Resort
Rhode Island
There’s a certain sense of peaceful disconnection that one gets from spending time on an island. The surrounding water feels like a protective barrier from the hustle and bustle of mainland life. If the idea of getting away from it all sounds like a dream scenario for you, consider a season living the island life!
Resort
Rhode Island
Lodging
Washington
Kill Devil Hills, North Carolina
Weekend Warriors wanted to work on the OBX with your friends this summer!
Put In Bay, Ohio
Seasonal Line Cook Wanted: Dominate the Line on Put-in-Bay!
Alaska
Meet some of the World's Most Interesting People - Hospitality/Housekeeping Team Member
Olga, Washington
Join Our Gourmet Culinary Team - Live And Work On An Enchanted Island At Our Seed To Table Cafe
Camp
Washington
Restaurant
Michigan
Eastsound, Washington
We are seeking a talented Sous Chef to join our culinary leadership on Orcas Island, WA
Put In Bay, Ohio
🍹 Seasonal Bartender Wanted: LIVE AND WORK ON AN ISLAND THIS SUMMER!
Cambria, California
We accept people for who they are and help them grow into who they want to be (by the ocean!)
Friday Harbor, Washington
Luxury hotel cleaning & living INN Friday Harbor on San Juan Island!
Restaurant
Michigan
Resort
Wisconsin
Restaurant
Rhode Island
Maine
Monhegan Island - Home of lobstermen & artists. Free housing and meals!
Maine
Live and work on Monhegan Island - Maine's most famous home of lobstermen & artists
Maine
Live and work on Monhegan Island - Maine's most famous home of Lobstermen & Artists
Friday Harbor, Washington
Support, Lead, and Inspire: Become a Unit Director at Camp Nor'wester!
Resort
Michigan
Resort
Michigan
Resort
Washington
Put In Bay, Ohio
☀️Retail Associate Wanted: Join the Island Life!
Avalon, California and Catalina Island, California
Work and live on beautiful Catalina Island! Learn skills and assist in maintaining facilities!
Edgartown, Massachusetts
Come Live, Work, & Play on Martha's Vineyard Island in the 2026 Season
Tybee Island, Georgia
Beautiful Tybee Island facility outside Savannah, GA
Since 1995, CoolWorks has connected adventure-seekers with job opportunities in amazing places—from national parks to ski resorts, summer camps to dude ranches. We help people trade screen time for real time—meaningful experiences that spark connection and growth. Your next great adventure is waiting. More About CoolWorks
The CoolWorks Compass newsletter offers a sampling of new jobs, along with tips and inspiration to help you chart your next adventure!