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CRUISIN’ WITH THE DRENNANS

Leave the mundane behind and embrace new adventures 

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MEET THE CRUISIN' WITH THE DRENNANS TEAM

Your Travel Experts

Today's travel landscape is filled with new challenges and complexities. With us by your side, you'll navigate these waters easily. We're more than travel advisors – we're your travel concierges.  And with new additions to our team, we handle more than cruises too!

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DIRECT, HASSLE-FREE COMMUNICATION
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​NO LENGTHY HOLD TIMES
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COMPLETE PEACE OF MIND
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JIM’S JOURNEY

Jim's love affair with the seas began over three decades ago.  In 2018, he took his love for the water and started Cruisin with the Drennan's.  He sustained the business through the "pause" of 2020 and was dedicated to showing clients it was safe to sail again, starting in 2021. Having sailed over 70 ocean and river cruises, Jim’s an expert as both a passenger and a cruise professional.  He will use his expertise to ensure you have the best experience possible while working with your budget, dreams, etc.

JUDI’S REVELATION

Judi’s first cruise was in 2018, when she and Jim honeymooned as newlyweds. She fell in love with "unpack once, travel many places" that cruising offers.  She also found peace she never experienced on the ocean - even though she doesn't swim!  She retired from corporate America in 2022 to join Jim in their business.  With over 25 cruises, Judi’s experiences as both a consumer and a cruise professional will be a huge benefit as she plans your adventures.

ALLY AND "THE  MOUSE"

Ally joined Jim and Judi in 2024.  She has a wealth of personal and professional experience in Disney destinations. As a wife and mom of 3,  Ally knows what it takes to have a successful family vacation! She is here to turn your Disney dreams into reality.  Whether you're planning a family vacation to Walt Disney World, a romantic getaway to Disneyland, or a magical cruise with Disney Cruise Line,  Ally's expertise ensures that every detail is perfectly curated to suit your preferences.  

WHAT WE DO

Our Signature Cruise Services

Pre/Post Cruise Travel Options

We'll craft the ideal pre- or post-cruise itinerary to complement your voyage.

Testimonials

I have the utmost confidence and trust that the Drennan’s want us to have the best cruise experience possible…every time! They have a vast knowledge of the cruise lines and their offerings and are so helpful planning our getaways. One stop service from flights, cruise, transfers and cruise extras make our vacation that much more enjoyable. Their love of cruising shows and they want us to feel that way too! We do! Thank you!

-- Cindy D.

BOOK YOUR ADVENTURE 

Set Sail with the Drennans

Ready to explore the world, one cruise at a time? Share your travel aspirations, let us craft the perfect plan for you, and enjoy as your dream voyage takes shape!

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