# Tips For Planning a NYC Guys Weekend *By James Hills — Updated August 2019* When most people think of a "guys' trip," New York City does not come to mind. However, sometimes if you want to go outside the box, you have to think within it. Not that NYC is much for conventions, but because it's a popular tourist destination, it's hard for individuals to imagine having a truly fun and unique experience there. Yet, the Big Apple has so much more to offer than the Empire State Building or the Statue of Liberty. If it's your turn to plan guys' weekend, impress your friends with these great guy weekend trip ideas in NYC.   From museums to stadiums, and from gardens to Amusement parks, New York City has a little bit of everything for everyone (OK, maybe a lot of bit). For a truly unique experience [around Midtown](https://www.westgateresorts.com/hotels/new-york/midtown-manhattan/westgate-new-york-grand-central/) though, consider including these six destinations and activities on your itinerary.   ## Explore New York's Natural Spaces I'm sure you guys already know about Central Park and the wide-open green spaces to explore here but that's far from the only natural landscape in NYC. While once you might not want to explore the rivers, today they are very clean. The [Manhattan Kayaking Company](https://manhattankayak.com/) recognized a need for visitors and residents alike to be able to explore the island's edges in a less stressful manner than that offered by the Manhattan Waterfront Greenway — an applaudable effort to ring the island with continuous bike paths but a failure all the same. Schedule up to nine hours out at sea with the guys, who have their choice of three vessels: Stand up paddleboard, SUP, and kayak. ### 11 Father-Son Trip Ideas: Male Bonding Through Inter-Generational Travel Looking for cool father-son trip ideas? Explore unique destinations and activities, from adventurous mountain getaways and scenic bike trails to cultural explorations and relaxing cruises, perfect for ManTripping [Read More](https://ads.flowmediamarketing.com/go/Ozi8eMjLEeDyVZhr8J_0Mw.373) ### Detroit Sports Guys Weekend: Top 10 Must-Do Activities for a Legendary Motor City Getaway Plan the perfect Detroit sports guys weekend getaway with our ultimate guide. Discover the top 10 things to do and make unforgettable memories. ManTripping [Read More](https://ads.flowmediamarketing.com/go/Ozi8eMjLEeDyVZhr8J_0Mw.347) ### Explore Branson Tours Browse all tours and activities in Branson on Viator. Viator (affiliate) [See Current Price](https://ads.flowmediamarketing.com/go/Ozi8eMjLEeDyVZhr8J_0Mw.1499) ### GigSky Cruise+ Data-Only eSim Explore the beautiful regions of the Americas and the Caribbean with our special eSIM data plans designed for cruise travelers. GigSkyCellular At Sea [View Details](https://ads.flowmediamarketing.com/go/Ozi8eMjLEeDyVZhr8J_0Mw.380) Promoted by FlowAds   ## Stadium Tours Whether you and your friends are diehard Yankee fans, bandwagoners, or adamantly opposed to this wealthy franchise, everyone is bound to enjoy a[tour of Yankee Stadium](https://www.mlb.com/yankees/ballpark/tours). During the tour, you'll learn about the 27-time World Series Champs, get up close and personal with baseball artifacts, and enjoy access to exclusive locations, such as the press box and dugout. Other NYC sports teams also offer tours including Citi Field, home of the [Mets](https://www.mlb.com/mets/ballpark/tours) and [Madison Square Garden](https://www.msg.com/venue-tours/madison-square-garden), home of the Rangers and tons of other historic entertainment events over the years.   ## Man Gear Pick of the Month September's Pick Amazon (affiliate) ### Kenyon City Grill Portable Stainless Steel Electric Grill Why we picked it: a grill you can actually carry to the campsite, the tailgate or the cabin without borrowing a truck. Stainless, no propane tank to wrestle, and hot enough to cook for four guys rather than reheat for one. [Check The Price](https://ads.flowmediamarketing.com/go/HSTzbirpluYFemhY7HDeMg.2144) [August's Pick LiberNovo Maxis Electric Big and Tall Ergonomic Office Chair, Graphite 52cm $1,393.00](https://ads.flowmediamarketing.com/go/HSTzbirpluYFemhY7HDeMg.2350) [July's Pick Powerful Propane Torch Gun, Adjustable Flame Thrower Gun, Kitchen Torch with Detachable Design, Flamethrower Blow Torch for BBQ, Searing Steak, Welding, Camping Charcoal Lighter(Tank Not Included) $42.99](https://ads.flowmediamarketing.com/go/HSTzbirpluYFemhY7HDeMg.2397) [June's Pick OYASUMI Funny BBQ Man Hot Dog Holders, 4 PCS Reusable Stainless Steel Sausage Stands, Portable Hot Dog Roasters, Barbecue Grill Accessories for Camping & Party Gifts $7.98](https://ads.flowmediamarketing.com/go/HSTzbirpluYFemhY7HDeMg.2396) Promoted by FlowAds ## Explore New York's Comedy Clubs New York City has comedy clubs on just about every block, which is why your itinerary could, and probably should, include a show for every night you're in town. Unlike clubs in smaller cities, NYC's comedy clubs don't feature amateurs. On any given night of the week, you can catch big names such as Leno, Seinfeld, and O'Brien on a stage in Greenwich Village, Times Square, Queens, and other boroughs. Of course, many clubs do offer amateur night, but be warned — these "amateurs" are the best of the best, and you're likely to see them on MTV or Comedy Central in another year or two.   ## Try a Boutique Hotel Instead Though a [boutique hotel](https://www.westgateresorts.com/hotels/new-york/midtown-manhattan/westgate-new-york-grand-central/) may not sound "manly," The Westgate New York Grand Central is the ideal resort for you and your buddies to retire for the night. The hotel, which offers no frills accommodations, modern amenities, and stunning balcony views of the city, is centrally located and perfectly positioned to do all the activities on this list. If you're in town for an extended stay, take advantage of the on-site gym, dry-cleaning and laundry services, and restaurant. With over 300 rooms, you and your friends can book several suites on the same floor so that you can enjoy one another's company without sacrificing your privacy.   Make the most of your time with friends and be sure to include the above great guy weekend trip ideas in NYC on your itinerary. From enjoying nature to sipping craft brews to catching a comedy show, three's a little bit of something for everyone in the Big Apple. Details Written by: James Hills Last Updated: 19 August 2019 ### 🚢Ready To Book A Vacation? Let us help you plan a cruise, all-inclusive resort, or tour for your next guys trip, family vacation, or romantic getaway. Click here to [**Book Your Next Vacation**](https://www.mantripping.com/vacation-planning.html). #### Which Style Of Amazon Cruise Should You Pick To Explore World's Largest River? Aug 17, 2026 [Which Style Of Amazon Cruise Should You Pick To Explore World's Largest River?](https://www.mantripping.com/travel/amazon-river-cruise-planning-ship-options.html) [Plan Your Next Vacation Today!](https://www.mantripping.com/vacation-planning.html) ### Products & Gift Ideas #### Nocs Zero Tube Monocular Review - The 7.2 Ounce Optic That Packs Easily and For EDC Oct 04, 2026 [Nocs Zero Tube Monocular Review - The 7.2 Ounce Optic That Packs Easily and For EDC](https://www.mantripping.com/stuff/nocs-zero-tube-monocular-review.html) #### LiberNovo Maxis Chair Review - Finally A Seat That Lets Big Dudes Feel Comfortable At The Desk Sep 10, 2026 [LiberNovo Maxis Chair Review - Finally A Seat That Lets Big Dudes Feel Comfortable At The Desk](https://www.mantripping.com/stuff/libernovo-maxis-big-and-tall-office-chair-review.html) #### FRESKO 4-in-1 Immersion Hand Blender Review Sep 09, 2026 [FRESKO 4-in-1 Immersion Hand Blender Review](https://www.mantripping.com/stuff/fresko-4-in-1-immersion-hand-blender-review.html) ### Top Guys Trip Ideas: #### The 2026 Guys Trip Report: What the Travel Industry Says About Men's Travel Trends Oct 05, 2026 [The 2026 Guys Trip Report: What the Travel Industry Says About Men's Travel Trends](https://www.mantripping.com/travel/guys-trip-report.html) #### The LINQ Hotel & Casino Has an Awesome Pool on the Las Vegas Strip May 01, 2015 [The LINQ Hotel & Casino Has an Awesome Pool on the Las Vegas Strip](https://www.mantripping.com/travel/the-linq-hotel-casino-opens-newest-pool-on-the-las-vegas-strip.html) #### From Fly Fishing to Mountain Roads: Haywood County's Best Mancation Activities May 30, 2025 [From Fly Fishing to Mountain Roads: Haywood County's Best Mancation Activities](https://www.mantripping.com/travel/a-haywood-county-north-carolina-mancation.html) ### Related Articles #### Harvest Season Guys Trips To Wine Country, From Sonoma To The Hudson Valley [Harvest Season Guys Trips To Wine Country, From Sonoma To The Hudson Valley](https://www.mantripping.com/travel/wine-harvest-fall-guys-trips.html) #### Royal Gorge Route Railroad Is Built For Men Who Never Outgrew Trains [Royal Gorge Route Railroad Is Built For Men Who Never Outgrew Trains](https://www.mantripping.com/travel/royal-gorge-route-railroad-guys-trip.html) #### Delaware County NY: Where To Golf, Hike, Fish and Drink in the Catskills This Fall [Delaware County NY: Where To Golf, Hike, Fish and Drink in the Catskills This Fall](https://www.mantripping.com/travel/delaware-county-ny-fall-guys-trip-interview.html) #### The Best Places to Go Prospecting and Treasure Hunting in America [The Best Places to Go Prospecting and Treasure Hunting in America](https://www.mantripping.com/travel/best-places-to-go-prospecting.html) #### How to Get Around Sag Harbor: Ferry, Taxi & Car Service Options When You Visit [How to Get Around Sag Harbor: Ferry, Taxi & Car Service Options When You Visit](https://www.mantripping.com/travel/getting-around-sag-harbor.html) - [**](https://www.mantripping.com/search.html) - [**](https://www.mantripping.com/sitemap.html) - [** Polls](https://www.mantripping.com/polls.html) - [Community Login](https://www.mantripping.com/registration/login.html) - [Brand Engagement Newsletter](https://www.mantripping.com/pr-ops-newsletter.html) - [Links](https://www.mantripping.com/links.html) - [Pitch Portal](https://www.mantripping.com/pitch.html) - [Men's Travel Survey](https://www.mantripping.com/the-mantripping-guys-trip-report-spring-2026.html) --- *Source: [Tips For Planning a NYC Guys Weekend](https://www.mantripping.com/travel/tips-for-planning-a-nyc-guys-weekend.html)* **Tags:** New York State Guys Trip Ideas, Guys Weekend, New York City Guys Trip Ideas, Guys Weekend Ideas, Travel Ideas