Big Gay NYC Weekends

Discover Queer Community.

Imagine: Walking the same streets as queer trailblazers, sharing stories at iconic LGBTQ+ landmarks, and bonding with a group of like-minded travelers who just get it. This weekend is about more than sightseeing – it’s about connection, celebration, and experiencing NYC’s queer legacy firsthand.

Join a community of LGBTQ+ travelers for an all-inclusive weekend filled with exclusive experiences, from private tours to theater shows to intimate conversations with changemakers. Our Big Gay NYC Weekend is an unforgettable journey through LGBTQ+ history!

Trip Length:
3 nights

Group Size:
Up to 16

Dates:
Select weekends throughout the year.

Next Weekend: October 9-12, 2025

 

 

Picture It:

Wake up in a boutique hotel in the heart of NYC, walking the same streets as queer activists who paved the way, while hearing untold stories and meeting modern-day changemakers shaping our community.

Savor classic NYC eats, tour iconic landmarks, enjoy a Broadway show, and lip-sync for your life at a fabulous drag performance – all in a city that celebrates queer revolution, resilience, and joy.

Leave feeling inspired, connected, and part of something bigger.

Rainbow Tour

 

 

NYC

 

 

Day 1
Welcome to NYC!

Arrive in the heart of New York City, where your friendly weekend host will greet you! We’ll start with a fun way to get to know each other, followed by a delicious welcome dinner and drinks to set the vibe. Then, it’s showtime! We’ll head to Broadway for an unforgettable performance. To end the night, we’ll take in the dazzling lights of Times Square before returning to our chic boutique hotel to rest for the adventures ahead.

Day 2
Queer History & Queer Joy

Start your morning with a private LGBTQ+ history walking tour, led by a local LGBTQ+ guide from Christopher Street Tours. Explore key sites like the Stonewall Inn, the Gay Liberation Monument and more – all while hearing personal stories that bring LGBTQ+ history to life. After lunch, enjoy free time to explore shops, cafés, or museums. In the evening, we’ll hit the town for a fabulous night out, experiencing some of NYC’s most legendary drag performers.

 

Drag Show
NYC
Day 3
Art & Activism

Spend the day immersed in queer creativity and culture. We’ll begin with a visit to the Leslie-Lohman Museum of Art, the world’s only LGBTQ+ art museum. Then, take part in a hands-on zine-making workshop as a fun and meaningful way to tell your own story through art. Later, we’ll explore a queer-owned bookstore, with time to browse LGBTQ+ literature, independent zines, and more. In the evening, we’ll come together for a farewell dinner and a group reflection to close out the weekend.

Day 4
Until Next Time!

Enjoy a relaxed morning and optional group coffee before checking out. If you’re not ready to say goodbye, explore the city with stroll through Central Park, a museum visit, or last-minute shopping in one of NYC’s iconic neighborhoods. You’ll leave with new friendships, powerful memories, and a deeper connection to Queer NYC.

NYC

 

 

Meet Your Host
Michael Venturiello

Meet Michael, your host for the Big Gay NYC Weekend! His mission is simple: to make sure you have an incredible time. With a passion for LGBTQ+ history and fostering connections, he’ll keep the energy high, lead meaningful conversations, and bring a touch of fun to every moment. Whether it’s sharing untold stories, creating unforgettable memories, or just being there with a smile, Michael’s warmth, enthusiasm, and commitment will make the weekend an unforgettable experience you won’t want to miss.

 

 

Michael

Ready for Your Big Gay NYC Weekend?

Date: October 9-12, 2025

Price: $1,995

Multi-Day Tour

Important Information

What's included?

-1 breakfast, 1 lunch, and 2 dinners
-2 nights accommodation in a boutique hotel
-A community of like-minded queer folks
-A friendly, welcoming host for the whole weekend
-Access to exclusive events that you won’t find anywhere else
-Unexpected surprises that celebrate the magic of NYC

What's not included?

-Transportation to and from NYC
-Transportation costs within NYC 
-Personal meals and other expenses (including hotel incidentals)
-Gratuities
-Travel Insurance

Note: we strongly recommend purchasing travel insurance to cover any unexpected issues, such as delays or cancellations.

How much does it cost?

The Big Gay NYC Weekend is $1,795 per person. This includes accommodations, select meals, exclusive events, and a curated weekend of unforgettable experiences.

 

 

 

 

What are the arrival and departure details?

Getting Here:
Check-in is at 3 PM. The nearest airports are John F. Kennedy International Airport (JFK) and LaGuardia Airport (LGA). If you’re traveling by bus or train, the hotel is conveniently located near both Moynihan Train Hall at Penn Station and Grand Central Bus Terminal. Discounted parking is available through our partnership with the hotel and a local parking garage.

Departure:
On the last day, check-out is at 11 AM. After check-out, if you’d like to enjoy the city just a bit longer, you can leave your bags at the hotel to claim later in the day. We’ll be there to assist if you need help with any last-minute arrangements. 

What is the payment and refund policy?

Full payment is due upon booking to secure your spot for the Big Gay NYC Weekend. All bookings are final. There are no refunds or transfers available once your reservation is confirmed.

More Questions?