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.
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
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
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
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.
Makenna – Winter Park, FL
Your Stay, Step by Step
Everything you need to know — from booking to stepping onboard. So good it looks fake.
1. Book Your Night
Pick your dates and reserve your private boat before it’s gone.
2. Get There & Board
We’ll guide you step-by-step — parking, dinghy, and getting onboard with videos and detailed instructions.
3. Enjoy the Experience
Unplug, unwind, and have an adventure then sleep on the water. It’s quiet, unique, and surprisingly comfortable.
A Private Boat Stay in the Heart of Daytona Beach
Stay on the water in Daytona Beach, Florida, just steps from Beach Street’s local bars, restaurants, and downtown vibe.
It’s the perfect mix — peaceful, quiet nights on the boat with everything you need just a short walk away.