Hi! My name is Will Medina and I can't wait to work with you!

About Me

  • Are you dreaming of the perfect wedding on the beach — but find yourself stuck and overwhelmed when it comes to research, reservations, and nit-picky details?
  • Are you looking for a fun, personable, and knowledgeable expert who can find the absolute best location for you and your guests — a place that’s romantic, intimate, gorgeous, and budget-savvy?
  • If you’ve tried to do this on your own, you already know: the effort that goes into creating the illusion of a trouble free destination wedding can be exhausting. Lucky for you, I have a fabulous history of planning the most amazing celebrations!

Here’s the deal: I know you’re dreaming of a tropical beach wedding — maybe in Mexico or the Caribbean, warm sand, breathtaking scenery, a gentle breeze blowing your hair in a way that makes you look even more incredible than you imagined — followed by the kind of exotic honeymoon that you’ll be talking about (and hopefully re-living!) for decades. And I get that you’re busy with work and life and might not be super sure about where to go or how to get the best deals or how to plan for everything that might come up. But one thing you do know for sure: you don’t want to leave this event up to chance.

Whether you are planning to elope or bring 200 of your closest family and friends, it is my job to understand you and your desires, and then combine my extensive knowledge of the available destinations in order to make this dream event a reality.

You can count on my expertise. I’ve personally stayed at close to 100 resorts so that I know exactly what to recommend and how to make great things possible. But more than that? I care about you and your wedding. I really do. This genuine attentiveness and presence guarantees that you can relax and enjoy the planning process as every detail of your day is taken care of.

Why Work With Me

When you work with me, you aren’t just working with a travel agent, and you are not just working with a wedding planner. My unique background with over 10 years in the travel and hospitality industries ensures you and your guests will get comprehensive guidance with your destination wedding and travel plans.

Benefits My Clients Experience

  • What I hear the most from my clients is that they felt like working with me was like planning their wedding with a friend. Consider me your “man of honor.” If this sounds like the experience you are looking for, let’s chat!
  • I guarantee the best available price.
  • I create and manage a customized checklist to avoid stressing over procrastination.
  • I offer an accessible single point of contact, from beginning to end, with timely responses for you and your guests. That means I answer calls from you, your grandma, your maid of honor, your photographer — whoever is part of your wedding is part of my planning.
  • I travel several times a year to stay current and in-the-know in each destination — and give you the benefit of insider tips.
  • Nine to five? Not for the busy brides, grooms, and working professionals like yourselves. I pride myself in being available for you anytime, including most nights and weekends (by appointment).
  • I only work with vendors I can personally vouch for who are fully licensed and bonded.
  • Complimentary consultation held over the phone, Skype, or FaceTime. Let’s get acquainted!


Recent Places I've Traveled

  • Riviera Maya (2015)
  • Punta Cana, Dominican Republic (2015)
  • Portugal (2014)
  • Cancun (2014)
  • Negril, Montego Bay, Ocho Rios, Jamaica (2014)


  • Destination Wedding & Honeymoon Specialist
  • United States Virgin Islands Specialist
  • Certified Sandals Specialist
  • IBEROSTAR Grand Collection Hotels
  • GIVC Consultant

How I Got Started in Romance Travel

My passion for tropical and exotic travel started early: I was born in the gorgeous beach city of Punta Cana, Dominican Republic, and I grew up traveling all over my country, thanks to my mother. We visited resorts, beaches, and national attractions. Lounging on a beach in Punta Cana is still my very favorite way to enjoy an authentic tequila mojito or a shot of mamajuana!

When I was 20, I went to Milwaukee, WI, to spend (what was supposed to be) a year with my aunt. That year turned into almost 10. Who knew that this beach-loving guy would fall for Milwaukee? But I did! The city and its great people wooed me, and even though most of my relatives are still in the Dominican, I fondly consider Milwaukee my second home and travel there frequently to visit my family and the family of my fiancé.

