Person holding a photo of three women on the Brooklyn Bridge with the iconic towers and cables in the background.

NYC in November

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 & Policies

Dates
Nov 11–15, 2026

Location
New York City, NY

Group Size
Up to 10 travelers

Investment
$2,100 per person

Large red Christmas ornaments in a fountain with the Rockefeller Plaza Christmas Tree and tall city buildings in the background in New York City.

Why November?

Why November Is the Sweet Spot

November in New York feels magical in a completely different way. The decorations are already going up, Broadway is buzzing, and the Bryant Park market is open, but the overwhelming December crowds haven’t arrived yet.

There’s something special about starting the season this way; before schedules get packed, obligations take over, and December starts moving too fast.

Multiple images of New York City, including Grand Central Station decorated for Christmas, a Christmas tree in a city square, and people ice skating in Bryant Park.

The Experience

The NYC Moments We’re Planning

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

  • Slow walks across the Brooklyn Bridge before wandering DUMBO coffee shops and waterfront views

  • Hot coffee in hand while wandering the Bryant Park holiday market

  • 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.

A decorated Christmas tree in an urban outdoor setting with tall buildings, surrounded by holiday lights and festive decorations.

Accommodations

Your Home Base in NYC

A centrally located Midtown hotel that makes the city feel easy to explore.

Rooms are shared with your own bed, whether you come with a friend or arrive solo. 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. Some of our favorite friendships have started this way.

What's Included

The goal is simple: once you arrive in NYC, everything important is already handled.

  • 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 paced NYC experience with built-in flexibility

  • Travel with a professional photographer capturing candid moments and portraits throughout the trip

What’s Not Included

  • Flights and airport transfers

  • Travel insurance for added peace of mind

  • Meals (see below)

  • Alcohol and personal bar tabs

  • Personal shopping and souvenirs

A city street scene with people walking on the sidewalk, cars on the road, and buildings with colorful facades. String lights are hanging overhead, and signs for restaurants and bars are visible, including a yellow banner for Mulberry Street Bar.

Meals

Food in NYC Should Feel Flexible

Meals are not included on this trip. And that's intentional.

Some of the best moments in New York happen when you stumble into a tiny bakery, extend dinner longer than planned, or grab a late-night slice because the city still feels alive. 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 wander and choose whatever sounds good 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.

A woman with red hair, wearing a red knit hat, tan and beige checkered jacket, blue jeans, and pink shoes, is taking photos with a camera on a city street. In the background, there are several buildings with colorful facades, and other pedestrians walking around.

You Get to Be in the Photos

You don’t have to spend the whole trip documenting everything yourself.

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.

Close-up of three women wearing sunglasses, smiling, and taking a selfie outdoors on a sunny day.

Who This NYC Weekend Was Designed For

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

You don't need a big reason. You just need a yes.

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.

The Weekend at a Glance

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: Because this is a small-group experience, bookings are non-refundable. If something changes, we’ll do our best to help facilitate a spot transfer.

Investment

Your NYC Weekend Starts Here

This is intentionally a small-group experience designed to feel personal, relaxed, and easy.

Includes accommodations, Broadway tickets, holiday activities, hosted treats, group transportation throughout the trip, and professional photography.


$2,100

Pay in Full

Per person, paid today


$1,050

Reserve with Deposit

Today, then $1,050 due August 13, 2026
By booking, you agree to our Trip Terms & Policies