Private Sunset or Evening Sailing Cruise for Two, Four, or Six at Classic Sail Charters (Up to 50% Off)

Coconut Grove

Give as a Gift
2 bought
Limited quantity available

Choose Between Two Options

  • $347 for private sunset cruise or evening cruise in Coconut Grove for up to six, valid Friday–Sunday ($695 value)

  • $320 for private sunset cruise or evening cruise in Coconut Grove for up to six, valid Monday–Thursday ($645 value)

Classic Sail Charters

Established: 2009
Handicap Accessible: No
Staff Size: 1 person
Parking: Parking lot
Reservations/Appointments: Required
Most popular offering: Half-Day and Sunset Sailing
Pro Tip: Bring sunscreen, hats, and a smile

Q&A with Tony Ireland, Captain

What inspired you to start or run this business?
Before starting Classic Sail Charters, I volunteered with a community sailing organization that exposed people to sailing who had never sailed before. Most of the participants in the program realized the special calm joy that comes after casting off lines and raising sail. Gliding quietly through the water under sail seems to wash the stress away, and it was apparent in their eyes and faces. After 25 years working in corporate offices, I decided this was for me.

What’s your favorite part about your job?
Helping people get away from it, and watching the faces light up.

Is there anything else you want to add that we didn't cover?
Sailing yachts is a sporty activity that requires some mental concentration, as well as some physical strength. When the wind is up and the boat pitches and rolls a bit, it is not the best or safest activity for children under 7, nor is it much fun for the parents.

What is the best reaction you’ve ever gotten from a customer?
"Thank you, that was wonderful."

In a Nutshell

Coast Guard-Certified captain whisks small groups onto the open water for breath-taking views of the bay

The Fine Print

Expires Apr 15th, 2014. Limit 1 per person, may buy 1 additional as a gift. Valid only for option purchased. Reservation required. Subject to availability and weather. 7-day cancellation notice required. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Great date experiences and other fun two-person activities
Outdoor activities, from cycling to sailing