About Lakeside Trolley & Tours Lakeside Trolley & Tours provides curated, shared-group wine and craft beverage tours around Seneca Lake and Keuka Lake in the Finger Lakes. We're looking for one additional Tour Guide to join our weekend team for the remainder of the 2026 season. This is a great fit for someone who enjoys working with people, is comfortable taking the lead, and wants part-time weekend work in a fun Finger Lakes setting. Position Seasonal Part-Time Tour Guide Watkins Glen, NY Season runs through late November 2026 This position is primarily for Friday, Saturday, and Sunday tours, with Saturday availability especially important. Typical tour shifts are approximately 8-9 hours. Most weeks offer approximately 1-2 shifts depending on tour demand, your availability, and the existing staff schedule. Tour demand is strongest through October and hours decrease significantly after Halloween and into November. Weekly hours are not guaranteed. There may be an opportunity to return for the 2027 tour season for the right person. Compensation $18

• 20/hour, based on experience, availability, and role fit Paid training at $16/hour Tips can be a significant part of compensation On a typical busy Saturday, current guides generally receive approximately $200
• 250 in guest tips Combined with hourly wages, that can bring total compensation for a typical busy Saturday to approximately $40
• 48/hour Tips vary by tour, guest count, season, and guest discretion and are not guaranteed Tips begin once you are cleared to independently guide tours Schedule We are specifically looking for someone with dependable weekend availability.

Saturday availability is especially important Friday and Sunday shifts may also be available Approximately 9-18 hours per week during busier periods Hours vary based on tour demand and staffing needs Schedule becomes significantly lighter in November This is a seasonal position and weekly hours are not guaranteed This role is best suited to someone looking for part-time weekend work rather than full-time employment. What You'll Do Guest Experience & Hosting Welcome guests and explain how the day will work Lead groups of up to approximately 30 guests throughout the tour Speak comfortably to guests on a microphone Keep the atmosphere fun, social, welcoming, and professional Share helpful information about the Finger Lakes, the tour, and upcoming stops Keep guests informed about timing and what happens next Take occasional guest photos and help groups capture their experience Tour Operations Keep the tour running on schedule Organize departures and transitions between stops Communicate closely with the driver and Lakeside team Coordinate with staff at wineries, breweries, distilleries, and other partner establishments Follow established routes, timing, procedures, and contingency plans Assist with guest check-in when needed Safety & Group Management Clearly communicate and enforce tour rules Maintain a safe and professional environment throughout the day Handle late guests, schedule issues, and unexpected situations calmly Address alcohol-related behavior respectfully but firmly when necessary Know when an issue needs to be escalated to the driver or management Who We're Looking For You do not need to be a wine expert. We're more interested in finding someone who is: Reliable and punctual Friendly, approachable, and professional Confident speaking in front of groups Comfortable taking charge when needed Calm when plans change or problems arise Organized and able to follow a schedule Comfortable working with groups where alcohol is being consumed Interested in the Finger Lakes and providing a great guest experience Experience in hospitality, restaurants, tasting rooms, hotels, events, weddings, tourism, education, customer service, or other public-facing roles may be helpful, but it is not required. Training New guides complete paid training before independently running tours.

Training includes:

Guest experience and hosting standards Safety procedures and group management Tour operations and timing Route and partner-establishment knowledge Microphone and group communication Handling common tour-day situations Route-specific training and evaluation Training typically requires several tour days before a guide is cleared to independently lead a tour. Requirements Reliable transportation to report to Watkins Glen Strong punctuality and communication Comfortable speaking to groups of up to approximately 30 people Comfortable using a microphone Able to be on your feet and active throughout a full tour day Available for weekend work, with dependable Saturday availability Comfortable working around guests who are consuming alcohol Professional demeanor and good judgment About the Role This is not a traditional script-reading sightseeing job or a party-bus role. Our tours are structured shared-group experiences. The guide's job is to make the day feel easy and enjoyable for guests while keeping the group organized, informed, safe, and on schedule. The best guides are personable and fun, but they're also dependable, confident, and comfortable taking control of the group when needed.

Pay:

$18.00

• $20.

00 per hour Application Question(s): Are you comfortable speaking on a microphone and confidently leading groups of up to approximately 30 adults? Are you comfortable with a seasonal, variable schedule of approximately 1-2 weekend shifts per week during busier periods, with hours decreasing significantly after October and no guaranteed weekly hours? What interests you about working as a Finger Lakes tour guide with Lakeside Trolley & Tours?

Shift availability:

Day Shift (Required) Ability to

Commute:

Watkins Glen, NY (Required)

Work Location:

In person