Kristen Orlando


Cont’d … and let’s not discount the states and cities throughout the US and countless trips to Walt Disney World.   Now, as a mom herself, she likes to travel with her husband and three sons, creating those same life long memories.

She was blessed to be able to stay home with her children until her youngest son went to kindergarten.  Now it was time to start to think about re-entering the work force.  Having the love for travel, she couldn’t think of a better career choice than to become a Travel Agent.  Over the years, she had booked several vacations with Vagabond Tour & Travel and now she is excited to be a part of their team.

Kristen has since become a Certified Sandals Specialists, visiting many of the Sandals and Beaches properties, and is also a Wedding Moons Specialist.  She is a Disney Travel Professional, Hawaii Destination Specialist, and a Royal Caribbean Cruise Line Expert.  She is constantly looking to gain more knowledge by attending various courses and visiting different destinations.  Kristen can give you the inside tips and advice using her personal experience to guide your vacation decisions in a way that provides you with the best vacation possible.

2016 travels:
Sandals Grande Antigua / Sandals Barbados / Port St. Lucie, FL
Stone Harbor, NJNassau, Bahamas & Castaway Cay with Disney Cruise Line  / Sandals Regency La Toc
Sandals Halcyon  / Sandals Grande/  St. Lucia  Chicago, IL  / Walt Disney World

2017 travels:
Beaches Turks and Caicos
Royal Caribbean 7 Night Western Caribbean Cruise
Host the Beach Turks and Caicos Girls Weekend Getaway September 28-October 2, 2017

2018 Travels
Walt Disney World
Riviera Maya (Karisma Properties)
Sandals Montego Bay and Sandals Royal Caribbean
Eastern Caribbean Cruise on Oasis of the Seas (Royal Caribbean)
BFF Weekend at Beaches Turks and Caicos
Sandals Grenada
Sandals Southcoast (Jamaica)

2019 Travels:

• St. Thomas/St. John (Magens Bay In St. Thomas, Trunk Bay In St.John, Maho Beach, Boss Underwater Adventure in St. Thomas)
• Jamaica (Sandals Montego Bay)
• Barbados (Sandals Barbados and Royal Barbados)
• Turks and Caicos (BFF weekend)
• Aruba
• Disney

Kristen’s specializations:

  • Destination wedding and honeymoon specialist
  • Family vacations
  • All inclusive resorts
  • Caribbean
  • Hawaii
  • Walt Disney World
  • Cruising

Her courses/destinations:

  • Certified Sandals Specialist (Silver Status, PSA)
  • Sandals Weddingmoons Specialist
  • Disney Travel Professional
  • Royal Caribbean Cruise Line Expert
  • Atlantis Ambassador
  • Aruba Certified Expert
  • Jamaica Travel Specialist
  • Hawaii Destination Specialist

Contact Kristen

Kristen's Testimonials

  • Kristen did a great job booking our trip to Riviera Maya! Having never been to Mexico, we didn't know what to expect. Kristen set our minds at ease. Our accommodations were wonderful, and the excursions she booked for us were more than we could have hoped for. Her tips about what to bring and what to leave at home really helped us to streamline our packing and maximize our enjoyment both on and off the resort. Our flights couldn't have been better! I thoroughly enjoyed Chichen Itza. Experiencing the Mayan culture and architecture up close was amazing, and being able to share pictures and videos of my trip with my 5th grade students, (who study the Maya Civilization) made it so much more interesting for them. Walking across the ball court and listening to the tour guide explain the carvings in the wall that tell what happened to the winners and losers of the game was an experience I'll never forget. Thanks Vagabond Tour and Travel ! We are already talking about our next trip back! Laura
    Laura McGetrick
  • Kristen did an awesome, above and beyond service, very professional and knowledgeable, also very warm and gave me so much information, we are going to Italy next year and will work with here again, very happily
    Jane Smith
  • Testimonials for Kristen:

