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Tryst Cruises Gay Cruises

2 upcoming sailings

Next departure: October 31, 2027
Current destinations: Caribbean
Current ships: Celebrity Beyond, Wonder of the Seas
Published fares: No fares published

About Tryst Cruises

Tryst Cruises is the cruise brand of Tryst Hospitality. It charters whole ships for adults-only gay sailings with parties, DJs and drag drawn from venues such as The Abbey, Fire Island's Pavilion and Provincetown's Crown & Anchor.

Best for: You want a full-ship gay charter with a nightlife-first program: themed parties, big-name DJs, drag brunch and celebrity performances.
Trip format: Adults-only full-ship charters. The 2027 maiden voyage is on Celebrity Beyond; the 2028 second voyage is on Wonder of the Seas.
Atmosphere: Party-led nights with signature events such as Daddy Issues, Masterbeat and the Tryst Drag Brunch, plus slower sea days for the gym, spa and pool.
Typical inclusions: Your stateroom, main dining venues and buffet, onboard entertainment and Tryst programming. Specialty restaurants, shore excursions, spa services, drinks and Wi-Fi upgrades cost extra unless stated at booking.

How to book or enquire

Bookings are expected to open in late November 2026. Join the official Tryst Cruises mailing list for first access, then compare categories, fares and terms before paying.

Open Tryst Cruises official sailings and FAQ

Independent comparison

Why compare Tryst Cruises here?

The official site is the final authority for inventory and terms. Gay Cruise List does a different job: it puts the current sailings, ships, destinations, trip format, and booking paths into one comparable view.

Current catalog: 2 upcoming sailings, ordered by departure date.
Format decoded: Adults-only full-ship charters. The 2027 maiden voyage is on Celebrity Beyond; the 2028 second voyage is on Wonder of the Seas.
Source trail: Every listing links to the operator source so you can verify the final cabin, price, and rules before paying.

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Cruise updates

Tryst Cruises cruise updates

When signups are available, alerts watch published price and availability changes on the next 2 listed sailings.

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Current directory

2 upcoming Tryst Cruises cruises

Showing 2 of 2

Representative Caribbean cruise destination artwork

Next sailing

Tryst Cruises Maiden Voyage: Halloween Caribbean

Fort Lauderdale, FL

October 31, 2027 – November 6, 2027Celebrity Beyond · 6 nights

Full-ship charter

Published priceSee current pricingView details

Tryst Cruises Second Voyage: Wonder of the Seas

Miami, FL

February 4, 2028 – February 11, 2028Wonder of the Seas · 7 nights

Full-ship charter

Published priceSee current pricingView details

Meet the operator

More about Tryst Cruises

If you want a whole ship of gay nightlife, Tryst Cruises is the new name to watch. It's the cruise brand of Tryst Hospitality, and its official site promises parties and performers from venues such as The Abbey in West Hollywood, Fire Island's Pavilion and Provincetown's Crown & Anchor. Every sailing is adults-only. Expect costumes.

Two full-ship charters are on the calendar. The maiden voyage sails Celebrity Beyond round trip from Fort Lauderdale, October 31 to November 6, 2027, with Puerto Plata, Samaná and Nassau. The second voyage takes Wonder of the Seas round trip from Miami, February 4 to 11, 2028, with Samaná, San Juan and Philipsburg. Tryst says the fare covers your stateroom, main dining, entertainment and its own programming; specialty dining, excursions, spa, drinks and Wi-Fi upgrades cost extra.

Bookings aren't open yet. Tryst expects them in late November 2026 and gives its mailing list first access to Founder Rates. If you're sailing solo, watch for details of its Sailor Match roommate program. Compare the published categories, fare basis and cancellation terms when they arrive, then pick your costume and let the party come to you.