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BOSTON
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Boston, MA · Back Bay to the Seaport District

Male strippers, party butlers & cabana boys in Boston

For Boston bachelorettes, birthdays and girls' trips. We come to your Airbnb, hotel suite or pool, and you set how cheeky it gets.

Vetted & professional · We come to you · 500+ parties hosted
Your Boston host. A Cheeky Butler in a branded pinstripe apron and bow tieYour Boston host
Welcome to Boston

Planning a Boston bachelorette party?

Book Your Boston Party →

Ready to experience Beantown with a side of cheeky? Boston is the undisputed queen of the Northeast for groups who want a mix of sophisticated history and elite, waterfront energy. If you're hunting for the best bachelorette party ideas in Boston, you're in the right place: we're talking high-end rooftop igloos, world-class seafood supper clubs, and a nightlife scene that ranges from posh lounges to high-energy mega-clubs.

But a Boston bash isn't just about the history. From the luxury boutiques of Newbury Street to the trendy, industrial-cool vibes of the Seaport, this city offers a backdrop for every squad. To truly elevate your getaway — whether it's a divorce party, milestone birthday, or a hen do — you need a touch of class and a lot of sass.

That's where The Cheeky Butlers come in. Our Buff Butlers are the perfect addition to your Beacon Hill townhouse or Seaport luxury loft. Whether they're serving signature cocktails in the buff (almost!), hosting cheeky party games, or managing the catering at your private harbor-view rental, our butlers ensure the energy stays high while you soak in the skyline views.

Back BayBeacon HillSeaport DistrictSouth EndNorth EndFenway-KenmoreCharlestownWaterfrontDowntown CrossingTheater DistrictSouth Boston (Southie)CambridgeSomervilleBrookline
Your Boston entertainer

Who we send to Boston

Every one of these comes to you, anywhere in Boston — your Airbnb, your hotel suite, your pool deck.

Party butlers in Boston

Party butlers in Boston

Cheeky Butlers →
Male strippers in Boston

Male strippers in Boston

Male Strippers →
Cabana boys in Boston

Cabana boys in Boston

Cabana Boys →
Cheeky Cowboys in Boston

Cheeky Cowboys in Boston

Cheeky Cowboys →
Event butlers in Boston

Event butlers in Boston

Classy Butlers →
Any occasion

What we host in Boston

Boston gives you the supper clubs, the Seaport nights and the harbor. We handle the hours in between — getting ready, pre-drinks, games, the last hour before the cars arrive. That is the part most groups remember.

The Boston party guide

Best things to do on a Boston bachelorette

Our favourite spots, nights out and experiences. Book your butler for the part of the weekend that happens at your place.

Clubs & unique dining experiences

Yvonne'sA supper club in Downtown Crossing built around shared plates, with a library bar and lounge for a big group night.
Lolita Cocina & Tequila BarModern Mexican and a tequila bar with craft cocktails, in Back Bay and Fort Point. Moody and fun for a group dinner.
ContessaThe rooftop Italian restaurant at The Newbury Boston, with glassed-in views over the Public Garden and Back Bay.
The BeehiveA South End jazz restaurant and bar on Tremont Street with live music, dinner, weekend brunch and cocktails.
Grace by NiaA Seaport supper club serving soul food with live jazz, soul and R&B on its open nights. Closed Monday to Thursday.
The GrandA 21+ Seaport nightclub on Seaport Boulevard, open Friday and Saturday nights, with VIP table booking.

Cool things to do

Boston Harbor City CruisesSunset sightseeing, dinner and brunch cruises and speedboat rides around Boston Harbor from piers across the city.
Boston Duck ToursThe amphibious tour that rolls past the city's landmarks, then splashes into the Charles River.
Fenway Park ToursA 60-minute guided walk through America's classic ballpark and Red Sox history, offered daily year-round.
Isabella Stewart Gardner MuseumA palazzo-style art museum in the Fenway, known for its seasonal flowering courtyard.
SPIN BostonA ping pong social club in Fort Point with 20 tables, a full bar and party packages for groups.
The Cheeky Butlers - BostonButlers and dancers who come to your rental or hotel suite, mix the drinks, run the games and host the part of the night that happens before you go out.
Our partners

Our Boston partners

Nearby

Partying elsewhere in the Northeast?

Good to know

Boston party FAQs

Do you come to our Airbnb or hotel in Boston?

Yes. Your butler comes to you: your Airbnb, rental, hotel suite or pool in Boston and the surrounding area. If he has to travel more than about an hour, any travel fee is quoted and agreed before you pay.

How far ahead should we book our Boston party?

Three days out is the realistic minimum if you want us to guarantee someone. For weekends and peak season, book as early as you can.

How cheeky can it get?

You have complete say. Tell us the level you want, mild or wild, and how much he wears, and we match you with an entertainer who is comfortable with it. Mild is a completely normal booking.

How many butlers do we need?

Under ten guests, one butler is usually plenty. Bigger than that, two makes more sense so nobody is waiting for a drink. More than two? Text us and we will put something together.

Are your entertainers vetted?

Yes. Every Cheeky Butler is vetted and professional. Our entertainers do not provide sexual services, and nobody touches an entertainer without his permission.

Ready to book your Boston party?

Tell us the date and the vibe. We'll send back your guy, your package and the price.

Vetted & professional · We come to you · 500+ parties hosted
The Cheeky Butlers

Premium entertainment for parties, milestones, corporate events, and private functions. We are in 30+ cities across the USA.

Text to Book: (561) 690-7591

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