Mike O’Sullivan is an independent travel advisor affiliated with Travelmation, LLC.
Meet your travel advisor

Planning should make your vacation easier—not become another job.

I’m Mike O’Sullivan, the advisor behind Compass & Harbor Travel Co. I help travelers turn an overwhelming set of options into a trip they feel confident choosing.

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Personal guidance, grounded in how you actually travel

I’m a former Disney Cast Member, a dad, and someone who understands how valuable vacation time can be. I created Compass & Harbor for families, couples, and groups who want useful recommendations and personal guidance without carrying the entire research and planning process themselves.

My role is not to choose your vacation for you. It is to understand what matters, compare the strongest options, explain the tradeoffs, and help you feel confident about the trip you choose.

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Mike O’Sullivan, Compass & Harbor travel advisor, aboard a sailboat

How I approach recommendations

I begin with the travelers—not a preferred package. Dates, budget, pace, room needs, interests, and the way you want the vacation to feel all shape the shortlist. When two options are strong in different ways, I explain the difference instead of pretending there is one universal “best.”

Agency affiliation

Compass & Harbor Travel Co. is an independent travel-advisor business affiliated with Travelmation, LLC. That combines personal one-to-one service with the training, resources, supplier relationships, and support of a national travel agency.

Professional profiles

View my advisor profiles through Travelmation and Travel Leaders.

Training & Credentials

I maintain ongoing professional and supplier training across the destinations, resorts, cruise lines, hotels and travel services I plan for clients. These programs help me stay current on the products I recommend and the booking tools I use on your behalf.

  • College of Disney Knowledge training graphic

    College of Disney Knowledge — Completed

  • Universal Destinations & Experiences logo

    Certified Universal Orlando Resort Specialist

  • Official Travelmation Certified Luxury badge

    Travelmation Certified — Luxury Travel

  • Official Travelmation Certified Groups badge

    Travelmation Certified — Group Travel

  • Official Travelmation Accessible Travel Certified badge

    Travelmation Certified — Accessible Travel

  • Official Travelmation Youth Groups Certified badge

    Travelmation Certified — Youth Groups

  • Official Certified Centrav Air Specialist badge

    Certified Centrav Air Specialist

  • Mike O’Sullivan’s Sandals Elite Advisor Online Training Course 2026 completion certificate

    Sandals Elite Advisor Online Training Course — 2026

  • Royal Caribbean University Master of Adventure badge

    Master of Adventure

  • Norwegian Cruise Line University Master’s Degree badge

    Master’s Degree

  • Marriott Hotels logo

    Hotel Excellence! — Graduate

Professional Background & Affiliations

Disney Alumni Program member graphic

Disney Alumni Program Member

Areas of focus: Disney and Universal vacations, ocean and river cruises, all-inclusive resorts, family travel, couples trips and honeymoons, group travel planning, and worldwide journeys.

Let’s make the possibilities clearer.

Start with a short inquiry. I will personally follow up within one business day.

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