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


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

Recent Places I've Traveled

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

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!


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


Booking Window

January 4 – January 31, 2018

Travel Window

All Sailings departing on or after February 4, 2018

30% Off + OBC + North East Free Upgrades + Free Grats + Early Booking Bonus + Start Wandering Flash Sale!

Discover what it means to live on the wild side in Belize’s rainforests. Uncover a slice of history at Cozumel’s ancient Maya ruins. And forge your own island-hopping adventure on the cruise line voted Best Overall 15 years running. Come Seek the Royal Caribbean®.

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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Apple Vacations


Bahia Principe Hotels and Resorts

From the sun-drenched shores of Mexico’s Riviera Maya to the sparkling beaches of Jamaica, Punta Cana and Puerto Plata, all-inclusive Bahia Principe Hotels & Resorts offer the ultimate vacations for families as well as singles and couples. À la carte dining options are plentiful at each resort. Snorkel, windsurf, kayak or take a scuba lesson in the pool – non-motorized watersports are included! Kids 4-12 will enjoy a host of activities at the supervised mini-club, as well as waterparks designed especially for them. Plus throughout most of the year, one to two children 12 and under stay, play and eat absolutely free (varies by resort)! Discover where the sky meets the sea, the ocean meets the sand, and paradise meets 5-Star luxury. Discover Bahia Principe Hotels & Resorts.

Apple Vacations makes getting there easy and affordable, with non-stop Exclusive Vacation Flights and non-stop transfers to and from the airport. An Apple Vacations Representative will meet you at the airport and guide you to your complimentary non-stop hotel transfer. That’s the Apple Advantage!


Your Apple Vacation Includes:

  • Roundtrip Airfare
  • Beautiful Beachfront Accommodations
  • Roundtrip Airport Transfers
  • All Drinks
  • All Tips
  • All Entertainment
  • All Meals

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Carnival Cruise Line


Funtastic Deals Just For You


Booking Window:

January 1, 2018 – January 31, 2018

Travel Window:

Select sailings through April 2020

Cabin Assignment Only

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.

Carnival is The World’s Most Popular Cruise Line® with 25 ships operating 3 to 16-day voyages to The Bahamas, Caribbean, Europe, Cuba, Mexican Riviera, Alaska, Hawaii, Canada, New England, Bermuda, Australia, New Zealand and the Pacific Islands. Our newest ship, Carnival Vista, debuted in Spring 2016, while Carnival Horizon is scheduled to enter service in 2018.

We offer a wide array of quality cruises, and pride ourselves on delivering memorable vacations to our guests. A Carnival cruise offers not only outstanding value for the money, but most importantly, fun! A “Fun Ship” cruise features day and nighttime entertainment like stage shows, musical performances, casinos and more. We make our guests feel right at home, too — think comfy stateroom accommodations, attentive service, delicious food and drink — and they enjoy the experience against the backdrop of some of the world’s most beautiful ports.

Exciting European and Caribbean Departures
Carnival Vista debuted in Europe May 1, 2016, and will operate a summer schedule of Mediterranean cruises through October. Following a trans-Atlantic crossing, Carnival Vista will offer a pair of 11-day voyages from New York in November 2016 before repositioning to Miami for year-round Caribbean sailings later that month.

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Norwegian Cruise Line


Norwegian Cruise Line | Free at Sea

Booking Window:

Now – January 31, 2018

Sailing Window:

Valid on 3+ night sailings, excluding Norwegian Joy, Norwegian Sky and Pride of America

Norwegian’s Free At Sea promotion lets you choose up to 5 fantastic, Free offers*!

When you book a Studio or Inside Stateroom you’ll choose 1 free offer, or choose 2 when booking an Oceanview, Balcony or Mini-Suite. Best of all, if you book a Suite or The Haven you’ll receive all 5!

Choose from: Free Unlimited Open Bar, Free Specialty Dining, Free Shore Excursions, Free WiFi and Friends and Family Sail Free. With a value up to $2,600, don’t miss out!

Hurry! Offer ends January 31, so book today with Norwegian’s Free At Sea.

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

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Holland America


Holland America Line | View & Verandah – Move Up, Get More

Booking Window

December 6 – February 28th

Travel Window

Select 2018-2019 cruises or Land+Sea Journeys

Move Up, Get More – Upgrade Event
When your clients book select 2018-2019 cruises or Land+Sea Journeys they’ll receive these valuable offers:*

  • Stateroom upgrades
  • Up to $500 USD onboard spending money
  • Up to 10% off select shore excursions when booked before March 15, 2018

PLUS, book a suite and receive prepaid gratuities (hotel service charges)

Holland America Line

Experience the journey of a lifetime when you cruise with Holland America Line. Holland America Line’s fleet of 14 ships offers more than 500 cruises to more than 400 ports in 98 destinations around the world. From shorter getaways to 115-day itineraries, the company’s cruises visit all seven continents.

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Princess Cruises


Princess Anniversary Sale

Booking Window

Now – February 14, 2018

Travel Window

The Princess Anniversary Sale features all destinations, Summer 2018 – Spring 2019!

‡ FREE Onboard Spending Money of up to $600 Spending Money per stateroom is based on voyage length and stateroom type. For voyages 6 -9 days, guests will receive $150 per stateroom for interior/oceanview and $300 for balcony or higher; voyages 10-12 days, guests will receive $200 per stateroom for interior/oceanview and $400 for balcony or higher; voyages 13+ days, guests will receive $300 per stateroom for interior/oceanview, and $600 for balcony or higher. Offer is applicable to first two guests in a stateroom. Guests with single occupancy will receive double the per guest credit amount. Offer does not apply to third or fourth guests. Spending money may be used on a single voyage only, is not redeemable for cash, cannot be used in the casino, expires at the end of that voyage and is not applicable during the land portion of cruisetours. Onboard spending money is based on the ship’s onboard currency.
†† FREE Specialty Dining is valid for all four guests per stateroom for use for one night only. Princess Cruises reserves the right to pre-assign Specialty Dining times and location. Single stateroom guests will receive one specialty dining voucher. Voucher may be used on a single voyage only, is not redeemable for cash, expires at the end of that voyage and is not applicable during the land portion of cruisetours.
* Fares apply to minimum lead-in categories on a space-available basis at time of booking. Fares for other categories may vary. Fares are per guest, non-air, cruise- or cruisetour-only, based on double occupancy and apply to the first two guests in a stateroom. These fares do not apply to singles or third/fourth-berth guests. This offer has limited space regardless of cabin availability and may not be combinable with any other public, group or past guest offers, including Air discounts. Offer is not transferable and may not be combinable with other select offers and onboard credits. Offer is available to residents of the 50 United States, Canada, Puerto Rico, Mexico, Bermuda and the District of Columbia who are 21 years of age or older. Fares quoted in US dollars. Please refer to princess.com/sale for terms, conditions and definitions that apply to all bookings.
Low deposit of $100 per guest under the Princess Anniversary Sale is refundable.
Note: For assistance reserving a wheelchair-accessible stateroom, please call 1-800-774-6237.

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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