Top 100 Seasonal Jobs in Brewster, Ma

SEASONAL Destination Manager
Diamond Tours, Inc. —Hyannis, MA
- $200 a day
- Seasonal
- Clean driving record
- Up to 50% travel
- Customer service
- Cell phone reimbursement
Quick Apply
4d
2026 Casual Dining Server - seasonal
Wequassett Resort & Golf Club —Harwich, MA
- $20.80 - $60.00 an hour
- Overtime
- Organizational skills
- Cleaning
- Communication skills
Quick Apply
2026 Host - Seasonal
Wequassett Resort & Golf Club —Harwich, MA
- $20 - $22 an hour
- Seasonal
- Organizational skills
- Restaurant
- Restaurant experience
Quick Apply
Host/Hostess Love Farms
Pelham Hospitality —Dennis, MA
- From $17 an hour
- Part-time
- Food service experience
- In-person
- Restaurant
Quick Apply
Retail Associate (Part-Time Seasonal)
Pyramid Global Hospitality —Chatham, MA
- $17.50 - $18.50 an hour
- Part-time
- Computer literacy
- Merchandising
- English
Quick Apply
Retail Associate
Wequassett Resort & Golf Club —Harwich, MA
- $18 - $20 an hour
- Weekends as needed
- Computer skills
- Ability to stand for extended periods
- Communication skills
Quick Apply
Housekeeper
Candleberry Inn on Cape Cod —Brewster, MA
- $23 an hour
- Part-time
- Background check
- Hospitality
- Hotel
Quick Apply
10d
Event Server (Seasonal through October)
Pelham Hospitality —Dennis, MA
- From $30 an hour
- Seasonal
- In-person
- Communication skills
- Entry level
Quick Apply
2026 Steward - seasonal
Wequassett Resort & Golf Club —Harwich, MA
- $18.57 - $20.00 an hour
- Seasonal
- No experience needed
- Ability to lift 50 pounds
- Ability to stand for extended periods
Quick Apply
Housekeeper - Part Time
Candleberry Inn on Cape Cod —Brewster, MA
- $23 an hour
- Part-time
- Background check
- Hospitality
- Hotel
Quick Apply
2026 Fine Dining Server - seasonal
Wequassett Resort & Golf Club —Harwich, MA
- $20.80 - $60.00 an hour
- 8 hour shift
- Organizational skills
- Cleaning
- Communication skills
Quick Apply
Sales Associate - Spirit
Spirit Halloween —Barnstable, MA
- $15.00 - $15.25 an hour
- Seasonal
- Merchandising
- Ability to lift 50 pounds
- Cleaning
- Paid sick time
Administrative Assistant -Curriculum Directors and Reception
Dennis-Yarmouth Regional School District —South Yarmouth, MA
- $24.80 - $29.67 an hour
- 8 hour shift
- Office
- Fingerprint clearance
- Entry level
10d
Looking for Dynamic FOH staff to Join our Sea Bird Cantina & Paesans Pizzeria
Sea Bird Hospitality Inc —Wellfleet, MA
- $18 - $50 an hour
- Temporary
- Cooking
- In-person
- Restaurant
- Employee discount
- Flexible schedule
Quick Apply
Seasonal Overnight Front Office Agent
Red Jacket Beach Resort —South Yarmouth, MA
- $19.43 an hour
- Seasonal
- Entry level
- Resort
Quick Apply
Seasonal Front Office Agent
Red Jacket Beach Resort —South Yarmouth, MA
- Seasonal
- Entry level
- Resort
Quick Apply
Food Runner/Busser Love Farms
Pelham Hospitality —Dennis, MA
- From $15 an hour
- 8 hour shift
- Ability to walk for extended periods
- Ability to climb stairs
- In-person
Quick Apply
10d
Seasonal Server
Red Jacket Beach Resort —South Yarmouth, MA
- From $20.80 an hour
- Seasonal
- Cleaning
- Entry level
- Resort
Quick Apply
2026 Line Cook - seasonal
Wequassett Resort & Golf Club —Harwich, MA
- $21.52 - $43.13 an hour
- Overtime
- Restaurant
- Entry level
- Resort
Quick Apply
2026 Bartender - seasonal
Wequassett Resort & Golf Club —Harwich, MA
- $21.84 - $50.00 an hour
- Overtime
- Bar
- Customer service
- Mid-level
Quick Apply

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SEASONAL Destination Manager

Diamond Tours, Inc. -
Hyannis, MA

Quick Apply

Job Details

Seasonal
$200 a day
4 days ago

Benefits

Cell phone reimbursement

Qualifications

City street navigation
Customer service
In-person customer service
Driver's License
Driving
Aviation

Full Job Description

Diamond Tours, Inc., a National Tour Operator, seeks Destination Managers to meet, greet and manage Motorcoach Tours primarily for groups arriving in Cape Cod on multi-day trips.

