Jennifer Czerwinski

Oconomowoc, WI

Caribbean, All-Inclusive and Alaska Cruise Advisor

For 44 years I have built an extensive career in the dynamic world of travel planning. I have had the pleasure of curating memorable vacation experiences for countless clients, with a special focus on honeymoons and anniversaries. My intimate familiarity with destinations stems from my own travels—having journeyed through and stayed at various all-inclusive, adult-only resorts across the Caribbean and Mexico, including a majority of the Sandals and Secrets Resorts. Having walked down the aisle in Jamaica 28 years ago and experiencing multigenerational trips with my family fuels my passion for orchestrating dream getaways. In addition to tropical paradises, my expertise extends to the breath-taking tranquility of Alaska. Through both cruises and cruise tours, many of my clients have discovered the mesmerizing beauty of this glacier paradise, guided by my knowledge and experience. Connect with me at Travel Leaders and start your adventure today!

My Travel Specialties

Adult-Only All-Inclusive Resorts

Throughout my career I have stayed at and/or visited over 40 all-inclusive resorts. My favorites are adults-only brands such as Sandals, Breathless and Secrets. Two of my favorite properties are Secrets Akumal Riviera Maya in Mexico and Sandals Negril in Jamaica.

Secrets Akumal offers a memorable...
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Sandals Negril 7-Mile Beach

Alaska Cruises

Across our company I’ve become the go-to travel advisor for Alaska Cruises. The cruise line I most often recommend is Princess Cruises because Princess has been doing Alaska for almost 50 years. For the land tours, they own the lodges guests stay in and the trains that take you to Denali. I am a Princess...
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Beautiful views all around

Tahiti and South Pacific

In 2012, I was fortunate to go on a Paul Gauguin cruise in Tahiti. The Paul Gauguin is a unique small-ship experience known for the crew and their exceptional service. For example, after visiting one of the cocktail lounges the first night, every night after that the bartender remembered our drink...
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My Favorite Bartenders, Francisco and Ernesto

Multi-Generational Groups

Whether you’re traveling with family, friends or a mixture of both I can help you have the best experience. I’ve created and expertly booked dozens of group trips for milestone celebrations, destination weddings and other occasions.

One memorable group was 22 people, going on a Cruise to Norway...
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The Caribbean is a great destination for groups

Caribbean, All-Inclusive and Alaska Cruise Advisor

Flowers from a Happy Client

My Travel Albums

Alaska Cruise

Our wonderful servers in the main dining room

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Paul Gauguin Cruise in Tahiti

With the cruise director of the Paul Gaugin

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Customer Testimonials

Excellent Service!

Jennifer is always very responsive and helpful when planning any trip. We have used Jennifer multiple times and often refer friends/family to her for their travel needs. She is very patient and responds quickly to any concerns and questions. Service is always given with a smile! Thanks, Jen!

Lisa J, Oconomowoc, WI

My Reviews

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