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Remote Caribbean Cruise Jobs (NOW HIRING)

... Remote new hire on-boarding and POS training * Additional hands-on training takes place at a hotel ... Caribbean, Central America, Europe, Mexico, Middle East, South Pacific (Australia, Cook Islands ...

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Remote Caribbean Cruise information

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$20

$25

$33

How much do remote caribbean cruise jobs pay per hour?

As of Aug 12, 2026, the average hourly pay for remote caribbean cruise in the United States is $25.17, according to ZipRecruiter salary data. Most workers in this role earn between $22.84 and $25.24 per hour, depending on experience, location, and employer.

What is a remote Caribbean cruise?

A Remote Caribbean Cruise job typically refers to employment opportunities that allow individuals to work remotely while traveling on a cruise through the Caribbean. These jobs can range from digital nomad roles, such as freelance writing or IT support, to positions directly related to cruise operations that support remote work. Employees can enjoy the amenities of the cruise ship and visit various Caribbean destinations while fulfilling their professional responsibilities online. This type of job is popular among those seeking a combination of work and travel in a scenic setting.

What are some of the unique challenges faced by remote employees working for Caribbean cruise lines, and how are these typically addressed?

Remote roles with Caribbean cruise lines often involve collaborating with on-board staff and teams across various time zones, which can make communication and coordination more challenging. Employees may also need to quickly adapt to changes in cruise itineraries or guest needs, requiring flexibility and proactive problem-solving. Many cruise companies address these challenges by providing thorough onboarding, regular virtual meetings, and digital tools designed to streamline remote workflows and foster team connectivity.

What is the difference between Remote Caribbean Cruise vs Remote Cruise Ship Entertainment Staff?

AspectRemote Caribbean CruiseRemote Cruise Ship Entertainment Staff
CredentialsVaries; often requires hospitality or customer service experienceEntertainment-related certifications or experience preferred
Work EnvironmentRemote, often from home or officeOnboard cruise ships or remote entertainment roles
Industry UsageTravel, hospitality, customer serviceEntertainment, hospitality, event management
Search IntentJobs with travel and remote work optionsEntertainment roles on cruise ships, remote or onboard

The Remote Caribbean Cruise typically involves remote work in travel or hospitality sectors, often from home. In contrast, Remote Cruise Ship Entertainment Staff focuses on entertainment roles that may be onboard ships or remote, requiring specific entertainment skills. Both roles serve the cruise industry but differ in work environment and job focus.

What are the key skills and qualifications needed to thrive as a Caribbean cruise ship employee?

To thrive as a Caribbean Cruise Ship Employee, you need customer service expertise, hospitality training, and often a background in tourism or related fields. Familiarity with reservation software, point-of-sale (POS) systems, and safety protocols is typically required. Strong interpersonal skills, cultural sensitivity, and the ability to work well in a team are essential soft skills. These skills ensure exceptional guest experiences, operational efficiency, and effective collaboration in the dynamic environment of a cruise ship.
More about Remote Caribbean Cruise jobs
What cities are hiring for Remote Caribbean Cruise jobs? Cities with the most Remote Caribbean Cruise job openings:
What are the most commonly searched types of Caribbean Cruise jobs? The most popular types of Caribbean Cruise jobs are:
What states have the most Remote Caribbean Cruise jobs? States with the most job openings for Remote Caribbean Cruise jobs include:
Infographic showing various Remote Caribbean Cruise job openings in the United States as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $52,360 per year, or $25.2 per hour.

Hotel Concierge Sales Agent (Maui)

AAA

Lahaina, HI • Remote

$16/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

This job post has expired today. Applications are no longer accepted.


AAA The Auto Club Group rating

7.5

Company rating: 7.5 out of 10

Based on 282 frontline employees who took The Breakroom Quiz

217th of 304 rated insurance


Job description

Hotel Concierge Sales Agent (Maui)

Share the Spirit of Aloha And Build a Career You'll Love

Do you love helping people create unforgettable experiences? Are you energized by connecting with guests from around the world and sharing the beauty of Hawaiʻi? If so, Pleasant Holidays would love to meet you.

