(77 Reviews)
99% Recommended

Jennifer Day

Palm City, FL
Luxury, Group, and Wedding Travel Specialist

I have spent my life exploring our beautiful earth and am passionate about sharing the world with others. I specialize in luxury travel, adventure travel, and have extensive experience with large groups, business incentive travel, and destination ...
Learn more about me.

Sandals and Beaches Certified Specialist

Sandals Grande St. Lucian is gorgeous!
Sandals Grande St. Lucian is gorgeous!

As a certified Sandals and Beaches specialist, I am your dedicated guide to a world of unparalleled luxury.


With extensive expertise in the Sandals and Beaches portfolio, I possess an intimate understanding of the unique features and tailor-made services that set Sandals and Beaches apart as the epitome of luxury in the Caribbean.


Romantic Retreats Redefined: For couples seeking a romantic paradise, I weave together the perfect blend of luxury and intimacy. Whether it's a honeymoon, anniversary celebration, or a spontaneous romantic escape, our meticulously designed itineraries ensure that love flourishes amidst the stunning tropical backdrops, pristine beaches, and world-class amenities of Sandals resorts.


Exhilarating Family Adventures: For families dreaming of unforgettable vacations, I create the ultimate Caribbean family experience. With a keen eye for detail and a focus on catering to all family members, our curated family trips embrace water sports, kids' clubs, and limitless entertainment.


Group Getaways and Weddings Like No Other: As a specialist in group travel and destination weddings, I orchestrate seamless experiences for every member of your party. From memorable celebrations with friends to the wedding of your dreams, I elevate your special occasion with customized arrangements, luxurious accommodations, and expert coordination, making every moment truly extraordinary.


Personalized Service, Tailored to You: I understand that every traveler is unique and take the time to understand your desires and preferences, crafting personalized itineraries that reflect your vision.


With an unwavering commitment to excellence, we ensure that your journey is a perfect reflection of your Caribbean dreams.

My Reviews

16 of 18 people found this review helpful
Great Trip!
Went to Jen for an impromptu trip to Tulum. She knew all the best places to go and we loved our hotel. We will able to walk out right to the beach from our room!
By  Darryn  from  Vero Beach, FL
Traveled to  Tulum ~ Mexico ~ Mexico
I would recommend this agent to my family and friends
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14 of 18 people found this review helpful
Hassle Free
Jennifer helped my family plan an amazing trip to Disney and then to Clearwater Beach. Our hotel locations were perfect and everything was laid out and organized. I can't wait to use her again in the future!
By  Tammy  from  Denver, Colorado
Traveled to  Clearwater Beach ~ Florida ~ USA
I would recommend this agent to my family and friends
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12 of 15 people found this review helpful
Bachelor/Bachelorette Party
I contacted Jennifer with a big request: My fiancé and I wanted a semi-joint, but somewhat separated bachelor/bachelorette party in the Dominican Republic. She helped us pick a resort but planned activities that she went on with her group and activities that I went on with my group. For our final night she set up a private catamaran with dinner service during sunset. It was exactly what we asked for and she simplified the whole process.
By  Liam  from  Fayetteville, NC
Traveled to  Dominican Republic ~ Caribbean
I would recommend this agent to my family and friends
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12 of 16 people found this review helpful
Honeymoon for the Ages!
Jennifer is amazing, I could not recommend her more! We had booked our flights to Bali for our honeymoon, but needed help booking resorts/hotels and excursions. Jennifer's ideas were great, especially since she knows a lot about Bali (lived there for some time I believe!). I could tell Jennifer did her due diligence with various hotels and tour operators, and the honeymoon was perfect! She was always happy to hop on quick calls to verify details, and is very prompt with e-mails. She also kept us up-to-date on immigration and COVID policies, which actually changed a couple times leading up to, and during, our trip. Thank you Jennifer!
By  Jay  from  Atlanta, GA
Traveled to  Bali ~ Indonesia ~ East and Southeast Asia
I would recommend this agent to my family and friends
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14 of 20 people found this review helpful
Niagara Falls and Canada trip
Jennifer planned the most romantic getaway to Canada for my fiance and I. We had a hotel overlooks Niagara Falls, rode bicycles through the wineries, and went on a boat underneath the falls. She also helped with meal recommendations and we had dinner overlooking the falls. I will use her again for future trips!
By  Andrew  from  Springfield, Missouri
Traveled to  Niagara Falls ~ Ontario ~ Canada
I would recommend this agent to my family and friends
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Certifications/Awards:

  • Certified Sandals Specialist
  • Destination Wedding & Honeymoon Specialist (DWHSA)
  • Tauck Specialist
  • Saint Lucia Expert (SLEx)

Industry Affiliations:

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