(31 Reviews)
100% Recommended

Jennifer Czerwinski

Oconomowoc, WI
Caribbean, All-Inclusive and Alaska Cruise Advisor

With 38 Years in the travel industry I have enjoyed helping many of our customers to have a really great vacation experience. I have stayed at most of the Sandals resorts in the Caribbean, and several other adult only resorts in the Caribbean and ...
Learn more about me.

Multi-Generational Groups

The Caribbean is a great destination for groups
The Caribbean is a great destination for 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 for a multi-generational family reunion. In addition to air, resort accommodations and transportation I also booked a Private River rafting trip  and the group loved it! The feedback from my groups is consistent: I’m detail oriented and very patient when answering questions.

My Reviews

55 of 90 people found this review helpful
Very comfortable
Good experience working with Jennifer. Response was quick on all questions that I inquired about.
By  G  from  Watertown wi
Traveled to  Las Vegas ~ Nevada ~ USA
I would recommend this agent to my family and friends
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33 of 52 people found this review helpful
We loved the Secrets Resort!
Very informative
By  Karen  from  Oconomowoc, WI
Traveled to  Jamaica ~ Caribbean
I would recommend this agent to my family and friends
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29 of 49 people found this review helpful
This was one of the best cruises we have done the
Jennifer has always bee a pleasure to work with when planing our trips & vacations. She is very knowledgeable & if she doesn't know an answer to a questions she will get that answer in a timely fashion.
By  Kati G.  from  Oconomowoc, WI
Traveled to  Caribbean Sea ~ At Sea ~ At Sea
I would recommend this agent to my family and friends
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26 of 44 people found this review helpful
Ideal location, beautiful resort!
Always has the answer!
By  WillyWallboard  from  Waukesha, WI
Traveled to  Costa Rica ~ Central America
I would recommend this agent to my family and friends
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23 of 40 people found this review helpful
Great first time experience!
It was a great experience working with Jennifer! Jennifer was very quick to respond with our wishes for an all inclusive vacation. Great suggestions, we feel we received a very good deal. Very clear and detailed instructions we received in the mail. For a first time at an all inclusive, it was a very seamless stress free experience.
By  John and Julie  from  Jefferson,Wisconsin.
Traveled to  Cancun ~ Quintana Roo ~ Mexico
I would recommend this agent to my family and friends
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Destination Expert:

  • Alaska
  • Jamaica
  • Dominican Republic
  • Mexico
  • Aruba

Travel Specialist:

  • Family Vacations
  • Groups

Top Travel Partners:

  • AMResorts
  • Playa Resorts
  • Funjet Vacations
  • Royal Caribbean
  • Princess Cruises®

Certifications/Awards:

  • Certified Sandals Specialist
  • AMResorts Master Specialist
  • Paul Gauguin PEARLS Specialist
  • Oceania Cruises Specialist
  • Jamaica Travel Specialist

Industry Affiliations:

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