Gay Cruise ListThe independent LGBTQ+ cruise directoryPowered bySeamen — visit Seamen
Menu
Powered bySeamen — visit Seamen
Representative Caribbean cruise destination artwork
All gay cruises

Tryst Cruises

Tryst Cruises Second Voyage: Wonder of the Seas

Caribbean

Full ship

Tryst Cruises · Caribbean

Full-ship LGBTQ+ charter aboard Wonder of the Seas.

Dates
February 4, 2028 – February 11, 2028
Ship
Wonder of the Seas · Royal Caribbean
Published price
See current pricing

Sailing snapshot

This 7-night ocean sailing runs from Miami, FL to Miami, FL and lists 5 distinct stops. It is a full-ship LGBTQ+ charter, so the community program takes over the vessel.

Trip overview

Seven nights on one of the biggest ships afloat, chartered for gay guests. Tryst Cruises plans its second voyage aboard Wonder of the Seas, round trip from Miami with Samaná, San Juan and Philipsburg, then two sea days home. It's a save-the-date for now, so watch for fares before you plan flights.

Editorially rewritten from the operator's published trip details · reviewed October 27, 2026.

Before you put down a deposit

The booking decision

Best fit
You want the biggest possible gay charter: a mega-ship, a packed party program and three Caribbean islands.
Trip format
An adults-only full-ship gay charter aboard Wonder of the Seas, planned for about 5,800 guests with Tryst programming throughout.
What is included
Your stateroom, main dining venues and buffet, onboard entertainment and Tryst programming. Specialty restaurants, shore excursions, spa services, retail, beverage and Wi-Fi upgrades and other personal expenses cost extra unless stated at booking.
Fare basis
Tryst Cruises hasn't published fares yet. Its FAQ says category details and pricing arrive when bookings open, expected in late November 2026, with Founder Rates for its mailing list. A monthly payment plan starts at $99 per person down. Confirm the full fare, occupancy basis, taxes, fees and gratuities before paying.
Solo and cabin reality
Tryst Cruises says many guests travel solo. Its Sailor Match program may pair solo guests who want to share a stateroom; details arrive when bookings open, so don't assume a roommate match or a solo fare until you see it.
Accessibility
Ask Tryst Cruises and Royal Caribbean to confirm accessible stateroom inventory, venue access and port arrangements for your needs before paying.
Embarkation plan
Round trip from Miami, February 4 to 11, 2028. Tryst hasn't published embarkation times; confirm the terminal and check-in window when you book.
Itinerary rhythm
One sea day, then three port days in a row: Samaná, San Juan and Philipsburg. Two sea days bring you back to Miami. Call times aren't published yet.

Editorially reviewed October 27, 2026 from the primary trip source: trystcruises.com. Confirm live inventory and individual requirements before paying.

Program itinerary

  1. 1Miami, FLFebruary 4, 2028

    Embarkation.

  2. 2At seaFebruary 5, 2028
  3. 3Samaná, Dominican RepublicFebruary 6, 2028
  4. 4San Juan, Puerto RicoFebruary 7, 2028
  5. 5Philipsburg, St. MaartenFebruary 8, 2028
  6. 6At seaFebruary 9, 2028
  7. 7At seaFebruary 10, 2028
  8. 8Miami, FLFebruary 11, 2028

    Disembarkation.

Confirm the current daily itinerary with Tryst Cruises official 2028 second-voyage itinerary before planning ashore. Ports and times may change.

Price and availability

See current pricing

Pricing note: No fares are published yet. Tryst Cruises expects bookings to open in late November 2026 and says its mailing list gets first access to Founder Rates. Its FAQ lists pay-in-full, a monthly plan from $99 per person down, and possible third-party financing. The fare includes your stateroom, main dining venues and buffet, entertainment and Tryst programming; specialty dining, excursions, spa, drinks and Wi-Fi upgrades cost extra unless stated at booking.

Availability note: Tryst Cruises lists this full-ship charter as a save-the-date for about 5,800 guests, with bookings expected to open in late November 2026. No cabin inventory is on sale yet; join the official mailing list for first access. All Tryst sailings are adults-only.

Fares can change and may exclude taxes, fees, airfare, transfers, or single supplements. Confirm the final total with the operator before booking.

Room types on Wonder of the Seas

  • Royal Caribbean grand suite with a sitting area and bedSuite stateroom
  • Royal Caribbean balcony stateroomBalcony stateroom
  • Royal Caribbean ocean-view stateroomOcean View stateroom
  • Royal Caribbean interior stateroomInterior stateroom
  • Spacious AquaTheater Suite Large Balcony 2 Bedroom, official Royal Caribbean category exampleSpacious AquaTheater Suite Large Balcony 2 Bedroom
  • AquaTheater Suite with Large Balcony 2 Bedrooms, official Royal Caribbean category exampleAquaTheater Suite with Large Balcony 2 Bedrooms
  • Grand Suite - 1 Bedroom, official Royal Caribbean category exampleGrand Suite - 1 Bedroom
  • Ultimate Family Suite, official Royal Caribbean category exampleUltimate Family Suite
  • Royal Suite, official Royal Caribbean category exampleRoyal Suite
  • Owner's Suite, official Royal Caribbean category exampleOwner's Suite
  • Crown Loft Suite with Balcony, official Royal Caribbean category exampleCrown Loft Suite with Balcony

No verified photo yet

  • Ocean View - Accessible
  • Spacious Interior
  • Sky Junior Suite
  • Ocean View Balcony - Accessible
  • Ocean View with Large Balcony
  • Ocean View with Large Balcony - Accessible
  • Interior with Virtual Balcony - Accessible
  • Interior with Virtual Balcony
  • Interior - Accessible
  • Junior Suite with Balcony
  • Connecting Ocean View Balcony
  • Promenade View Interior
  • Boardwalk View Interior
  • Connecting Interior
  • Boardwalk View Balcony
  • Central Park View Interior
  • Central Park View Balcony
  • Spacious AquaTheater Suite - 1 Bedroom
  • Ultra Spacious Ocean View with Large Balcony - Accessible
  • Ultra Spacious Ocean View with Large Balcony
  • Ultra Spacious Ocean View
  • Junior Suite - Accessible
  • Boardwalk View Balcony - Accessible
  • Central Park View Balcony - Accessible
  • Grand Suite - 1 Bedroom - Accessible
  • Royal Loft Suite
  • Crown Loft Suite
  • Owner's Suite - 1 Bedroom

These are Wonder of the Seas’s published room classes, not a promise of inventory for this sailing. Where an official image is available, it represents the named class; confirm the exact category code, cabin number, layout, and view before booking. See the full Wonder of the Seas room guide.

Is this sailing a good fit?

Who it tends to suit

You want a full-ship gay charter with a nightlife-first program: themed parties, big-name DJs, drag brunch and celebrity performances.

What the trip feels like

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.

Operator profile reviewed October 27, 2026 from the Tryst Cruises official sailings and FAQ.

About the operator

Tryst Cruises takes the parties and performers of Tryst Hospitality to sea on full-ship gay charters. Its program draws on venues such as The Abbey, Fire Island's Pavilion and Provincetown's Crown & Anchor. All sailings are adults-only, and bookings are expected to open in late November 2026.

Editorially rewritten from the operator's published information · reviewed October 27, 2026.

More Tryst Cruises cruises · Caribbean gay cruises · Gay sailings on Royal Caribbean · 2028 gay cruises

Similar gay cruises

Plan and compare

How to choose a gay cruise · Understand cruise prices · Compare cruise formats

Compare all upcoming gay cruises