Starbuck (St. Augustine, FL)

A Private Waterfront Escape
in St. Augustine

Wake up on the water just minutes from Vilano Beach and historic downtown.
A private sailboat (Starbuck) stay with cozy interiors, gentle waves, and a one-of-a-kind experience you won’t get in a hotel.

Check Dates & Availability

Step Inside the Experience

From sunrise views to cozy interiors. Here’s exactly what you can expect during your stay.

Guest Reviews

Real, simple, believable:

My fiancée and I spent a weekend aboard the boat and it was absolutely spectacular. We both love the ocean and its vibe, and this experience delivered exactly that.

The host was incredibly friendly, responsive, and explained everything in detail, which made the stay easy and stress-free. The boat itself is in excellent condition, and even the dinghy was simple to maneuver—even for beginners.

We were genuinely excited about this trip, and it exceeded our expectations in every way. If you’re looking for something unique, memorable, and completely different, this is it. Highly recommend!

Sergio Luis – Tampa, FL

Airbnb

We had such a wonderful stay on the sailboat! It made our weekend feel extra fun and adventurous. Everything was clean, and the instructions—from using the dinghy to the power—were clear and easy to follow.

The hosts were very responsive and helpful throughout our stay. We would absolutely recommend it and will definitely be back next time we’re in St. Augustine..

Susannah – Atlanta, GA

<Airbnb

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   Christian 
 
 
 
 Verified Super fun environment, instructions were perfect and overall a great stay!
  
 
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   Jesse 
 
 
 
 Verified My girlfriend and I stayed for a night on the boat and the experience was great. The host provides a lot of good clear instructions directly after booking and was very responsive when I had a question on check in day. Operating the dinghy was easy and fun. The fridge on the boat kept our drinks cold so we were happy. The old wooden cabin is definitely a vibe and the sunset/sunrise views from the upper deck were the best part. Dolphins were swimming around the sides of the boat when we woke up in the morning. 11 pm check out gives you plenty of time to enjoy the morning on the boat as well. We loved the privacy and how unique this stay is for a very fair price. I will say, it may not be for everyone if you aren’t comfortable around open water or don’t feel comfortable operating the dinghy yourself. But like I mentioned the instructions given were pretty clear and luckily we didn’t run into problems.
  
 
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   Chelsea 
 
 
 
 Verified Wonderful stay and such a fun adventure for the family. Just be mindful of weather conditions and comfort level on the water, as that can really shape the experience.
  
 
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   Malori 
 
 
 
 Verified Will have fond memories of our time aboard the Starbuck forever! If you love the ocean, adventure, and beautiful views this is the place.
  
 
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   Alexa 
 
 
 
 Verified If you are looking for an adventure and a place to rest your soul this is the place. The area is beautiful and Starbuck is the perfect get away. I won’t be able to stop thinking about this place. My husband and I cannot wait to return. An extremely attentive host with any questions I had!
  
 
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   Miles 
 
 
 
 Verified It was beautiful to stay in their sailboat. Vilano Beach is quiet, relaxing and so close. If you’re up for a different adventure, this might be a great option.
  
 
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   Max 
 
 
 
 Verified Great stay. Super fun!
  
 
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   Tyler 
 
 
 
 Verified Loved my time on the Starbuck. Highly recommend it.
  
 
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   Laurie 
 
 
 
 Verified We had the most wonderful stay on Midnight Anchor’s sailboat! It was just my husband, son, and I on a quick overnight getaway, and it ended up being such a special experience. We even had dolphins swimming and popping up around us, which made it absolutely unforgettable.We booked last minute (the day before!), and everything still came together so smoothly. It was the perfect little escape from Kansas City, and we’re so grateful for the experience. Highly recommend for anyone looking for something unique and relaxing!
  
 
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   Zeon 
 
 
 
 Verified I stayed alone just a little solo get away and i cannot rave about this place enough was super easy to find and the video instructions were super easy to follow i believe i also lucked out with it being Dolphin mating season and got to see on my last evening there a beautiful sunset and atleast 30 dolphins jumping out of the water and it was incredibly surreal truly an amazing experience cannot recommend it enough Also it can be quite cold at night so be mindful and bring a hoodie maybe, you are on a boat in the water so might be chilly the view of the stars at night was unmatched and the light house in the distance on the south side was also just the cherry on top will be staying again in the future!
  
 
  
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We absolutely loved our stay with Midnight Anchor! The boat is stunning and incredibly comfortable, and the views are breathtaking.

It was such a unique experience—fun, relaxing, and adventurous all at the same time. We’re already hoping to come back. If you’re looking for something different in St. Augustine, this is the place.

Bridget – Fort Lauderdale, FL

VRBO

We had a lovely stay on the boat. The hosts were friendly and very responsive, and we loved that everything was within walking distance to great food and drinks.

It was a memorable experience and we really enjoyed the whole sailboat vibe.