Savor a private yacht dinner cruise with a chef-prepared meal and sparkling wine for a romantic escape.
Discover what we've curated for you
3 hours
Up to 10 people
Private yacht, dinner, sparkling wine
Set sail on a private luxury yacht for a romantic evening with your special someone. Enjoy a 3-hour cruise along scenic waterways, complete with a chef-prepared five-course dinner and sparkling wine.
All alcohol must be purchased in the office before departure. No red wines are available. Please wear non-marking shoes and avoid spray tanning products. Smoking and pets are not allowed on board.
Deposit fully refundable up to 7 days prior to charter. 7 days prior, 50% of the charter cost is due and becomes non-refundable. 72 hours prior, the remaining balance is charged and all payments are non-refundable. Chef and food costs are non-refundable at 72 hours prior. If dangerous weather prevents departure, dinner will be served dockside.
The private charter lasts 3 hours along the Intracoastal Waterway and Matanzas Bay.
A private chef prepares an upscale 5-course dinner with two bottles of house sparkling wine.
No. All alcohol must be purchased in the office before departure.
3076 Harbor Drive St Augustine FL, 32084
St Augustine Sailing delivers exactly what you'd hope for in a maritime experience, with Dr. Dale and Captain Daniel earning particular praise for their expertise and warmth. Dr. Dale stands out as both a scientist and skilled instructor who runs everything from casual dolphin-watching tours to serious ASA certification courses. Reviewers consistently mention his teaching ability, patience (even calming someone through a panic attack during a maneuver), and deep knowledge of sailing mechanics. The Learn The Ropes courses seem especially popular, with multiple people mentioning how much they learned and feeling genuinely hooked on sailing afterward. Beyond the educational offerings, this outfit clearly knows how to create memorable outings. One couple raved about a wine and appetizer sail that included personalized touches like off-menu steaks, while families appreciated captains who let kids help raise sails and take the wheel. The boats themselves get compliments for their condition, and practical details like shade covers matter when you're out on Florida water. Wildlife sightings of dolphins and manatees add natural magic to the trips. Whether you want a romantic sunset cruise, a family adventure, or actual sailing instruction, the crew adapts well to different groups and consistently makes people feel welcomed rather than processed through a tourist experience.
Great day with the Crew! Kevin is an amazing captain and we learned quite a bit from him. Highly recommend him for people wanting to improve their sailing skills.
Rosser Pace
March 30, 2026
Great day with the Crew! Kevin is an amazing captain and we learned quite a bit from him. Highly recommend him for people wanting to improve their sailing skills.
Rosser Pace
March 30, 2026