Below you'll find 28 entry level Cruise Ship Server jobs, ready and waiting for you to click "Apply Now".
Entry Level Cruise Ship Server Jobs in Milwaukee, WI
New Cruise Ship Server Jobs with salaries & benefits from top venues every day
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Top Paying Entry Level Cruise Ship Server Jobs in Milwaukee, WI
Explore 28 Cruise Ship Server Jobs
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Entry Level (1-2 years)
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Server
at Red RobinMilwaukee, WI, USA|Onsite
Range $10.50 - $17.75
Part-time
Flexible
Entry Level (1-2 years)
Flexible work schedules
Food discount
Referral Bonus
Employee Stock Purchase Program
Health Insurance
Retirement benefits
Paid Time Off
AM-Server
at Harbour VillageMilwaukee, WI, USA|Onsite
Part-time
Day Shifts
Entry Level (1-2 years)
Health Insurance
Dental Insurance
Paid Time Off
Retirement Plan
Employee wellness programs
flexible scheduling
employee recognition programs
Banquet Server
at White LodgingMilwaukee, WI, USA|Onsite
Part-time
Flexible
On-call
Entry Level (1-2 years)
Medical insurance
Dental Insurance
Vision Insurance
Life insurance
Disability insurance
Paid parental leave
Daily Pay Option
Employee assistance program
401(k) with Company Match
vacation
Paid Time Off
Complimentary wellness tools
Unlimited referral bonuses
Leadership development
Tuition Reimbursement
Discounts on hotel rooms
Dining Discounts
Travel Discounts
entertainment discounts
Cafe Server
at Marcus Hotels Career SiteMilwaukee, WI, USA|Onsite
Full-time
Standard Hours
Entry Level (1-2 years)
A free, well-balanced meal every shift
Room discounts at Marcus Hotels and Resorts and Hilton-branded properties
Discounts at Marcus Hotels and Resorts restaurants, cafes, lounges, golfing, skiing, and spa
Free parking
Two for one movie theater coupons at Marcus Theatres
Early wage access
Paid Time Off
Medical insurance
Dental Insurance
Vision Insurance
Company-paid Life Insurance
Employee assistance program
401k with employer match
Catering Server
at Sendik's Food MarketMilwaukee, WI, USA|Travel, Onsite
Part-time
Flexible
Day Shifts
Entry Level (1-2 years)
Health Insurance
Paid Time Off
Employee Discounts
Retirement Plan
Work environment culture
Server
at Olive GardenMilwaukee, WI, USA|Onsite
Range $10.25 - $17.00
Part-time
Hourly
Flexible
Weekend Shifts
Entry Level (1-2 years)
flexible schedules
Free Employee Meal
weekly pay
Anniversary pay
Paid sick leave
Paid Family and Medical Leave
Medical insurance
Dental Insurance
ongoing training
discounts
401(k) savings plan
Management career advancement opportunities
Server - Cast Member
at Chuck E. CheeseMilwaukee, WI, USA|Onsite
Full-time
Part-time
Flexible
Entry Level (1-2 years)
Dental Insurance
Health Insurance
Opportunities for advancement
flexible schedule
Referral program
Vision Insurance
Server - Cast Member
at CEC EntertainmentMilwaukee, WI, USA|Onsite
Part-time
Flexible
Entry Level (1-2 years)
competitive pay
50 percent discount on meal during shift
flexible schedules
scholarships
Perks and Discounts programs
Employee Referral Program
CEC Cares Fund
Receive Weekly Featured
Jobs & Salary Trends
Server - Milwaukee Airport-CWF Solution
at Chili'sMilwaukee, WI, USA|
Full-time
Part-time
Standard Hours
Flexible
Weekend Shifts
Entry Level (1-2 years)
Fast hiring process
Flexible part-time or full-time schedule
growth opportunities
Great team atmosphere and culture
Cocktail Server - Upper Bar (Part-Time)
at Marcus Hotels Career SiteMilwaukee, WI, USA|Onsite
Part-time
Hourly
Flexible
Day Shifts
Weekend Shifts
Night Shifts
Entry Level (1-2 years)
competitive pay
flexible schedule
Opportunities for advancement
Training and Development
Employee Discounts
Supportive team environment
Equal opportunity employer
Restaurant Server
at Compass GroupMilwaukee, WI, USA|Onsite
Exact $4.00