In 2013, the sun and sand beckoned, and I headed south to Ft. Lauderdale. I took my Travel Agency with me, and being here in Florida has allowed me to pursue an additional passion: acting in Spanish. I love this beautiful city and the great community we have here. I get to work with brides and grooms from all over the country and then end the day on a breathtaking beach with my love and my friends. Who could ask for more? Life is good.


  • I love dancing and won several dance competitions in high school in Salsa and Merengue
  • I love Tequila & Wine
  • I’ve got my eye on being in a Spanish telenovela someday
  • Mario and I are planning our own dream destination wedding in Mexico — it’s going to be amazing!

Member of:





Travel Reviews for Will Medina with LoveShack Vacations

Jessica & Shane's Destination Wedding

El Dorado Royale, Riviera Maya, Mexico

One year ago, my now husband and I were referred to Will to assist us with our destination wedding. During our first meeting Will came out of his way to meet us in our home for a introductory meeting, took the time to get to know Shane and I as a couple, took the time to ask many questions and explained the destination wedding process to us. We had no idea at that time how much this person would do for us over the next year to deliver the wedding of our dreams and a vacation of a lifetime for our family and friends.

Will is compassionate, caring, and an expert in his field. He made our destination wedding a dream come true. From day one he listened to what we wanted and identified locations and resorts that fit our personalities and descriptions. At the time I did not appreciate how important it was to find a resort/location that fit the personality of the couple and their friends and family. In our case, Will hit the nail on the head by identifying a beautiful 5-star resort within our budget that allowed us to have fun, but more importantly delivered a beautiful wedding for our 50 family and friends that joined us. EVERYONE in our group loved the resort; in fact we loved it so much that not one person left the resort over their 7-10 day stay.

Not only did Will provide expert travel services, but also provided information about destination weddings that was invaluable.

Not only did Will provide expert travel services, but also provided information about destination weddings that was invaluable. Both my husband and I were not frequent travelers, had not been to the resort, so we were making decisions based off of Will’s recommendations and vast experience with destination weddings. El Dorado Royal, the resort that we choose for the wedding was amazing. We had a private ceremony on the beach, private cocktail reception and private dinner that went off without a hitch. Will was with me every step of the way planning this. Many times I was contacting him 7 days a week with questions, he was always quick to respond and always had good advice to give. I knew he cared from day one and I trusted him and his abilities because of this.

I could go on and on about the amazing experience that we had working with Will. We had the wedding of our dreams in paradise, spent a week with both of our families, but more importantly made a new friend who made our vacation and wedding complete. Will is not only a professional travel agent, but passionate about his business and extremely personable to all those involved throughout the process. Our family and friends loved working with him and could not stop complimenting how easy he made their planning process.

Will is now our travel agent for life and we will never hesitate to recommend him to another couple planning a wedding or family planning a vacation. We are so grateful for the services that he provided and dreams that he delivered. I am happy to talk to anyone about my experience with working with Will.

Jay & Cheri's Anniversary

Oahu & Kona, Hawaii

Our vacation to Hawaii was spectacular. We felt well informed and taken care of. Will asked many question before booking our trip to ensure he was meeting our wants and needs. He also was in contact with us before leaving making sure we had no question. he also was watching our flights and notifying us of statuses along the way. We did not feel like we were unsure of what was happening during the trip. The hotel accommodation were exactly as we were expecting with no surprises. I have booked trips on our own before and feel the price we paid by using Will was equivalent to what we could find on our own and we saved hassle and frustration of the do it your own trip. I would use Will again knowing we will be well taken care of

Sarah & Dave's Romantic Getaway

Sandals Whitehouse, Jamaica

I would recommend Will to everyone for every vacation! Amazing service! We had a very specific budget in mind and we were given a bunch of options to choose from. The place we stayed in Jamaica was worth much more than what we paid and we would have never been able to find a deal like that on our own. Also, since the trip was a surprise for the bride, discretion was key to ensure she didn’t find out. Over the top travel service to ensure that the entire stay was special. I will never forget it. I will definitely use them again.

