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Odyssey

noun

  1. a long and eventful or adventurous journey or experience.

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ABOUT THE CRUISE

Odyssey Pride 2026 is debuting with an unapologetically bold theme: “The Blacker the Berry…” — a celebration of Black beauty, brilliance, and community. This year, we’re taking over Virgin Voyages’ stunning Valiant Lady for a seven-day, all-inclusive cruise like no other, setting sail from San Juan, Puerto Rico from October 31 through November 6, 2026.

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With just under 3,000 of the sexiest Black gay men from across the globe on board, this experience promises connection, celebration, and serious style. Our journey will take us through five breathtaking destinations — Willemstad, Curaçao; Oranjestad, Aruba; Fort-de-France, Martinique; Basseterre, Saint Kitts — along with two luxurious days at sea to rest, vibe, and indulge.

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This is more than a cruise — it’s an experience. All food is included, drinks are unlimited, and gratuities are covered, so you can focus on living your best life without a second thought. Expect next-level entertainment, incredible themed events, and land excursions packed with laughter and unforgettable moments — all curated with the Odyssey Pride flair.

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And because we’re launching on Halloween night, we’re throwing what will undoubtedly be the most legendary Halloween party on the Atlantic Ocean. Think jaw-dropping costumes, wild creativity, and a celebration of our collective magic under the stars.

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Odyssey Pride isn’t just a vacation — it’s a movement. Come make waves with us.

Odyssey Pride’s “The Blacker the Berry…Cruise 2026”

Event Schedule - October 30 – November 7, 2026

Pre-Cruise Day – Friday, Oct 30

​San Juan, Puerto Rico
Pre-Cruise Kickoff: "Night Before the Odyssey"
8:00 PM – 2:00 AM
Location: T-Mobile District, San Juan, Puerto Rico
The celebration begins early with an electrifying welcome party in the heart of San Juan. Guests can meet fellow travelers, sip

Caribbean cocktails, and dance into the night before embarkation. DJs, live performances, and a few surprises set the tone for the

unforgettable week ahead.

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Day 1 – Saturday, Oct 31

San Juan, Puerto Rico – Departure Day
12:00 PM – 4:00 PM – Ship Party Boarding (guests board in waves)
Departs at 8:00 PM

  • Welcome Aboard Mixer: “Dock & Drip”
    5:00 PM – 7:30 PM
    Cocktails, meet & greet, and a DJ set on the main deck as guests board in style.

  • Sail Away Sunset Party: “Halloween at Sea”
    10:00 PM – Late
    Halloween + Pride costume party.

 

Day 2 – Sunday, Nov 1

Day at Sea

  • Morning Glory: Sunrise Yoga & Sound Bath (8:00 AM – 9:30 AM)

  • Deep Dive Panel: “Queer & Global” (11:00 AM – 12:30 PM)
    A cultural discussion with global LGBTQ+ leaders.

  • Poolside T-Dance: “The Blacker the Berry Splash Zone” (1:00 PM – 5:30 PM)
    Red and Purple swimwear party. Go-go dancers, water toys, Afrobeat & dancehall vibes.

  • Evening Cabaret: “Out Loud: Voices at Sea” (7:30 PM – 9:00 PM)
    Live performances, poetry, music.

  • Late-Night Party: Theme To Be Announced (11:00 PM – 3:00 AM)
    TBA

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Day 3 – Monday, Nov 2

Willemstad, Curaçao – 9:00 AM to 7:00 PM

  • Optional Excursions: “Island Experience – Curaçao” (10:00 AM – 4:00 PM)
    Cultural tours, beach trips, or local food tastings.

  • Sunset Sail Back: “Caribbean Chill” (5:00 PM – 7:00 PM)
    Live band + tropical cocktails on the upper deck.

  • Evening: Free Time or Dinner with New Friends

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Day 4 – Tuesday, Nov 3

Oranjestad, Aruba – 9:00 AM to 10:00 PM

  • Beach Bash: “Aruba Is Calling” (11:00 AM – 3:00 PM)
    Pride flag parade, beach games, and DJ at private resort.

  • Cultural Immersion: “To Be Announced” (4:00 PM – 6:00 PM)

  • Aruba After Dark: “Single and Ready to Mingle” (8:00 PM – 10:00 PM)
    Interactive Dating experience 

  • Onboard Late-Night: “Circuit Party” (11:00 PM – 6:00 AM)

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Day 5 – Wednesday, Nov 4

Day at Sea

  • Wellness Morning: “Rest & Reclaim” (9:00 AM – 12:00 PM)

  • Brunch & Beats: “House of Mimosas” (11:00 AM – 2:00 PM)
    Details to be announced.

  • Open Mic Lounge: “Stories from the Heart” (4:00 PM – 6:00 PM)

  • Theme Night: “To Be Announced” (9:00 PM – Late)
     

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Day 6 – Thursday, Nov 5

Fort-de-France, Martinique – 9:00 AM to 7:00 PM

  • Explore Martinique (10:00 AM – 3:00 PM)
    A guided look at Martinique’

  • Tropical Tiki Hour on Deck (5:00 PM – 7:00 PM)

  • Evening Soirée: “To Be Announced” (9:00 PM – 12:00 AM)
     

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Day 7 – Friday, Nov 6

Basseterre, St. Kitts & Nevis – 8:00 AM to 4:00 PM

  • Morning Beach Social: “Final Dip” (9:00 AM – 1:00 PM)

  • Farewell Panel: “What Black Pride Means Now” (5:00 PM – 6:30 PM)
    Final reflections with activist guests.

  • Closing Party: “One Love” Grand Finale (9:00 PM – 2:00 AM)
    Odyssey Pride T-Shirt Farewell Party.

 

Day 8 – Saturday, Nov 7

Return to San Juan – 6:30 AM

  • Disembarkation Begins at 7:30 AM

  • Goodbye Breakfast + Champagne Toast (7:00 AM – 9:00 AM)

 

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All scheduled events, performances, and activities are subject to change without prior notice. Odyssey Pride reserves the right to modify programming, event times, venues, and guest

appearances due to unforeseen circumstances, including but not limited to weather conditions, technical requirements, or safety protocols. We are committed to delivering an

exceptional experience and appreciate your understanding and flexibility.

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