Group Tour Destination Managers are needed to work with senior citizens and church groups arriving via 55-passenger coaches for four consecutive nights, five days. There may also be some incidental phone confirmation work prior to your motorcoach group's arrival, via cell phone.

We anticipate you working approximately 5 months per year. The ideal candidate for this role has a wealth of experience and may be partially retired, but looks forward to work on a seasonal full-time basis as needed by the company. We strongly prefer candidates who are actively seeking seasonal work and are interested in working for the company for many years.

If you have the flexibility to work in areas other than the Cape Cod region, you will be temporarily relocated to another region in the United States to manage Motorcoach Groups as needs arise; thus, the ability to be away from home for a month or more would be required for employment with Diamond Tours.

The responsibility of the Destination Manager is to ensure the group's trip multi-day goes as planned. You will not ride the coach with the customers, nor will you give a guided tour; you do not need special licensing. You will go through a training period with Diamond Tours before working with customers participating in our tours.

You will be overseeing anywhere from 1 to 10 senior citizen groups per week, depending on the volume of tours in a given week. The ability to be a friendly multi-tasker is required.

The salary for this job is $200 per diem (5 to 6 days per week), and your expenses are paid as well. This includes meals, uniform, dry cleaning, car rental, and gas while working. A $50 per month cell phone stipend is offered during the months you work. If travel from your home destination is required to complete work for Diamond Tours, airfare and lodging will be paid as well.

Requirements/Qualifications

Deep understanding of excellent customer service.
Experience in hotel/ hospitality, airline industry, flight attendant, previous employment working with groups.
We look for candidates who have worked with their most recent employer for 5 consecutive years.
Prior hospitality or airline experience
Ability to be away from home for extended periods of time (a month or longer) during the calendar year will allow more eligibility of work for you if your main assigned tour location has no tours arriving with enough vacancy to transfer you to a different location.
Ability to enjoy heavy multi-tasking, while staying professional.
Valid driver's license, clean driving record and a good "map sense" of direction.

If you are assigned the Cape Cod program, you will spend time monitoring groups in Cape Cod. We provide a car for you to drive and then meet and greet the groups. This program is five days per week and you are paid $200 per day plus expenses.

If there are no groups in Cape Cod, there is the possibility that you will transfer to another location for a few weeks until this program has groups arriving in town.

Many of our currently employed Destination Managers have been working for Diamond Tours for 10 years or longer. Once hired, the great majority stay until full retirement.

We offer you a professional work environment and provide affordable group travel for hundreds of thousands of travelers a year.

Pay: $200.00 per day

Application Question(s):

Are you aware that this is a seasonal role, and that Diamond Tours is seeking a candidate who can return on a seasonal basis year after year (not just for a single season?)

Experience:

Customer service: 10 years (Preferred)

Willingness to travel:

50% (Preferred)

Work Location: In person

Quick Apply

Refine Your Search

seasonal jobs in brewster, ma

SEASONAL Destination Manager

2026 Casual Dining Server - seasonal

2026 Host - Seasonal

Host/Hostess Love Farms

Retail Associate (Part-Time Seasonal)

Retail Associate

Housekeeper

Event Server (Seasonal through October)

2026 Steward - seasonal

Housekeeper - Part Time

2026 Fine Dining Server - seasonal

Sales Associate - Spirit

Administrative Assistant -Curriculum Directors and Reception

Looking for Dynamic FOH staff to Join our Sea Bird Cantina & Paesans Pizzeria

Seasonal Overnight Front Office Agent

Seasonal Front Office Agent

Food Runner/Busser Love Farms

Seasonal Server

2026 Line Cook - seasonal

2026 Bartender - seasonal

I want to receive the latest job alert for seasonal in brewster, ma

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