Part-time
Hourly
Flexible
Day Shifts
Entry Level (1-2 years)
Instapay
High interest savings
Associate Shopping Program
Health and Wellness Program
Discount Marketplace
Employee assistance program
Guest Experience Server
at Cooper's HawkMilwaukee, WI, USA|Onsite
Full-time
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
dining discount
Carryout discount
Retail wine discount
Wine tastings
Medical Coverage
dental coverage
vision coverage
Telehealth coverage
401K with company match
Paid Time Off
flexible scheduling
early pay access
Wellness Support
mental health support
Education on wine and culinary topics
Career growth opportunities
Team member rewards
Milestone recognition
Referral bonuses
Ru Yi Server
at Potawatomi Casino HotelMilwaukee, WI, USA|Onsite
Range $7.25 - $1.00
Hourly
Flexible
Weekend Shifts
Entry Level (1-2 years)
Paid Time Off
Medical insurance
Dental Insurance
Vision Insurance
Life insurance
401(k) retirement plan with company match
Free onsite health clinic
Shift premiums
Team member Referral Bonus Program
One complimentary meal per day
Free uniforms with in-house laundry service
Discounted bus pass
Free off-street parking
paid training and advancement opportunities
Team member appreciation events
Server - Cast Member
at Chuck E. CheeseMilwaukee, WI, USA|Onsite
Part-time
Hourly
Flexible
Entry Level (1-2 years)
Dental Insurance
Health Insurance
Opportunities for advancement
flexible schedule
Referral program
Vision Insurance
Server - Cast Member
at CEC EntertainmentMilwaukee, WI, USA|Onsite
Part-time
Hourly
Flexible
Entry Level (1-2 years)
competitive pay
Meal Discount
flexible schedules
scholarships
perks and discounts
Employee Referral Program
CEC Cares Fund
Server/Waitstaff at CARINI'S
at CARINI'SMilwaukee, WI, USA|Onsite
Hourly
Flexible
Entry Level (1-2 years)
Free employee scheduling
time clock
hiring tools
Potawatomi Sportsbook Server (PT)
at Potawatomi Casino HotelMilwaukee, WI, USA|Onsite
Exact $7.25
Hourly
Flexible
Weekend Shifts
Entry Level (1-2 years)
Flexible work schedule
Paid Time Off
401(k) retirement plan with company match
Free onsite health clinic
Free GED program
Team member Referral Bonus Program
Affordable breakfast
Lunch and dinner meal options in employee dining room
Free uniforms with in-house laundry service
Discounted bus pass
Free off-street parking
Free or discounted tickets to area attractions
Festivals
And events
Paid training
Advancement opportunities
Team member appreciation events
Rock & Brews Server (PT)
at Potawatomi Casino HotelMilwaukee, WI, USA|Onsite
Exact $7.25
Hourly
Rotating Shifts
Flexible
Weekend Shifts
Entry Level (1-2 years)
Flexible work schedule
Paid Time Off
Medical insurance
Dental Insurance
Vision Insurance
Life insurance
401(k) retirement plan
Free onsite health clinic
Free GED program
Team member Referral Bonus Program
Affordable meal options
Free uniforms with laundry service
Discounted bus pass
Free off-street parking
Free or discounted tickets to area attractions
Paid training
Advancement opportunities
Team member appreciation events
Ru Yi Server(PT)
at Potawatomi Casino HotelMilwaukee, WI, USA|Onsite
Range $7.25 - $1.00
Hourly
Flexible
Day Shifts
Weekend Shifts
Entry Level (1-2 years)
Paid Time Off
Medical insurance
Dental Insurance
Vision Insurance
Life insurance
401k retirement plan with company match
Free onsite health clinic
Shift premiums
Team member Referral Bonus Program
One complimentary meal per day in employee dining room
Free uniforms with in-house laundry service
Discounted bus pass
Free off-street parking
Free or discounted tickets to area attractions, festivals, and events
paid training and advancement opportunities
Team member appreciation events
Server Assistant/Food Runner
at Milwaukee Repertory Theater, Inc.Milwaukee, WI, USA|Onsite
Range $9.99 - $10.00
Part-time
Standard Hours
Entry Level (1-2 years)
