(77 Reviews)
99% Recommended

Jennifer Day

Palm City, FL

Luxury and Destination Event Travel Specialist

Whether you're seeking a luxurious getaway, planning a group adventure, or organizing a memorable event such as a destination wedding or incentive trip, I'm here to take the stress of planning away! I have extensive experience with large groups, business incentive travel, and destination weddings and events and personally travel to the destinations I work with. I provide personalized service, while still giving you the benefits of some of the industry's largest partnerships. I thrive on working with others to create individualized itineraries that meet the needs and wants of all travelers in their party. Do you have a business and want to plan a trip to motivate your employees and build morale within your company? Do you have a multi-generational family reunion to plan, or need a vacation that will meet the needs of various age groups? Do you need a couples getaway to relax and recharge? Are you trying to plan your dream destination wedding? Let’s get started!

My Travel Specialties

Destination Wedding Expert

If you are looking for a unique and memorable wedding where you can spend several days celebrating your vows with the ones you love in a beautiful setting, a destination wedding may be the right choice for you!

As a Destination Wedding Specialist, my goal is create a memorable and stress-free...
Read more from my Destination Wedding Expert bio.

Honeymoon and Romance Travel Specialist

Honeymoons and anniversaries too often take a backseat to the arrangements and plans of the actual wedding and then later to the day-to-day hustle and bustle of life.

You owe it to yourself to give your relationship milestones greater attention. After all, while the wedding is mainly for your...
Read more from my Honeymoon and Romance Travel Specialist bio.

All-Inclusive Resort Specialist

I have visited all-inclusive resorts all around Mexico and the Caribbean to find the best options for: families, singles, friend groups, multi-generational groups, couples, weddings, incentive trips, and more.

If you are looking for a vacation that ensures a stress-free and seamless experience,...
Read more from my All-Inclusive Resort Specialist bio.

My favorite all-inclusive- La Casa de la Playa

Saint Lucia Travel Specialist

Saint Lucia is a stunning Caribbean island in the Eastern Caribbean Sea. It’s oftentimes referred to as the “Hawaii of the Caribbean”, and the first time I visited it was clear where it got this nickname from! 

Saint Lucia is a great destination for families, but where it really shines is in...
Read more from my Saint Lucia Travel Specialist bio.

My villa in Saint Lucia with a plunge pool!

Mexico Travel Agent and Expert

Fabulous beaches, alluring culture, mouthwatering cuisine, and beautiful resorts all await you in Mexico!

With several areas and hundreds of resorts to choose from, planning your trip to Mexico can be time consuming. That is where a Mexico travel expert can help. I have spent countless hours...
Read more from my Mexico Travel Agent and Expert bio.

Coba ruins, about an hour from Tulum!

Belize Travel Expert

For such a small country, Belize packs a big punch! It has one of the most diverse ecosystems on the planet, making it the perfect country to do and see it all.

One of my favorite places to snorkel in this hemisphere is just off the coast of Belize. It’s home to the spectacular Belize Barrier...
Read more from my Belize Travel Expert bio.

Caracol ruins in Belize

Meeting and Incentive Trip Organizer

Incentive trips are an excellent way for companies to reward their top-performing employees with a unique and memorable experience.

The planning and logistics involved in organizing an incentive trip can be overwhelming and time-consuming. This is where Destination Days Travel can be invaluable....
Read more from my Meeting and Incentive Trip Organizer bio.

An incentive trip I organized at Xcaret Arte

Turks and Caicos Travel Agent

Turks and Caicos has some of the most stunning beaches I have seen in the Caribbean!

Travelers from around the globe come to Turks and Caicos for their pristine beaches, crystal-clear turquoise waters, and luxurious accommodations. In fact, Grace Bay Beach is consistently ranked amount the...
Read more from my Turks and Caicos Travel Agent bio.

Aspen and Snowmass Expert

Aspen, Colorado is widely recognized as one of the world's most premier ski destinations, and for good reason. Aside from the exceptional skiing and snowboarding terrain on the four major ski areas: Aspen Mountain (Ajax), Aspen Highlands, Buttermilk, and Snowmass, it’s home to luxury hotels, world...
Read more from my Aspen and Snowmass Expert bio.

At the Aspen X Beach Club!

Luxury Bali Agent

I fell in love with Bali many years ago and it remains one of my favorite destinations to send travelers to.

It’s a captivating destination that offers natural beauty, a vibrant culture, and many unique, immersive experiences. My favorite trips to Bali, and generally my travelers’ favorite...
Read more from my Luxury Bali Agent bio.

Monkey Forest in Ubud, Bali

Punta Cana Expert

Punta Cana, located on the eastern coast of the Dominican Republic attracts millions of visitors each year for it’s beaches, all-inclusive resorts, water activities, golfing, and various excursions.

