb aboard and let the tropical breeze set the tone as we cruise past working marinas, colorful houseboats, and mangrove-lined shores where dolphins often play in our wake. With island tunes flowing

Climb aboard and let the tropical breeze set the tone as we cruise past working marinas, colorful houseboats, and mangrove-lined shores where dolphins often play in our wake. With island tunes flowing and an ice-cold drink in hand, you’ll drift effortlessly into vacation mode. Our first stop: Hogfish Bar & Grill, a local legend tucked into the heart of the docks. Here, fishermen unload their daily catch and the vibe is pure Old Key West. Sink your teeth into their famous fresh hogfish sandwich or sip a cocktail right on the waterfront. Next, we glide over to Bad Boy Taqueria, a fun and funky stop known for bold flavors, creative tacos, and the kind of energy that makes you want to stay all afternoon. Grab a bite, grab a drink, and soak in the local charm. Then it’s off to Hurricane Hole Marina, a favorite for both locals and salty sea captains. With strong drinks, great music, and unbeatable views of the harbor, it’s the perfect place to relax before we head back out on the water.

From: $0.00

Location: Key West

What's Included

Community Discussion

Q&A

Q: Is there an age limit for the Booze Cruise? Can kids come along?

A: Great question! The Stock Island Booze Cruise is primarily geared towards adults since there’s a strong focus on drinking. However, families with kids can still enjoy the cruise if they’re well-behaved and accompanied by an adult. It’s all about having fun and soaking in the vibes!

Q: What happens if it rains? Is there a cancellation policy?

A: If the weather doesn’t cooperate, they typically reschedule the cruise for you. It’s best to check with Stock Island Charters directly to understand their exact policy. I've been on a few cruises that got moved due to weather, and they handle it well!

Q: What should we wear for the cruise? Is it casual?

A: Totally casual! You’ll want to wear comfortable clothes and flip-flops or sandals—something easy to kick off if you want to dip your toes in the water. Sun hats and sunglasses are a good idea too since you’ll be out in the sun. Enjoy the breeze!

Discussions

Thinking about gifting the Stock Island Booze Cruise! Thoughts?

I’m planning to gift the Stock Island Booze Cruise to my friends for their anniversary. I love the idea of them cruising past houseboats and stopping for food at Hogfish Bar. I’ve heard great things about their hogfish sandwiches! But I’m curious, is the atmosphere mostly relaxed, or are there party vibes? They’re not huge drinkers, but I think they’d enjoy the scenery and good food.

Just got back from the Stock Island Booze Cruise! Here’s my experience.

OMG, the Stock Island Booze Cruise was epic! The stops were perfect, especially Bad Boy Taqueria—those tacos were insane! Plus, the crew was super friendly and made the whole experience so fun. We saw dolphins playing in the wake too! I’d recommend this to anyone looking for a chill day on the water.