We’re looking for enthusiastic, fun, and energetic people who take the work seriously, but not themselves. Let’s see if we’re a fit. We hope so.
 

About the Fenway Hotel

Originally opened in 1927, The Fenway Hotel is an icon of the jazz age, playing host to notable explorers, artists, politicians, musicians and living legends in its time as an operating hotel. Today, Fenway is a Mainsail Lodging & Development property and a member of the prestigious Autograph Collection® of Marriott International, Inc. 

The Fenway Hotel overlooks the beautiful Dunedin Channel offering views of breathtaking sunsets and gorgeous Florida waters. This Historic Jazz inspired property is a part of the Marriott Autograph Collection group. We’ve created a homage to Dunedin’s rich music history and a destination for those to get carried away in their own verse. If you share our passion, we look forward to hearing from you. 

It’s time to write your own tune with us and join the band at Dunedin’s very own jazz inspired boutique hotel. Can you sing along? Apply today!

Tampa Bay Top Workplaces

“Voted a Top Workplace! Mainsail Lodging & Development was named a 2025 Top Workplace by the Tampa Bay Times—a reflection of our positive culture, growth opportunities, and commitment to our team. Join us!”

Job Summary

HEW Chophouse is an upscale chophouse located within the Fenway Hotel in Dunedin, FL offering top-notch steak and seafood in a historic setting. Breakfast and brunch is offered every day of the week while our chophouse dinner is available Wednesday through Sunday evenings.

Servers are responsible for delivering an exceptional dining experience by warmly greeting guests and performing all steps of service with professionalism and grace. This role upholds the highest standards of hospitality and ensures consistent, exceptional service in alignment with Marriott Autograph Collection expectations under the Mainsail Lodging & Development franchise.

Essential Job Functions

• Serve meals to the guest in a professional and hospitable manner, following the proper steps of service 
• Ensure drinks and meals are delivered to the correct recipient with allergies and specific requests in mind 
• Engage guests with a welcoming, knowledgeable, and energetic presence 
• Set up tables with items needed for service in compliance with established guidelines for proper placement (i.e. flatware, drinkware, condiments, linens, etc.)
• Maintain knowledge of current menu items, including ingredients, preparation, accompaniments, and sauces
• Follow cash handling policy and procedures, ensuring there is an explanation for any shortages and overages
• Upsell menu items and drinks to guests, as well as appropriately pairing wine variations with the meal
• Bus tables quickly and quietly, ensuring table is thoroughly cleaned and sanitized
• Ensure guest tables are properly set up during meal period, making sure appropriate flatware and drinkware is placed
• Participate in daily cleaning and weekly deep cleaning of dining room and service stations
• Address customer concerns or complaints calmly and promptly and keep management informed of any issues negatively impacting the guest experience 
• Follow all safety protocols for both work related injuries and guest incidents
• Follow TIPS practices to ensure safe and responsible serving of alcohol, including following local laws regarding alcohol consumption and checking validity of age
• Collaborate with management and culinary staff to ensure timely and seamless service for food and beverage items
• Attend required department meetings and daily standups
• Continually train on new products and recipes, especially when seasonal menu offerings change
• Report to work punctually, well-groomed, and in appropriate attire
• Other necessary duties as reasonably assigned

Hotel Performance

• Ensure successful performance by assisting guests with an exceptional experience to ensure high performing scores on the GSS (Guest Satisfaction Surveys) according to Marriott and Mainsail/Fenway standards

Education & Experience

• High School Diploma or higher 
• Previous server experience in a fine dining restaurant required
• Prior hospitality and/or hotel serving experience preferred
• Excellent customer service skills 
• Excellent communications skills
• Ability to use technology to include computers, tablets, POS and iPads
• Working knowledge of food and beverages 
• Knowledge of local laws regarding serving and consumption of alcohol 

Physical Demands

• Ability to sit or stand for exte