I have extensive knowledge of the resorts and can help you choose the best resort for your:

-Destination...
Read more from my Punta Cana Expert bio.

Ziplining in Punta Cana!

Costa Rica Travel Agent

Costa Rica is one of my favorite places where I can do everything, or do nothing at all!

La Fortuna provides breathtaking views of the Arenal volcano and luxury lodging with access to private hot springs. Manuel Antonio is great for seeing wildlife in their natural habitat, and Guanacaste has walkable towns,...
Read more from my Costa Rica Travel Agent bio.

La Fortuna, Costa Rica

Iceland Travel Specialist

Iceland is truly one of the most incredible countries I have visited. It is filled with so much raw, natural beauty and should be a bucket list destination for every traveler!

I have seen countless waterfalls, hiked glaciers, explored gorges and black sand beaches, and ferried to the Westman Islands,...
Read more from my Iceland Travel Specialist bio.

Waterfalls are my favorite thing about Iceland!

Ski and Snowboard Vacation Planner

There is nothing quite like flying over snow-covered mountains headed to your first ski or snowboard trip of the season!

Planning a ski trip can be an exhilarating but daunting task, which is why utilizing the expertise of a travel agent can be so valuable. I have a wealth of knowledge and...
Read more from my Ski and Snowboard Vacation Planner bio.

On Snowmass Mountain

Sandals and Beaches Certified Specialist

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...
Read more from my Sandals and Beaches Certified Specialist bio.

Sandals Grande St. Lucian is gorgeous!

Large Group Travel Agent and Expert

When planning a trip for a large group, it can be a daunting and time-consuming task to coordinate all the logistics and cater to the varied needs and preferences of each individual. This is where my expertise as a travel agent can be invaluable.

As your dedicated travel agent, I will take...
Read more from my Large Group Travel Agent and Expert bio.

Xcaret Travel Agent and Expert

The Xcaret Parks and 3 official resorts are much more than your typical all-inclusive. I consider Xcaret to be the Disney World of Mexico! There is endless fun and adventure for everyone, great food, beautiful parks and resorts, and Mayan culture incorporated into every aspect.

Make the most...
Read more from my Xcaret Travel Agent and Expert bio.

La Casa de la Playa lobby is so beautiful!

River Cruise Specialist

If you think you hate cruises, you're probably just picking one on the wrong body of water!

I fell in love with river cruises on my first sailing, and you will, too! On a river cruise, you will actually be ab;e to immerse yourself in the places you're visiting. There are more quiet, much smaller...
Read more from my River Cruise Specialist bio.

Me on a Mekong Cruise with Hanoi & Ha Long Bay!

Luxury Thailand Expert

From the bustling urban landscapes of Bangkok to the tranquil tropical havens of secluded, private resorts, Thailand has it all.

My bespoke, luxury travel itineraries, are meticulously curated to cater to you. Immerse yourself in the royal ambiance of Bangkok, savoring delicacies at Michelin-starred...
Read more from my Luxury Thailand Expert bio.

Exploring the beautiful bays of Thailand

Luxury Travel Designer

I am a luxury travel expert, curating trips with an emphasis on exceptional experiences, exclusivity, personalized service, and high-quality amenities. I build long-term relationships with my clients to ensure their travel plans are uniquely designed with their needs in mind.

There are many...
Read more from my Luxury Travel Designer bio.

One of my favorite luxury resorts!

Japan Travel Specialist

Japan is the first country I fell in love with, and I loved it so much that I moved there! Although I have since returned to the US, I love sharing my experiences with my travelers and crafting a travel experiences unique to their interests. I rarely have a traveler who doesn't love the culture, natural...
Read more from my Japan Travel Specialist bio.

I love visiting Kyoto in the fall!

Cabo Wedding Specialist

The beautiful settings of Los Cabos and variety of resorts, and ease of access from North America make it an ideal destination for a destination wedding!

I have spent time exploring different resorts and areas of the southern tip of the Baja Sur peninsula and can assist you with choosing the...
Read more from my Cabo Wedding Specialist bio.

One of my favorite ceremony venues at Le Blanc!

Cabo San Lucas Travel Specialist

The luxury resorts are what drew me to Cabo, but the art, sunsets, whales, and people are what made me fall in love.

Mexico is known to have some of the most incredible all-inclusive and luxury resorts on this side of the globe! But how do you choose WHERE in Mexico? Is Cabo right for you?...
Read more from my Cabo San Lucas Travel Specialist bio.

The beautiful Le Blanc and Spa Resort

Mexico Destination Wedding Specialist

Why get married in Mexico?

There are so many reasons!

-Easy Access From The U.S: More daily flights to Mexico than any Caribbean Island.

-PLENTY of Incredible Resort Options And Venues to Choose From. Whether you are heading to Cabo, Puerto Vallarta, or the Cancun/Riviera...
Read more from my Mexico Destination Wedding Specialist bio.

