Demo

Bartender

Pineapple Hospitality
Boston, MA Full Time
POSTED ON 8/28/2026
AVAILABLE BEFORE 10/27/2026

To quick apply to this position, text SP4232 to (425) 961-9911

Staypineapple is a brand of upscale, award-winning boutique hotels in coveted locations nationwide. We are all about redefining hospitality and inspiring out-of-the-ordinary experiences for our guests. As we rapidly expand, we are looking for team members who love to make a difference in the lives of others. If you want to be part of a far-from-stuffy company that is dynamic and fun with lots of opportunities, this is the place for you.

Who we’re looking for:

BARTENDER

For weary travelers, you’re more than a bartender. You’re their absolute favorite person at the end of a long flight or a stressful day. In addition to expertly mixing cocktails and serving up ice-cold drafts, you are an ultra-friendly ambassador for everything we do here at Pineapple.

What to expect:

Here are a few things that will make your days full and rewarding:

  1. Demonstrate and promote a thorough knowledge of food and beverage products, menus and promotions.
  2. Check identification of guests to verify age requirements for purchase of alcohol.
  3. Control cash and other receipts by adhering to cash handling and reconciliation procedures in accordance with restaurant and hotel Standard Operating Procedures.
  4. Serve snacks or food items to guests seated at the bar.

Your experience and qualifications:

  1. High School diploma or equivalent.
  2. Previous bartending experience.
  3. Food Handler’s Permit required.
  4. Exceptional customer service skills.
  5. Ability to work in a fast-paced environment.
  6. Ability to work calmly under pressure.
  7. Ability to contribute to a collaborative and diverse team dynamic.
  8. Understanding and application of safety, sanitation and food handling procedures.

Why us?

As a growing company, Staypineapple offers plenty of opportunities. If you love making a positive impact on the lives and experiences of others, join our team. Plus, we offer:

  • Excellent pay & benefits (including flexible PTO, medical/dental/vision insurance, 401(k), life insurance, pet insurance, etc.)
  • Hotel discounts
  • Food & Beverage discounts
  • Learning & growth opportunities
  • Special events & celebrations

Pay: $6.75 per hour tips

Status: Full Time

Salary.com Estimation for Bartender in Boston, MA
$31,322 to $38,383
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Job openings at Pineapple Hospitality

  • Pineapple Hospitality Seattle, WA
  • To quick apply to this position, text SP4229 to (425) 961-9911 Staypineapple is a brand of upscale, award-winning boutique hotels in coveted locations nati... more
  • 8 Days Ago

  • Pineapple Hospitality York, NY
  • To quick apply to this position, text SP4226 to (425) 961-9911 Staypineapple is a brand of upscale, award-winning boutique hotels in coveted locations nati... more
  • 8 Days Ago

  • Pineapple Hospitality Chicago, IL
  • To quick apply to this position, text SP4228 to (425) 961-9911 Staypineapple is a brand of upscale, award-winning boutique hotels in coveted locations nati... more
  • 11 Days Ago

  • Pineapple Hospitality Seattle, WA
  • To quick apply to this position, text SP4179 to (425) 961-9911 Staypineapple is a brand of upscale, award-winning boutique hotels in coveted locations nati... more
  • 14 Days Ago


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