Private Sailing Lesson for Two, or Two-Hour BYOB Sunset Cruise for Two or Four from The Sailboat Club (Up to 70% Off)


93% of 54 customers recommend

from $90
Value Discount You Save
$300 70% $210
Limited time remaining!
Over 110 bought
Limited quantity available

In a Nutshell

Captains take groups out for a cruise in waters frequented by manatees and ospreys; accredited instructors teach hands-on sailing techniques

The Fine Print

Expires 90 days after purchase. Limit 1 per person, may buy 1 additional as gift. Limit 1 per visit. Valid only for option purchased. Reservation required. 24-hour cancellation notice required or $50 fee may apply. Must be 18 or older. Must sign waiver. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Sailing around the world is much easier when you learn which knots are edible and the terrible truth behind a dolphin’s smile. Boost nautical knowledge with this Groupon.

Choose from Three Options

  • $90 for a two-hour introductory private sailing lesson for two (a $300 value)
  • $99 for a two-hour BYOB sunset cruise for up to two (a $325 value)
  • $195 for a two-hour BYOB sunset cruise for up to four (a $375 value)

Cruises take groups out onto placid waters for two hours of sightseeing and boating. Backed by accreditation from the American Sailing Association, experienced instructors lead the two-hour introductory private sailing lesson, teaching aspiring sailors how to navigate an approximately 20-foot boat in light to moderate wind and water conditions. Scheduling is flexible; contact The Sailboat Club for lesson and cruise times.

Sunset Cruises are not private and can accommodate up to six passengers.

The Sailboat Club

The wind picks up over the St. Johns River, catching the sails of Cap'n Don Stokes's fleet of boats and propelling the vessels along the coastline, where sailing instructors point out ospreys perched in the trees as the sea stretches into the distance.

This natural revelry is thanks to The Sailboat Club, whose crew frees members from the responsibilities of boat ownership—such as maintenance, insurance, and renting slips—and grants unlimited sailing on a fleet of sailboats. Additionally, as an accredited training facility of the American Sailing Association, the club encompasses a team of instructors who teach lessons for all levels of sailors, ranging from those who just noticed wind to experienced sailors seeking a captain's license.


93% of 54 customers recommend

  • “Can be a little hard to schedule ”

  • “Be sure to get directions if you are not familiar with that area of Jax. For the sunset cruise, be ready to relax!!”

  • “Great time! ”

  1. 1


    12752 San Jose Boulevard

    Jacksonville, Florida 32223

    Get Directions

Great date experiences and other fun two-person activities
Outdoor activities, from cycling to sailing
Bring along your own bottle of wine or beer to enjoy
Choose your deal:
One Two-Hour Introductory Sailing Lesson for Two
$300 list price - 70% off - Save $210
Over 60 bought
For Two: 2-hour Chartered Sunset Cruise
$325 list price - 70% off - Save $226
Over 40 bought
For Four: 2-hour Chartered Sunset Cruise
$375 list price - 48% off - Save $180
3 bought