Bora Bora Romance Expert

Most of the time when people think of a romantic trip, an overwater bungalow over clear, blue water comes to mind. There is nowhere that does romance, luxury, and overwater bungalows quite like Bora Bora!

When planning a romantic trip, you deserve the personal care and consideration that I...
Read more from my Bora Bora Romance Expert bio.

European River Cruise Specialist

European River Cruises offer a unique and incredibly relaxing way to explore the beauty and diversity of Europe. A river cruise allows travelers to seamlessly navigate right through the center of different countries through landscapes, historic cities, and charming villages, all while enjoying the...
Read more from my European River Cruise Specialist bio.

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 weddings and honeymoons.

I provide personalized...
Read more from my Luxury, Group, and Wedding Travel Specialist bio.

Watching the sunrise over Machu Picchu!

Customer Testimonials

Incentive Trip Success

Jennifer provided excellent customer service from start to finish of our company's President's Club trip. She provided an excellent one stop shop for all of our travel needs. She managed everything for all of the qualifiers, assisted in planning the events, and was available at anytime to anyone who had any questions. Jennifer is super knowledgeable and knows the ins and outs of her job. She puts so much attention to her clients and the details and at the end, delivers a memorable experience. From booking the flights, to hotels, to transfers, excursions, and events- she is on top of it all! Having used her she delivers what she promises and more!
Louisa M, San Francisco, CA

Amazing Destination Wedding Agent

Jennifer was amazing! I’m so glad we found her! We needed a travel agent for our destination wedding and she helped us choose the venue/resort, helped our entire family with accommodations and transfers! She went above and beyond and she was also able to get us tours, upgrades and discounts! She was responding 24/7 when we had issues during our stay. If you need a travel agent, I recommend her 1000/10!! Definitely booking our future trips with her
Bea M, San Diego, CA

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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Destination Expert:

  • St. Lucia
  • Turks and Caicos Islands
  • Costa Rica
  • Japan
  • Iceland
  • Punta Cana
  • Ambergris Caye
  • Denpasar Bali
  • Chiang Mai
  • Cabo San Lucas
  • Cancun
  • Playa Del Carmen
  • Aspen
  • Caribbean
  • Europe
  • Mexico
  • Dominican Republic
  • Belize
  • Maldives
  • Hawaii
  • Casa de Campo
  • Soufriere
  • Fortuna
  • Bali
  • Ubud
  • Tokyo
  • Bangkok
  • Reykjavik
  • Snowmass
  • South America
  • Antigua & Barbuda
  • Indonesia
  • Netherlands
  • Colorado
  • Castries
  • Providenciales
  • San Pedro
  • Manuel Antonio
  • Kyoto
  • Koh Samui
  • Heimaey
  • Riviera Maya
  • Telluride
  • St. Barthelemy
  • Germany
  • Whistler
  • La Romana
  • St. Lucia Island
  • Middle Caicos
  • San Ignacio
  • Tamarindo Beach
  • Sumbawa Island
  • Hiroshima
  • Koh Phi Phi
  • Vik
  • Puerto Vallarta
  • USA
  • Yucatan
  • Rodney Bay
  • South Caicos
  • Belize City
  • Monteverde
  • Naha Okinawa Island
  • Vail/Eagle
  • Park City
  • Central Asia

Travel Specialist:

  • Adult Only
  • Adventure
  • All Inclusive
  • Couples & Romance
  • Destination Weddings
  • Luxury
  • Beach Vacations
  • Bespoke Travel
  • Cruises
  • Escorted Tours
  • Family Vacations
  • Meetings & Incentives
  • River Cruises
  • Skiing & Winter Sports
  • Student Groups
  • Christmas Markets
  • Executive Corporate and Luxury Travel
  • Honeymoons
  • LGBTQ+ Honeymoons & Destination Weddings
  • Luxury Hotels
  • Overwater Bungalows
  • Villas
  • Bachelorette Parties & Girlfriend Getaways
  • Groups
  • Historical Sites
  • Nature
  • Outdoor Activities & Sports
  • Scuba
  • Water Sports
  • Castles & Cathedrals
  • European Culture
  • Expedition Cruises

Top Travel Partners:

  • Auberge Resorts Collection
  • Avalon Waterways
  • Sandals and Beaches Resorts
  • Sandals Resorts
  • Velas Resorts
  • AmaWaterways
  • Inclusive Collection – World of Hyatt
  • Palace Company
  • Viking
  • Backroads
  • Beaches Resorts by Sandals
  • Funjet Vacations
  • Paul Gauguin
  • Classic Vacations
  • Small Luxury Hotels
  • Tauck
  • Jumeirah Hotels & Resorts
  • Regent Seven Seas Cruises

Certifications/Awards:

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

Industry Affiliations:

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