    10/4 We enjoyed our stay at the Divi all Inclusive in Aruba. It was very nice to be able to go between the Divi and Tamrijn to eat, drink, swim, or just hang out. We had a very nice and relaxing stay. Everyone made us feel comfortable and they were very friendly. My only criticism would be that being our first time when we first got to the hotel and checked in no one at the resort told us how anything worked. Being an all inclusive resort we did not know that we had to make reservations for all the different restaurants except for the two dinning halls. Also at check in they gave us towel cards but again no one at the resort explained how they worked. We did eventually figure it all out on our own, but just feel as if that should have been things they tell you at the time of check in. Other than that we had a great time and would definitely go back to Aruba! Thank you to Kristen Orlando for taking the time to help us plan our honeymoon and making it go so smoothly 🙂 -Alexis D 4/26/2017 My children and I just returned from their first trip to Disney World. I couldn't be happier with the travel arrangements! I was overwhelmed with trying to plan a trip with such a short amount of time (I had about six weeks to figure everything out). Vagabond Tour & Travel put together a travel package for me in only a few hours, and covered everything from flights to accommodations to park tickets. When I met with Kristen, she gave me tons of useful tips for visiting the Disney Parks, which were very handy. Overall, we had a very enjoyable experience, and I would highly recommend Vagabond! They took the stress out of planning a vacation and allowed me to enjoy myself instead of worrying about the small things. I can't wait to use them again for my next vacation! 4/25/17 Another wonder trip plan by our travel agent Kristen. We just returned from a Western Caribbean cruise on Royal Caribbean. We went with 31 people total and it went smoothly every second from pool side fun and excursion to dinner for 31 and party's afterwards. Our kids had a blast and can't wait to return and make more memories. We can't wait to book another . Thank you Kristen! -Brenda J Just got back from an awesome vacation at Beaches Ocho Rios . Our children (ages 5,10,13) had the time of their lives. We loved the ease of booking excursions and the kids loved the kids clubs so much they begged to go every day. The food and drinks were great, and the people couldn't be more friendly if they tried. Our travel agent Kristen prepared us for our trip with a wealth of information. From landing at the airport and taking advantage of Club Mobay, to which room she thought we would like best from her personal experience. Her continued contact leading up to the trip was exceptional. It was just the relaxing trip we needed. Thank you again Kristen! -Erin G Kristen Orlando made our Disney trip perfect! I told her what we were hoping to do and she made it all happen! Not only did Kristen make all of our reservations, but she also helped me with our daily itinerary so that we were able to fit everything in. We are excited to work with Kristen again as we plan our trip to Beaches! -Colleen Thank you so much Kristen! You did a great job planning the perfect vacation for our family. You helped in every area of our trip and even had great suggestions for making it more special. You made yourself available whenever I had questions and always got back to us quickly. I loved how the guess work was taken out and Kristen walked me through the whole process. -Meg   I have used Kristen for a number of trips. She is very knowledgeable and caring. We have done a couple of Sandals trips and are looking forward to the next one in late January. She is always up to date on the latest sales and promotions that are being offeerd. We are also currently booked in June on an Alaskan Cruise and land tour. She returns calls/ e-mails efficiently . She is a pleasure to work with and I would Highly recommend her for any of your trips. -Kathy   Kristen made our honeymoon travel easy and special! With wedding planning.. you don't have as much time to plan out an itinerary for your honeymoon. I gave her some ideas and a budget and she made a wonderful honeymoon happen! Even hand delivered an itinerary before we left AND made us a honeymoon website (BEST idea EVER). We couldn't have been happier with her services! -Christina   Vagabond Tour and Travel was fabulous. Kristen sent us on 2 wonderful trips this year. One was a Mexico all inclusive and I highly recommend getting the info from Kristen. She picked a perfect place for us. Also beaches Jamaica couldn't have been any better. Kids can't stop talking about it. Kristen set everything up and made the trip so enjoyable for us. We will work with her any day! We are already having her work on our next trip! Can't wait! She is so knowledgable and cares about her clients. That's everything you want in a travel agent! -Brenda   Thank you so much to Kristen! My husband and I were inexperienced travelers and she helped us to make an unforgettable trip! -Bethany
