(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

45 of 72 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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25 of 41 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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21 of 36 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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15 of 26 people found this review helpful
Jennifer and Travel Leaders are Great!
I have worked with Jennifer for 3 Mexico vacations. She was so helpful the first time around we continued her service for our next two trips . We recruited another family to use her services as well. Jennifer is so easy to work with and very flexible. I may not be the best customer since I am so picky - but Jennifer worked with me and was so accommodating. I highly recommend her and Travel Leaders!
By  Holly  from  Oconomowoc, WI
Traveled to  Mexico
I would recommend this agent to my family and friends
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17 of 30 people found this review helpful
Great Trip
Excellent
By  Deb  from  Wisconsin
Traveled to  Caribbean Sea ~ At Sea ~ At Sea
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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