Private Sunset Sailing Near Destin and Fort Walton Beach

Leave the crowds behind and experience the Emerald Coast from the water during a private sunset sailing charter aboard OrieAnna. This relaxing three-hour sail takes your group across Choctawhatchee Bay as the evening sky changes color around you.

There is no rush to reach a particular destination. The experience is about enjoying real sailing, fresh coastal breezes and uninterrupted time on the water with family or friends. You may also spot dolphins, pelicans, shorebirds and other local wildlife, although sightings cannot be guaranteed.

Private CharterJust your group
3 HoursSunset sailing
Up to 6 GuestsMinimum age 12
$550 TotalPrivate charter

Meet OrieAnna

OrieAnna is a spacious Maxim 38 sailing catamaran measuring 36 feet long with a beam of 20 feet, 6 inches. Her roomy cockpit and forward deck provide plenty of space to relax and enjoy panoramic views across Choctawhatchee Bay.

The vessel is equipped with a marine restroom, known as a head, for guest use. Restrooms are also available at the marina.

What’s Included

  • Private use of OrieAnna for up to six guests
  • Experienced captain and crew
  • Cooler with ice
  • Bottled water
  • Beanbag chairs
  • Required safety equipment
  • Pre-departure safety briefing

Food & Beverages

  • Light finger foods are permitted.
  • Soft-sided coolers are permitted.
  • No glass bottles or drinkware.
  • No red wine or staining beverages.
  • No large rolling coolers.

What to Bring

  • Sunglasses and a secured hat
  • Weather-appropriate clothing
  • White or light-colored soft-soled shoes
  • A camera or phone for sunset photos

Important Guest Information

  • Guests must be at least 12 years old.
  • Pets are not permitted.
  • Spray sunscreen is not permitted.
  • OrieAnna is not wheelchair accessible.
  • Occasional sea spray is possible.
Weather & Safety

Guest, crew and vessel safety is always the highest priority. Your captain will conduct a safety briefing before departure and make all final decisions regarding weather and sailing conditions.

If rain, lightning, sustained winds over 20 mph or other unsafe conditions affect the charter, the captain may delay, reschedule or cancel the sail. If the charter returns early because of weather, the charge will be prorated according to the current charter policy.

Cancellation Policy

Cancellations made at least 24 hours before the scheduled charter may receive a full refund. Cancellations made less than 24 hours before departure may be rescheduled when possible, but the deposit may be forfeited.

If Dalton Charters cancels because of weather or another unforeseen circumstance, a refund may be issued according to the current cancellation policy. Processing fees may apply.