Tryst Hospitality launched Tryst Cruises on October 26, 2026, with plans for two full-ship gay charters in 2027 and 2028. Early access registration is open, though the company has yet to announce the ship or itinerary for the second sailing.

Tryst Cruises Sets Its First Itinerary

The maiden voyage is scheduled to depart Fort Lauderdale on October 31, 2027, for six nights, with 3,200 guests planned. Its stops include Puerto Plata and Samaná in the Dominican Republic, and Nassau in the Bahamas.

The sailing will feature parties and entertainment associated with Tryst Hospitality venues, including The Abbey in West Hollywood and The Blue Whale on Fire Island. The company also plans drag shows, live music and a closing party at a private beach club in the Bahamas.

Second Sailing Details Still to Come

The second charter is scheduled for February 4–11, 2028, departing Miami for seven nights with 5,800 guests planned. Tryst has not yet announced the ship, Caribbean itinerary or onboard programming.

The company says the first 300 guests to book a Tryst Cruise will receive an invitation to a VIP club with private gatherings and other onboard privileges. It has opened early access registration but has not specified when bookings will open.

Next milestone

The ship, Caribbean itinerary and entertainment program for the 2028 sailing are due to be announced separately.

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