  • Would highly recommend Vagabond Tour and Travel. Very professional and knowledgeable my vacation planner Kristen Orlando was top knotch a definite 5 star.  She prepared us well for the trip and she was always available when I had a question.  We enjoyed spending time with our family, while Kristen did the work! We were completely satisfied...!  Thanks for everything ... Robert
    Robert Kriesel
  • Sandals Barbados was excellent. the accommodations were great. clean, spacious. the staff was excellent, the restaurants were excellent. My only complaint is that the beach had a seaweed problem due to the current. They worked very hard to take care of the problem. the pool were many, something for everyone. musical entertainment was very good. bowling alley was fun. Our excursions Kristen suggested and arranged for were also great. The restaurants, spacious property, and variety of pools was our favorite part of Sandals Barbados. We plan to book a trip to Sandals in Bahamas next September 2019 to the Bohemian for our 30th wedding anniversary and we will definitely call Kristen Orlando . We got great feedback from Sandals vacationers about the sandals in Nassau was great. She prepared us well for our trip, and helped navigate changes to our flights.
    Janice Lombardi
  • We had such an amazing experience for our family vacation. Kristen Orlando made sure everything was taken care of before we left so we had nothing to do but enjoy our vacation!
    Jennifer Seymour
  • Kristen, I apologize it took us so long to get back to you, we have been so busy since we got back. We had a fantastic time at Sandals Ochi! It was so much more than we expected and we loved every minute of our stay. Our excursions were great, we had a lot of fun on each of them. We had so much fun jumping off the cliffs and four wheeling. We even made it 20ft down in snuba! We only had one problem when we were at Ochi and our butlers passed it along to the hotel manager and he handled it. We were very pleased with everything and how it was handled even though we didn’t ask for anything! I am sure we will be looking to book another sandals vacation and we are so happy with the service you provided to us. We will definitely be contacting you when we start to make those plans in the future! Thank you so much for all of your hard work, for explaining everything to us and working with us. You were great and definitely helped us to make a great decision. We had the best honeymoon! Thank you again! Best, Taylor and Tyler Thomas
    Taylor and Tyler Thomas
  • This was our first time using a travel agent and first cruise. We couldn't have been happier. Our arrangements were perfect and the information provided by Kristen Orlando was extremely helpful. We can't wait to go again! Kristen Orlando answered every question I had in a very timely fashion. She met with my friend and me at my friend’s home right before the trip and provided numerous information and documentation to help us.  The excursion when we took a helicopter up the mountain to ride the dog sled-awesome ... that was our favorite!!! Thank you!
    Lorraine Malecki
  • Just a note of thanks to Kristen. Building up to our departure, the airlines changed our flights many times, if we didn't have an agent like Kristen, I would have been left with the task of trying to coordinate our flights (3 of them) with my daughters out of another airport (LAX California) to arrive at our final destination at the same time. Even though we encountered a few glitches along the way, Kristen handled it with complete professionalism. Sara-Ellen
    Sara-Ellen Moon
  • This is the second cruise I have booked through Vagabond Tour and Travel and I did not have any problems with either trip! Kristen Orlando is the agent I worked with. She really took care of my family and I. She was very responsive, helpful, and went out of her way more than once to make sure we had all the information we needed for our trip. All the on board activities with the kids aboard the cruise ship are my favorite part of cruising.  I certainly plan on booking again with Kristin and Vagabond Tour and Travel.
    Andre Mercier
  • It seems that something is likely to go wrong when traveling outside of the country, however with Kristen's attention to detail and staying on top of changes our travel was flawless!  Every aspect for our stay at The Majestic Elegance and my daughters wedding was very smooth just as promised. Very impressive, Vagabond Tour and Travel and  ... Thank you Kristen!!
    Brian Anderson
  • Excellent customer service and very helpful with planning and all my questions! Thank you Kristen! Kristen was very helpful and eager to make this stress free!  
    Tammy R