Welcome to Jill's Jolly Holiday - your one-stop shop for all your travel needs. We are a travel agency that specializes in finding the perfect travel match for our clients. Our founder, Jill, formed the company in 2017 with the sole aim of making planning a vacation stress-free for everyone. We understand that with busy lifestyles, it's difficult for people to find the time to research and plan the perfect trip. That's where we come in to help!
We take pride in our expertise in all aspects of travel. From all-inclusive packages to Caribbean getaways, cruising, to Disney vacations- we've got you covered. At Jill's Jolly Holiday, we are also proud to be a Certified Sandals Specialist. Our goal is to provide our clients with an unforgettable travel experience that suits their budget, preferences, and lifestyle.
When you work with us, you can be assured of our commitment to delivering exceptional service. With our preferred access to special offers, we can provide you with the best travel deals available. So why not leave all the planning to us and just focus on enjoying your much-needed vacation? Contact us today and let's start planning your next adventure!
Hours of Operation
Monday
8:00am - 7:30am
Tuesday
8:00am - 7:30pm
Wednesday
8:00am - 7:30pm
Thursday
8:00am - 7:30pm
Friday
8:00am - 7:30pm
Saturday
9:00am - 2:30pm
Sunday
-
Testimonials
We had some concerns with weather and our flight and Jill was amazing at staying on top of things for us!
From the booking right through until we got home, she was there every step of the way! We will certainly book through her again!- Jennifer D.
Jill is the best! Always ahead of the curve when it comes to information and planning. I trust her and her views on all of our vacation options- Jeffrey M.
Jill goes above and beyond in both pre-travel assistance, as well as support when we are traveling if problems arise.- Beth M.
Jill Whelan was great every step of the process. Already referred her to family! Will use her again very soon!!- Therese B.
Jill is fantastic. She ensures we take advantage of things like discounts and insurance, and answers all our questions. We already booked our follow on cruise with her.- Lawrence C.
Jill was phenomenal with planning our trip to Tahiti. Our itinerary was very detailed and easy to follow. Jill was attentive to what we requested and was able to come up with an itinerary that we enjoyed. We can not wait for our next adventure and we are looking forward to planning it with Jill.- Phillip O.
Jill was so knowledgeable and helpful every step of the way. She also made sure that traveling to and from were smooth and seamless.- Christina B.
We love working with Jill Whelan! She has always been very reliable, professional, attentive, and trustworthy. Her vast knowledge and expertise helped make our recent trip more enjoyable based on her research, recommendations, guidance, and advice.- Jennifer D.
Jill was very attentive to our specific needs and wishes regarding this trip.- Beth M.
Jill was amazing from the first time I asked about planning a cruise. She provided me with options that would meet the needs of my family. Jill was responsive and quick to answer my questions. My vacation was PERFECT and l owe that to Jill’s planning.- Elianne C.
Our travel agent Jill consistently goes above and beyond in the service she provides for us. She is both generous and apparently telepathic because she knows what we need even before we need it! Jill is the best!- Susan N.
- Heather P.
Jill has always been very helpful and quickly responds to our emails.- Sherry F.
Jill is fantastic! She is very prompt in responding to inquiries and is always able to find the answers to our questions. She clearly loves her job and her enthusiasm is contagious.- Amanda W.
Jill is awesome! I know we can trust in Jill to get us the best pricing with all the extras when booking ANY vacation!- Jeffrey M.
Jill has been amazing and I will continue to use her for my future planning.- Amanda H.
Jill is the best. She found a price drop months after we initially booked and was able to apply that credit to our account. She also provided discount codes and recommendations for more cost effective excursions. Her regular reminders for us to do pre-sail tasks were so helpful. So appreciated the luggage tags and the Uber voucher she sent. So very thoughtful. This was the best cruise experience we've ever had.- Susan C.
Jill Whelan has been very proactive in being the 'go between' with the Cruise Ship and us. She informed us of opportunities and gave us savings tips throughout the cruise planning process.- Lawrence C.
Jill Whelan truly went above and beyond for our recent dream trip to Italy. From thoroughly and carefully planning every detail, to making sure we had everything we needed all along the way, Jill helped us transform from novice travelers to confident international explorers. Jill helped make our dream trip a reality, and we can't wait to book with her again!- Linda A.
Jill Whelan truly went above and beyond for our recent dream trip to Italy. From thoroughly and carefully planning every detail, to making sure we had everything we needed all along the way, Jill helped us transform from novice travelers to confident international explorers. Jill helped make our dream trip a reality, and we can't wait to book with her again!- Linda A.
Excellent trip and lots of good info for a first timer!- Denise P.
- Michele T.
Jill did a great job helping us plan this "Bucket List" trip of a lifetime!
Jill was able to find and manage our Iceland tour with modifications of extra hotel nights (at the same tour hotel without moving rooms) and a side tour without a hitch.
We just returned from a fantastic cruise to New England and Canada. Jill Whelan handled everything and made it so easy. She answered all questions. It was wonderful!- Joanne S.
Thank you Jill . Our trip to Bermuda was wonderful. Thank you for all our help in planning it
Definitely ready to go back- Patricia S.
Thank you Jill . Our trip to Bermuda was wonderful. Thank you for all our help in planning it
Definitely ready to go back- Patricia S.
Jill was recommended to me by a colleague at work, and I am SO thankful. She was amazing from the beginning to the end of our honeymoon planning process. We were unsure of the best resort for us, so she sent us detailed explanations of resorts within our budget until we were able to narrow it down to Excellence Oyster Bay in Jamaica. Jill handled the booking, final payment, excursions, and answered any questions we had along the way. The entire process was smooth and stress free! Our honeymoon was top notch thanks to Jill’s attention to detail and organization. She sent us a wonderful folder with everything we needed, so we didn’t even have to print anything out. We highly recommend Jill for any type of vacation planning & can’t wait to use her for our next trip!- Ariana C.
Jill is the best! She will listen to your needs and give you personalized attention!
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Welcome to Jill's Jolly Holiday - your one-stop shop for all your travel needs. We are a travel agency that specializes in finding the perfect travel match for our clients. Our founder, Jill, formed the company in 2017 with the sole aim of making planning a vacation stress-free for everyone. We understand that with busy lifestyles, it's difficult for people to find the time to research and plan the perfect trip. That's where we come in to help!