Health Insurance
Paid Time Off
Employee Discounts
Professional development opportunities
team environment
flexible schedule
Retirement Plan
Canal Street Cafe Server (PT)
at Potawatomi Casino HotelMilwaukee, WI, USA|Onsite
Range $7.25 - $1.00
Full-time
Hourly
Flexible
Day Shifts
Weekend Shifts
Night Shifts
Entry Level (1-2 years)
Tips
Paid Time Off
Health Insurance
flexible schedule
Employee Discounts
Training and Development
Retirement Plan
Catering Service Worker
at SodexoMilwaukee, WI, USA|Onsite
Exact $19.00
Part-time
Flexible
Entry Level (1-2 years)
Flexible work environment
Training and Development
Paid Time Off
Holidays
Medical insurance
Dental Insurance
Vision Insurance
Tuition Reimbursement
401k Retirement Plan
Employee Discount Programs
Server Assistant at Barrel Yard Restaurant, American Family Field
at Delaware NorthMilwaukee, WI, USA|Onsite
Exact $8.00
Temporary
Part-time
Hourly
Weekend Shifts
Entry Level (1-2 years)
weekly pay
Training and development opportunities
Employee Discounts
Flexible work schedules
Health Insurance
Dental Insurance
paid vacation days
Server Assistant at Barrel Yard Restaurant, American Family Field
at Delaware NorthMilwaukee, WI, USA|Onsite
Exact $8.00
Temporary
Part-time
Hourly
Flexible
Day Shifts
Weekend Shifts
Entry Level (1-2 years)
Paid holidays
Dental Insurance
employee discount
Paid parental leave
flexible schedule
Employee assistance program
401(k) matching
Vision Insurance
Parental leave
Server Assistant
at Western Racquet ClubElm Grove, WI, USA|Onsite
Range $15.00 - $16.00
Part-time
Hourly
Flexible
Weekend Shifts
Entry Level (1-2 years)
hourly pay
Tips
free shift meal
Free parking
28 Entry Level Cruise Ship Server Jobs in Milwaukee, WI - June 2026
Browse 28 entry level Cruise Ship Server jobs in Milwaukee, WI. Entry level roles in bars, restaurants, hotels, and venues. Many employers hire first time workers and provide on the job training.
Hiring Demand for Entry Level Cruise Ship Server Jobs in Milwaukee, WI
Employers in Milwaukee, WI are actively hiring entry level Cruise Ship Server staff to cover daily service and peak hours.
Recent Entry Level Cruise Ship Server Openings
There have been 2 new jobs for Cruise Ship Server positions posted in the last 10 days. Listings update regularly so you see current openings.
Entry Level Cruise Ship Server Salary in Milwaukee, WI
Entry level Cruise Ship Server pay in Milwaukee, WI typically ranges from $25,000 per year to $55,000 per year, with average earnings near $35,000 per year or $16.83 per hour. Tips or performance based bonuses can increase total income in busy venues.
- Lowest wage: $25,000 per year
- Average wage: $35,000 per year or $16.83 per hour
- Highest wage: $55,000 per year
How To Apply for Entry Level job
Apply online for entry level Cruise Ship Server roles in Milwaukee, WI using OysterLink. Use filters to narrow your search:
- Pay range
- Experience level - entry level only
- Work schedule - full time, part time, seasonal
- Shift timing
Many listings support quick apply with a simple application flow.
Why Entry Level Cruise Ship Server Jobs Are Common in Milwaukee, WI
Local hospitality, tourism, and nightlife in Milwaukee, WI create steady demand for entry level Cruise Ship Server positions. Employers often train on site to keep bars, restaurants, and hotels fully staffed.
Top Employers Hiring Entry Level Cruise Ship Server Roles
Frequent employers hiring entry level Cruise Ship Server roles in Milwaukee, WI include:
Cruise Ship Server Job Benefits and Perks in Milwaukee, WI
Many entry level Cruise Ship Server jobs in Milwaukee, WI offer PTO, 401k, staff discounts, and flexible scheduling, making them strong starting points in hospitality.
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Entry Level Cruise Ship Server Jobs Near Milwaukee, WI
No Experience Cruise Ship Server Jobs Near Milwaukee, WI