Nina & Jermaine's Honeymoon

Sandals Royal Caribbean, Jamaica

Too many things to choose from! The food was phenomenal, the employees at the resort were awesome and the Butler service was definitely the perfect add-on for our honeymoon. Thank you for the honeymoon of our dreams!! You helped to make our honeymoon spectacular from beginning to end and we will forever be grateful!

Photo Gallery

Latest Promotions

As your personal Travel Agent, I'll devote time and effort to making sure you're happy with your travel options. Please check out the current promotions below! If you need any assistance, I'm just a phone call or e-mail away!

Royal Caribbean International


Royal Caribbean | BOGO50 & Deck the Holiday Deals

Booking Window

Now – August 29, 2018

Travel Window

BOGO50 – All sailings departing on or after September 1, 2018.
Holiday Deals – Sailings between December 17, 2018 – January 1, 2019 and sailings between December 19, 2019 – December 31, 2019

You are not a tourist. You’re a coast craving sun chaser. Swim with stingrays in Grand Cayman. Kick back on Barefoot Beach at our private destination, Labadee®. And check more firsts off your bucket list with incredible savings for the whole family — like 50% off your second guest and up to $50 off select fall and winter sailings with the promo code SAVE*. Bring the whole crew, because right now kids sail for less*. Come Seek the Royal Caribbean®.

Royal Caribbean International is known for driving innovation at sea and has continuously redefined cruise vacationing since its launch in 1969. Each successive class of ships is an architectural marvel and pushes the envelope of what is possible on a cruise ship. Onboard, the global cruise line has debuted countless industry “firsts” – such as rock climbing, ice skating and surfing at sea – to capture the imagination of families and adventurous vacationers alike. Throughout, guests sail on exciting itineraries to some of the world’s most popular destinations and enjoy Royal Caribbean’s friendly and engaging service.

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Carnival Cruise Line


Carnival | Summer Splash Sale

Booking Window:

Now – August 31, 2018

Travel Window:

Available on sailings through December 2020

Terms and conditions apply.*

Take advantage of great rates on sailings through December 2020!

Meet Carnival Horizon

When we look for inspiration, we look to the sea and the sky. Sail with us and you’ll notice the two aren’t divided, but actually united by this one perfect line — the very same one that inspired our next ship: Carnival Horizon.

Carnival Horizon also unites… getting you together with great fun, comfort, dining and exotic destinations. And most importantly, with one another.

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Norwegian Cruise Line


Norwegian Cruise Line | Free at Sea

Booking Window:

Now – August 14, 2018

Sailing Window:

3+ nights or longer sailings

Choose up to 5 fantastic, free offers! When you book a Studio or Inside Stateroom you can choose 1 free offer, or choose 2 when booking an Oceanview, Balcony or Mini-Suite. Best of all, book a Suite or The Haven and receive all 5! Choose from: Free Unlimited Open Bar, Free Shore Excursions, Free Specialty Dining, Free WiFi and Friends and Family Sail FREE.

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*Terms and Conditions apply. Contact your travel agent for more details!

It’s time to live life to the fullest, smile bigger, explore further and relax longer, because you’re free to let inspiration guide you from one experience to another. And while you’re at it, create a whole lot of unforgettable stories to share for years to come. Sound exciting? Then climb aboard and discover how it feels to sail on Norwegian Cruise Line.

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Holland America


Holland America Line | Explore 4

Booking Window

Now – November 19, 2018

Travel Window

Summer 2019 – Winter/Spring 2020 cruises, plus holiday 2018 cruises and Winter/Spring 2019 Caribbean and Mexico cruises

Choose from over 600 cruises and receive all four offers below on any stateroom:*
  • Signature Beverage Package
  • Dinner in the Pinnacle Grill
  • Free or reduced fares for 3rd/4th guest (taxes, fees and port expenses are additional)
  • 50% reduced deposit

PLUS, when you book a suite you’ll also receive $200 onboard spending money!

