Cigar and Spirits Happy Hour Tour — Times Square to Hudson Waterfront

THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel

Read the full experience

You step out of the theater district into a wash of neon and human motion; Broadway’s marquees cast cut-glass shadows on the sidewalk as the group threads toward Times Square.

Trip highlights

Difficulty

moderate.

Duration

3 hours.

Fitness level

Moderately active; able to walk city streets for several hours with short standing stops

Frequently asked questions

Are cigars and drinks included in the price?

The tour includes a scheduled cigar-and-drink stop, but purchases are generally at guests’ expense unless otherwise noted in your booking.

Is there an age requirement?

Yes—guests must be 21+ to participate in stops that serve alcohol or sell cigars; bring valid photo ID.

Is the tour wheelchair accessible?

The operator lists the route as wheelchair accessible, but contact them prior to booking to confirm accommodations for specific mobility needs.

What is the cancellation policy?

Full refunds are available if you cancel at least 24 hours before departure; check your booking confirmation for details.

Local insights

Wildlife

Peregrine falcon (often seen on skyscraper ledges)
Double-crested cormorant along the Hudson piers

History

Times Square grew from 19th-century Longacre Square into the theater and entertainment district that defined Broadway; the Hudson waterfront transitioned from working piers to public parks during late 20th-century revitalization.

Conservation

Use public transit to the meeting point, dispose of cigar butts responsibly in provided receptacles, and minimize single-use plastics during the tour.

About American Tour Guide Association Inc

American Tour Guide Association Inc operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.

Base locationNew York, NY

Tours offered4+

Specialtyland-adventures

StewardshipLeave No Trace

Adventure tips

Bring a government IDYou’ll visit a cigar bar and buy alcohol—carry valid photo ID to avoid being turned away.

Wear comfortable shoesThe route is paved but covers several city blocks and a few stairways; choose supportive footwear.

Budget for purchases and tipsCigars and drinks are typically paid by guests; tip your guide and bartenders separately.

Watch the weather off the HudsonWind from the river can be significantly colder—bring a light layer for evenings near the water.

Recommended gear

Government-issued photo ID: Required for age-restricted cigar and alcohol purchases.
Comfortable walking shoes: Supportive soles reduce fatigue on pavement and occasional steps.
Light jacket or windbreaker: Blocks river wind in cooler months and packs small if the evening warms.
Reusable water bottle: Keeps you hydrated during the walk; refill at nearby cafes or kiosks.