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Virgin Voyages Announces NYC Comedy Fest 2026 Headliners

Virgin Voyages announces headliners for 2026 New York Comedy Fest, featuring Don’t Tell Comedy partnership on a Bermuda overnight sailing.

Three smiling comedian headshots for New York Comedy Fest headliners
Virgin Voyages Announces NYC Comedy Fest Headliners © Photo by Virgin Voyages

Virgin Voyages Levels Up Comedy Fest with Don’t Tell Collaboration

Virgin Voyages is taking its US Comedy Fest in a new direction for 2026, sailing for the first time from New York City to Bermuda. The five night voyage blends headline stand up with pop up sets, sea days, and an overnight stay in Bermuda. This will be the first to feature a partnership with Don’t Tell Comedy.

Don’t Tell Comedy Brings Its Secret Show Format to Sea

Don’t Tell Comedy is known for surprise shows in unexpected locations, from backyards to warehouses. Now, that same format is heading on board.

The brand focuses on pairing breakout talent with culturally relevant performers and has built a strong digital following, generating millions of views each week and more than 1.5 billion views over the past year.

On board, that means intimate venues, hidden sets, and performances woven throughout the voyage. Guests can expect a mix of scheduled main stage acts and smaller, late night or pop up sets across different venues.

Two people smiling as 2026 Comedy Fest promo text overlays
2026 Comedy Fest – NYC© Photo by Virgin Voyages

Headliners Announced for New York

Tacarra Williams

Tacarra Williams, known as “The Beautiful Beast,” delivers bold, unfiltered comedy with fearless energy. A former schoolteacher turned headliner, she has performed at the Apollo Theater and Hollywood Improv, toured with Katt Williams, hosted Totally Funny Kids on The CW, and finished runner-up on NBC’s Bring the Funny.

Shapel Lacey

Shapel Lacey leads the lineup, bringing his high energy storytelling style to sea. A regular at Los Angeles’ Comedy Store, he is known for direct and personal stand up, and also hosts the Cooked in the Comment podcast.

 

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Emma Willmann

Emma Willmann is a stand up comedian and actress who performs regularly at New York’s Comedy Cellar. Her television appearances include Netflix’s The Lineup and The Late Show with Stephen Colbert.

 

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Usama Siddiquee

Usama Siddiquee combines fast paced delivery with observational humor. He has appeared on major television and streaming productions, including America’s Got Talent and several Netflix projects.

 

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Additional Performers

The wider roster promoted for the sailing also includes:

Voyage Details: New York to Bermuda

  • Ship: Valiant Lady
  • Dates: April 11 to 16, 2026
  • Length: 5 nights
  • Departure: New York City
  • Port: Royal Naval Dockyard, Bermuda with an overnight stay

The overnight call gives guests two days to explore Bermuda at their own pace, from visiting Horseshoe Bay Beach to exploring the historic streets of St. George’s.

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Comedy Fest Continues in 2026

Virgin Voyages has also confirmed a UK Comedy Fest sailing for August 20 to 26, 2026 on Valiant Lady, sailing roundtrip from Portsmouth with calls in Bruges, Amsterdam, and Hamburg.

UK headliners are still to be announced, with further details expected closer to departure.

With the New York sailing introducing the Don’t Tell Comedy partnership and the UK voyage returning later in the year, Comedy Fest is set to remain a key themed series in the 2026 lineup.

About the author

Co-Founder and Editor. Blending technical know how from the iOS world with a love for Virgin Voyages with over 25 VV sailings around the world.