Panhandle · Pensacola
Sirena is a 48-foot sailing catamaran working out of Southwind Marina on Pensacola's south shore, certified for 49 and held to 12. Sunset and dolphin sails, a half-day run to Fort McRee and Johnson Beach, a snorkelling trip, and a Blue Angels practice cruise on flying days.
Sirena is a 48-foot sailing catamaran with an open deck, lounge nets, a shade canopy, a bar area and two heads, and though she is certified for 49 passengers the company limits a trip to 12. Departures are from Southwind Marina on Sinton Drive, on the Pensacola side of Big Lagoon, which the operator places twenty minutes from the Flora-Bama and forty from Pensacola Beach.
Four trips are sold by the seat. The 2.5-hour sunset and dolphin sail runs daily with times that shift by month, from a 5:15 start in March and again in the autumn out to 6:00 in midsummer. A half-day dolphin sail runs 4.5 hours, anchoring to swim and beachcomb on a remote stretch of Johnson Beach and stopping at the ruins of Fort McRee, which dates to 1839. The snorkelling trip asks for strong swimmers, since it works several spots across Pensacola Bay and is the most weather-dependent of them. On Blue Angels practice days the boat anchors in Big Lagoon to watch the flying overhead before sailing on. Parties of seven or more take the boat privately.
Daysail Panhandle · Pensacola Beach
Two-hour sails from Pier One Marina on Pensacola Beach aboard Dare II, a Condor 40 trimaran, one of twenty-one built in Annapolis from 1985 to 1991. Daily 11am and 2pm sails and a sunset cruise, six guests at most, booked online. Captain Kirk has owned her since 2002.
Crewed Panhandle · Fort Walton Beach
No trips for the rest of 2026 after hurricane damage in the area; the owners plan to resume in March 2027. Private crewed catamaran daysails on a Stiletto 27 from Adventure Marina on Okaloosa Island, with Crab Island, sunset and snorkel runs for up to six guests.
Crewed Panhandle · Destin
Space Dancer, a 45-foot Beneteau sloop, leaves the AJ's Seafood and Oyster Bar dock on Destin Harbor, then out East Pass into the Gulf with Captain Chris. Two- to four-hour private sails, sunset and fireworks cruises, time at the helm on request, and overnight trips year round.