Pleasant Holidays is looking for enthusiastic, people-focused Concierge Sales Agents to serve as true Ambassadors of Aloha on the Island of Maui. In this role, you'll work one-on-one with guests at hotel concierge desks, helping them plan and book memorable tours and activities—both on the island and throughout the neighbor islands—so their vacation becomes the trip of a lifetime. This is more than a job—it's a chance to be the friendly face of Aloha while earning strong pay, commission, and unbeatable travel perks.

Why You'll Love Working With Us

Incredible Travel Perks

  • Two (2) roundtrip airline tickets every year after one year of employment. Valued at $650 per ticket – fly anywhere in the world!
  • Eligibility to apply for an IATAN card after one year. Industry discounts worldwide!
  • Up to 20% off Pleasant Holidays vacation packages
  • Up to 20% off tours and activities booked in advance
  • Special partner discounts and occasional complimentary stays
  • Family & Friends discounts available

*Terms and restrictions apply. Benefit eligibility varies based on position status. Details provided upon hire.

Position Details

  • Location: Island of Maui (Kaanapali)
  • On-Island Residency Required - must currently live on the island to be considered
  • Schedule: Full Time (38-40 hours per week) positions *Weekend availability required
  • Work Sites: Hotel Concierge Desks (You may be assigned to multiple hotel concierge desks; locations determined by management)

Training & On-boarding

  • Remote new hire on-boarding and POS training
  • Additional hands-on training takes place at a hotel concierge desk
  • Computer/laptop with internet is preferred but not required

What We're Looking For

  • 1–3 years of experience in sales and/or customer service (preferred)
  • Background in tourism, hospitality, or travel (highly preferred)
  • Passion for delivering exceptional customer experiences and helping others
  • Knowledge of the Hawaiian Islands (or eagerness to learn!)
  • Ability to personalize recommendations based on guest needs
  • Comfortable working independently, multitasking, and thriving in a fast-paced environment
  • Strong verbal and written communication skills
  • Basic computer skills; POS experience is a plus (training provided)
  • Fluency in English (required)
  • Fluency in Japanese (preferred)

Join Our ʻOhana

If you're passionate about travel, love connecting with people from all cultures, and want a role where your work truly makes a difference, we encourage you to apply today.

Come be part of a team that celebrates Aloha, supports your growth, and rewards your success.

Benefits to working at Pleasant Holidays:

  • Medical (with prescription)
  • Vision
  • Dental
  • Flexible Spending Accounts
  • Paid Time Off for Holidays, Vacation, and Illness
  • Company paid Life Insurance
  • Long Term Disability
  • 401(k) Plan
  • AFLAC Plans
  • Travel Discounts on all Pleasant Holidays packages, Hotel Rooms, Car Rentals, Tours & Activities. Discounts apply to family members and friends too!

Pleasant Holidays is one of the largest travel wholesalers in the United States, specializing in vacation travel to the Hawaiian Islands, Caribbean, Central America, Europe, Mexico, Middle East, South Pacific (Australia, Cook Islands, Fiji, New Caledonia, New Zealand & Tahiti), Japan, the United States & Canada, and cruise vacations worldwide. Pleasant Holidays is a subsidiary of the Automobile Club of Southern California, a diversified insurance, roadside assistance, financial services and travel organization serving more than 18 million AAA members across 24 states.

Pleasant Holidays is an Equal Opportunity Employer

Our organization participates in E-Verify

Pleasant Holidays will consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with the requirements of applicable federal, state and local laws

Pay & Bonuses

  • $16/hour starting pay
  • Commission eligible upon hire
  • Uncapped commission potential—earn more as you sell

What AAA The Auto Club Group employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom


American Automobile Association logo

About American Automobile Association

Sourced by ZipRecruiter

The American Automobile Association (AAA), headquartered in Heathrow, Florida, USA, is a reputable force in the automotive and insurance industry. Originating in 1902, it began as a coalition of motor clubs with the common goal of providing better roads and travel conditions for motorists. Today, AAA is a comprehensive, multifaceted organization that offers a range of services, including roadside assistance, auto repair services, travel agency services, and diverse insurance products - Auto, Home, Life and more. A significant principle for AAA is to continuously deliver value to their 61 million members through safety, security and peace of mind. The company's mission and core values focus on championing its members' rights and interests, advocating innovation, integrity, teamwork and respect.

Industry

Non-profits

Company size

10,000+ Employees

Headquarters location

Heathrow, FL, US

Year founded

1902

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