New York City Spring Overnight Trip – May 23-24, 2026

Experience the magic of New York City in the beautiful springtime on this fun and easy overnight getaway from the South Shore of Boston! Fun 4 All Tours will take care of the transportation so you can relax and enjoy nearly 30 hours in NYC exploring however you’d like.

Late May is one of the BEST times of year to visit NYC – Central Park is in bloom, outdoor cafés are buzzing, and the weather is perfect for walking and sightseeing.

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Enjoy NYC Your Way:  There is no fixed itinerary, which means you can plan the weekend exactly how you want. There is a Sunday guided tour, however (for those interested)- scroll down for more info on that!

Some popular & recommended options include:

• Seeing NYC from the Top of the Rock, the Empire State Building, or the One World Trade Center (the tallest building in the Western Hemisphere @ 1,776 feet tall!)
• Exploring beautiful Central Park and iconic Rockefeller Center
• Shopping along Fifth Avenue or SoHo
• Seeing a Broadway Show and the bright lights of Times Square
• Touring the Metropolitan Museum of Art (The MET), Museum of Modern Art (MoMA), or American Museum of Natural History
• Walking the High Line & the Brooklyn Bridge
• Dining at iconic NYC restaurants in Hell’s Kitchen and Little Italy

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• First-time visitors
• Couples
• Besties
• Girls’ weekend trips
• Families with teens or younger kids
• Those looking for some “retail therapy” 🙂
• Foodies/Art-lovers/Theater-lovers

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– Feel free to bring a blanket, backpack, snacks, or small cooler for the trip.  FYI: The bus is ours for the duration of the trip.  No one else will be using it except us!

Included in Your Trip:

• Round-trip transportation on a private deluxe motorcoach from the South Shore to Manhattan
Sit back, relax, and skip the stress of driving, parking, trains, or navigating traffic.

• Hotel Accommodations: The Holiday Inn New York City Times Square (585 8th Avenue) delivers far more than expected—combining comfort, convenience, and exceptional guest satisfaction in an unbeatable location. Just steps from the city’s top attractions, yet removed enough to offer a quieter, more relaxing stay, this hotel features notably spacious rooms and consistently strong reviews. On-site, guests enjoy dining and drinks at the Latitude 39 – a full-service restaurant for breakfast, lunch, and dinner, along with a cocktail bar, perfect for relaxing evenings.

• Breakfast:  A highlight of the stay is the included daily breakfast buffet in the on-site restaurant, offering a wide selection of quality options—an added $20 per person value.

• Luggage storage at the hotel prior to check-in on Saturday – bag fees are included in your ticket cost.

• Tour guide support from Beth (your tour host!) – From planning tips before the trip to help while you’re in the city, you’ll have guidance every step of the way—like having a “local friend” in NYC.

• Snacks & bottled water on the bus – A little extra comfort to make your ride even more enjoyable.

• Secure storage under the bus – Bring what you need—overnight bags, shopping finds, or extras—without worrying about space.  Note: the Motorcoach will not be able to park at our hotel, so you will have limited access while we are in NYC.

• Optional Tour on Sunday – Join Beth (optional) for a memorable morning visiting the Statue of Liberty, Ellis Island, Battery Park, and the 9/11 Memorial. It’s the perfect way to see some of NYC’s most meaningful landmarks without having to plan it all yourself.

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Want to know more about the included Sunday tour? 

✨ Check out the Sunday Tour Details✨

If you’re joining (or thinking of joining!) my New York City trip, I’m excited to offer an optional, guided day exploring some of the most meaningful and iconic sights in Lower Manhattan – without you having to plan a thing! 🙌

Here’s what the day will look like:

🧳 9:00 a.m. – Easy Start to our Day:
After our delicious breakfast (included in cost), our motor coach driver will pick up all our luggage, so you can enjoy the day hands-free! From there, we’ll hop on the bus and head downtown together to Lower Manhattan – Battery Park.

⛴️ 10:00 a.m. – Statue of Liberty 🗽 & Liberty Island
We’ll walk together to the ferry line and board as a group to visit the Statue of Liberty – one of the most powerful symbols of freedom in the world. 🇺🇸

Once we arrive, you’ll have about 1.5 hours to explore at your own pace:
• Visit the museum
• Grab an early lunch at the casual café (burgers, chicken tenders, ice cream, etc.)
• Shop for souvenirs
• OR pre-book pedestal tickets for an elevated view (note: lockers required for bags)

⛴️ 12:00 p.m. – Ellis Island:
We’ll board the ferry to head to Ellis Island. Walk in the footsteps of millions of immigrants – perhaps even your ancestors – at Ellis Island’s National Museum. Over 12 million people immigrants passed through these doors from 1892-1954.

You’ll have 1–1.5 hours to explore the museum.
💡 A highlight: a FREE self-guided audio tour (headset + device) that walks you through each room and tells powerful, real stories of those who passed through. It’s incredibly moving and informative. Note: there’s also a small Cafe/ restaurant inside this Museum with delicious food/coffee for a more mature pallet! 🍲

⛴️ 2:00 p.m. – Return to Battery Park via ferry

🚶‍♀️ Guided Walk Through Lower Manhattan:
When we return, I’ll lead us on a meaningful walk toward the 9/11 Memorial with a few historic stops along the way:

• Bowling Green – NYC’s oldest public park, dating back to the 1700s with very cool history 👑
• Charging Bull statue on Wall Street 🐂
• Trinity Church, where Alexander Hamilton is buried

This is a great way to experience the history and energy of this part of the city – all in one walk!

🌳 3:00 p.m. – 9/11 Memorial:
We’ll end at the 9/11 Memorial, a beautiful and powerful space honoring those lost on September 11th. One of the most meaningful features is the Survivor Tree, a symbol of resilience and hope that truly stays with you. 💛

🏛️ Optional: 9/11 Memorial Museum:
If you’d like to go deeper, you can visit the highly recommended and emotionally powerful 9/11 museum (tickets must be purchased online in advance and are timed).

🚇 Return to Times Square (~4:00 p.m.)
Those not visiting the museum will head with me on the subway (Red Line #1) back to Times Square/42nd Street. From there, you’ll have the afternoon free to explore, shop, see a show, or relax!

🚌 7:00 p.m. – Departure for Home! (Dropping you back at your Rockland or Plymouth Park & Ride lot location)

💡 Why join this optional day with your tour guide?
✔️ No stress, no planning, lots of fun ☺️
✔️ Travel together and feel comfortable navigating the city without the fear of getting lost
✔️ See iconic landmarks with built-in flexibility
✔️ Perfect mix of guided structure + free time