Say Yes NYC
Kick Off the Holiday Season in New York City
Kick Off the Holiday Season in New York City!
November 11–15 | 5 Days, 4 Nights | The Greatest City in the World
New York City at the start of the holidays is something special.
The decorations are going up, the holiday markets are open, Broadway is buzzing, and the city already feels festive. Without the full December crowds pressing in. It's the sweet spot, when everything feels exciting, cozy, and full of possibility.
This trip is about kicking off the holiday season together. Wandering iconic neighborhoods, soaking in early holiday magic, and experiencing NYC in a way that feels fun, connected, and easy.
Bring your mom. Your sister. Your best friend. Or come solo and leave with new best friends.
And you won't have to worry about figuring out the city, getting the perfect shot, or planning what's worth your time. I'll handle all of it. You just show up.
By booking, you agree to our Trip Terms & PoliciesDates
Nov 11–15, 2026
Location
New York City, NY
Group Size
Up to 10 travelers
Investment
$2,100 per person
Why November?
Why Say Yes to NYC in November
Because you get the holiday energy without the December chaos.
Because Broadway and the Rockettes are already in full swing.
Because the Bryant Park Holiday Market is open, Central Park is stunning, and the city feels festive and still breathable.
And because kicking off the season by saying yes to time together feels better than adding one more thing to your December to-do list.
The Experience
What We'll Experience Together
This is a curated NYC experience designed to feel joyful, unrushed, and full of moments you'll remember long after the trip ends.
Highlights include:
Exploring Washington Square Park and wandering the charming streets of the West Village
A stroll through Central Park as the city transitions into the holiday season
Walking the Brooklyn Bridge and exploring DUMBO
Shopping the Bryant Park Holiday Market and visiting the New York Public Library
Seeing the Rockettes Christmas Spectacular
Attending a classic Broadway show
Taking in iconic skyline views from the Top of the Rock
Coffee stops, bagels, cookies, pretzels, and classic NYC treats along the way
There's space to wander, time to rest, and room for spontaneous moments that make the trip feel special.
Accommodations
Where You'll Stay
Our home base will be a hotel in Midtown Manhattan, centrally located, safe, and walkable, with easy access to the subway and everything we'll be exploring together.
Rooms are shared, with your own bed. You're welcome to invite a friend to book a spot and be your roommate, or come solo and be open to the possibility of meeting someone new. Many of our favorite connections start this way.
What's Included
4 nights in a boutique Midtown Manhattan hotel
Group transportation via subway throughout the trip
Ticket to a Broadway show
Ticket to the Rockettes Christmas Spectacular
Ticket to the Top of the Rock observation deck
Hosted NYC treats: bagels, coffee, cookies, and pretzels
A thoughtfully planned itinerary and on-the-ground hosting
Travel with a professional photographer capturing candid moments and portraits throughout the trip
What’s Not Included
Flights and airport transfers
Travel insurance (strongly recommended)
Meals (see below)
Alcohol and personal bar tabs
Personal shopping and souvenirs
Meals
About Meals on This Trip
Meals are not included on this trip. And that's intentional.
One of the best things about New York City is the food, and I didn't want to lock you into a set schedule when half the fun is stumbling into a perfect little corner bakery or finally trying that restaurant you bookmarked two years ago.
I'll share optional restaurant suggestions and group dinner plans you're welcome to join. Or you can go rogue, wander, and find something that feels exactly right in the moment. NYC rewards that.
Hosted treats are included throughout the trip: bagels, coffee, cookies, and pretzels. The classic NYC bites that make the city feel like home.
18+ Years of Professional Experience
You Get to Be in the Photos
I'm Macey, a professional photographer with 18+ years of experience, and I'm coming on every trip.
You can put your phone down and actually be present. No worrying about documenting every moment or asking a stranger to take your photo. I'll be there capturing the experience as it unfolds.
The in-between moments. The laughter over coffee. The quiet walks through Central Park. The joy of being somewhere new with people who quickly feel like lifelong friends.
You'll leave with a gallery of professional photos that capture the feeling of the trip, not just what it looked like. Photos where you're included, relaxed, and fully in the frame.
Fit Check
Is This Trip For You?
This trip is for you if:
You love the holidays and want to experience them without the peak December crowds
You've always wanted to visit NYC during the holiday season
You want Broadway, markets, and iconic views without the stress of planning it yourself
You'd love a reason to travel with your mom, sister, or best friend
You're coming solo and open to meeting your new travel crew
You're ready to kick off the season by saying yes to something that's just for you
A heads up: we get around NYC the way New Yorkers do, on the subway. It's efficient, part of the experience, and I'll guide the group every step of the way. If you're comfortable with (or curious about) public transit, you'll love it.
You don't need a big reason. You just need a yes.
Let’s Recap
Trip Details
Location: New York City, NY
Dates: November 11–15, 2026 (5 days, 4 nights)
Accommodations: Boutique hotel in Midtown Manhattan
Availability: Up to 10 travelers
Investment: $2,100 per person
Note: Due to the nature of booking group travel, refunds are not available. You may transfer or sell your spot to another traveler. Say Yes will share your available spot with our community and waitlist to help you connect with someone.
Investment
Ready to Book?
There are only 9 spots available. Choose the option that works best for you.
$2,100
Pay in Full
Per person, paid today
$1,050
Reserve with Deposit
Today, then $2,150 due August 13, 2026By booking, you agree to our Trip Terms & Policies