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2027 TGG Caribbean Gay Cruise Takeover Agenda & Events

Updated: Apr 24

We're still in the early phases of planning the LGBT-curated events for this cruise, generally 6-8 events will be held for those that book through TravelingGays.com and also those with the Member Add-On Package.


Exclusive Member Benefits Included when you book with your travel agent, Jayson, or through TravelingGays.com

(Over $249 Value)

  • 2-Complimentary Beverages for Happy Hour Events

  • All LGBT-Tailored Events & Mixers

  • Souvenir for your TGG Gay Cruise Group Event

  • Individualized recognition from day one


All other sailors are welcome to join in our fun, when the group of gays begin social gathering, there are often many others that seek our friendships and inclusion. Proudly inviting others to join us including our allies.


🌈 TGG Caribbean Gay Cruise Takeover 2027

April 17–24, 2027 | Sailing from Miami

✨ Optional Pre/Post Stay

Stay at the stylish LGBTQ+ hotspot: Gaythering Hotel (group rate discounts)

  • Pre-cruise mixer night (April 16)

  • Post-cruise recovery brunch (April 24)

🚢 DAY 1 – MIAMI DEPARTURE (Saturday)

Departs 5:00 PM | All aboard by 3:00 PM

Afternoon

  • 1:00–3:00 PM – Embarkation & Welcome Meetups

  • 3:30 PM – Sail Away Deck Gathering (poolside vibes)

Evening

  • 5:00 PM – Welcome Happy Hour @ The Dock 🍹


    Free cocktail or mocktail of choice

  • 5:30–6:00 PM – Daily LGBT Meetup @ The Dock House

  • 7:30 PM – Welcome Dinner Meetups (group dining coordination)

  • 9:00 PM – Opening Night Party: “TGG Set Sail” (main deck)

  • 11:00 PM – Pajama Party at The Manor

🌊 DAY 2 – SAILING (Sunday)

Morning

  • 10:30 AM – Poolside Chill & Icebreakers

  • 11:30 AM – Bingo with the Happenings Cast

Afternoon

  • 2:00 PM – Trivia with the Happenings Cast 🧠

  • 4:00 PM – Tea Dance (main pool)

Evening

  • 5:15 PM – LGBT Birthday Celebration @ Lick Me Til’ Ice Cream 🎂

  • 5:30–6:00 PM – LGBT Meetup @ The Dock House

  • 7:30 PM – Dinner Socials

Night

  • 9:30 PM – Theme Party: “White Night Glow”

  • 11:30 PM – Karaoke @ The Groupie Lounge

🌊 DAY 3 – SAILING (Monday)

Morning

  • 10:00 AM – Yoga & Wellness Session

  • 11:30 AM – Poolside Games

Afternoon

  • 2:00 PM – Trivia with the Happenings Cast

  • 4:00 PM – Drag Bingo Warm-Up (informal)

Evening

  • 5:30–6:00 PM – LGBT Meetup @ The Dock House

  • 8:00 PM – TGG Dinner Takeovers

Night

  • 9:30 PM – Theme Party: “Leather & Lace”

  • 11:30 PM – Karaoke @ The Groupie Lounge

🇵🇷 DAY 4 – SAN JUAN

San Juan | 8:00 AM – 5:00 PM

Daytime

  • Shore Excursions & Old San Juan exploration

  • Optional LGBTQ-friendly group outing

Afternoon (Onboard Return)

  • 3:30 PM – Pool Chill & DJ Set

Evening

  • 5:30–6:00 PM – LGBT Meetup @ The Dock House

  • 8:00 PM – Latin Night Dinner Theme

Night

  • 9:30 PM – Karaoke @ The Groupie Lounge 💃

  • 10:30 PM – Scarlet Night Dance Party (3 Phases)

DAY 5 – PUERTO PLATA

Puerto Plata | 10:00 AM – 6:00 PM

Daytime

  • Beach excursions & waterfall adventures

  • LGBTQ group beach meetup

Afternoon

  • 4:30 PM – Sail Away Pool Party

Evening

  • 5:30–6:00 PM – LGBT Meetup @ The Dock House

  • 8:00 PM – Dinner Socials

Night

  • 9:30 PM – Theme Party: “Tropical Heat” 🌴

  • 11:30 PM – Karaoke @ The Groupie Lounge

🌊 DAY 6 – SAILING (Thursday)

Morning

  • 10:30 AM – Recovery Brunch & Chill

  • 11:30 AM – Bingo with the Happenings Cast (2nd session)

Afternoon

  • 2:00 PM – Trivia with the Happenings Cast

  • 4:00 PM – Poolside DJ + Games

Evening

  • 5:30–6:00 PM – LGBT Meetup @ The Dock House

  • 8:00 PM – Group Dinner Finale Night

Night

  • 9:30 PM – Theme Party: “Circuit Night” 🔥

  • 11:30 PM – Karaoke @ The Groupie Lounge

DAY 7 – BIMINI BEACH CLUB

The Beach Club at Bimini | 9:00 AM – 6:00 PM

Daytime

  • Beach Club Takeover 🏖️

  • DJ sets, cabanas, and pool party energy

Afternoon

  • 4:00 PM – Legendary Bimini Pool Party

Evening (Back onboard)

  • 5:30–6:00 PM – Final LGBT Meetup @ The Dock House

  • 6:00 PM – Farewell Happy Hour @ The Dock 🍹


    Free cocktail or mocktail

Night

  • 9:30 PM – “Last Dance: Glitter & Glam” Finale Party ✨

  • Midnight – Final Karaoke Blowout 🎤

🏁 DAY 8 – RETURN TO MIAMI (Saturday)

Arrives 6:30-9:30 AM

  • Disembarkation (allow up to 1 hour for gangway clearance)

  • Optional Post-Cruise Brunch at Gaythering Hotel



If you haven't already booked this cruise, take advantage of discounted pricing now. See the full cruise details here


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