Each Day is Yours On a Holland America cruise, each day is yours — take advantage of a wide range of activities or relax and do nothing at all. Their mid-sized ships serves as your luxurious hotel and home base, featuring expansive public spaces, award-winning restaurants and elegant staterooms. Let Holland America show you the world as only they can, and make your vacation one you’ll never forget.

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Princess Cruises


Princess Cruises | Sip & Sail

Booking Window

June 26 – September 5, 2018

Sailing Window

Select Summer 2019 – Spring 2020 Sailings

*Terms and Conditions apply. Contact your travel agent for more details!

Princess Cruises

One of the best-known names in cruising, Princess Cruises first set sail in 1965 with a single ship cruising to Mexico. Today, the line has grown to become the third largest cruise line in the world, renowned for innovative ships, an array of onboard options, and an environment of exceptional customer service. A recognized leader in worldwide cruising, Princess offers approximately 1.3 million passengers each year the opportunity to escape to the top destinations around the globe, aboard a fleet of 16 modern vessels.

The Princess Experience

There’s a certain something about being at sea that will inspire you to abandon the ordinary. Your schedule will become beautifully different. Nights are no longer just nights, but chances to savor the sunset from an elegant, floating hotel. Fill your days with the thrill of the casino, the serenity of our Lotus Spa,® award-winning entertainment and sumptuous international cuisine, in whichever combination you wish.

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Best Friends All-Inclusive Caribbean Getaway

Booking Window

Now – August 31, 2018

Sailing Window

Select dates

Soak up the sun, soak up the fun! Grab your BFF and breathe easy with morning meditation and yoga sessions. Or, let the Turks and Caicos sunset take your breath away on a private catamaran cruise, as you sip unlimited premium cocktails mixed just for you and your BFF. Treat yourself to a free massage at our world-renowned Red Lane Spa or learn beauty tips from industry experts. Imagine, you can experience all of this while spending quality time with your best friend at a luxury all-inclusive girls-only getaway!

*Conditions apply. Contact your travel agent for details!

Come experience the very pinnacle of luxury Caribbean all-inclusive vacations with Sandals Resorts. Sandals delights couples in love with supreme vacation packages at luxury resorts in St. Lucia, Jamaica, Antigua, the Bahamas, Grenada and Barbados, featuring gourmet candlelit dining for two, gorgeous tropical settings and some of the world’s most exquisite beaches, where golf and scuba are included at each all-inclusive resort. If you are planning a wedding, Sandals is the leader in Caribbean destination weddings and honeymoon packages.

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GOGO Vacations


GOGO Vacations | Moon Palace Jamaica Vacation Package

Booking Window

Now – August 31, 2018

Travel Window

October 4 – 19, 2018

Includes Round-trip airfare from Miami, 6-night accommodations, All-Inclusive, Hotel transfers

BONUS: Up to $1000 instant air credit per booking, Up to $1500 in resort credits, Kids and teens stay & eat free, Exclusive My Time benefits

*Terms & conditions apply. See your travel agent for details!

Vacations are all about the memories created in paradise, and with the options you’ll find at GOGO Vacations, they will be memories that last a lifetime. For 65 years, GOGO Vacations has been helping people experience the vacation they deserve. Because they’ve been in business for over six decades, complimentary VIP vacation perks get passed on to you!

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Universal Orlando Resorts


Three Parks. Endless Awesome.

Take your vacation to the next level at Universal Orlando Resort™. With three amazing theme parks – Universal Studios Florida™, Universal’s Islands of Adventure™, and Universal’s Volcano Bay™ water theme park – spectacular on-site hotels and more, it’s days and nights of endless fun for every member of the family.

  • You’re the star at Universal Studios Florida™, a real working film and TV studio that features rides, shows and attractions that put you right in the middle of the action.
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