Olivia the Vacationeer

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Olivia the Vacationeer I am a Disney guru & will plan your perfect vacation with complimentary travel planning services!
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Is going to Disney World in the heat of the summer a crazy idea?! Definitely not!!! The parks are at their best in the c...
04/06/2024

Is going to Disney World in the heat of the summer a crazy idea?! Definitely not!!! The parks are at their best in the cool mornings and evenings, there are amazing cold treats and beverages to keep you cool, and these deals are AMAZING!!! If you’ve been waiting for a cheaper time to go, this is it!

⭐️DISNEY WORLD SUMMER SALE⭐️
Don’t miss 7 ways to save at Walt Disney World this Summer.

💳 Disney Visa Cardmembers: Free Dining Plan Select Dates

💰 Save up to 30% on rooms at select Disney Resort Hotels

☀️Florida Residents: Save up to 30% on Rooms

🎫 Annual Passholders: Save up to 35% on Rooms

✨ 4 Day, 4 Park Magic Ticket from $99 plus tax

🍋 Florida Resident Ticket: Purchase a 4 Day Ticket for $59 per day, plus tax

📱Message me to learn more and get a free Disney quote! Or email me at [email protected]

I’ve been incredibly ill the past two weeks with severe flu symptoms and now viral pneumonia (which does not respond to ...
22/05/2024

I’ve been incredibly ill the past two weeks with severe flu symptoms and now viral pneumonia (which does not respond to antibiotics- just have to suffer through to health!) I feel well enough today to have taken down my out of office but I am nowhere near fully recovered. I’d like to thank all my clients for their patience these past weeks and ask for a bit more while I take time to sort through my backlog of emails and tasks.

Thanks to my colleague Claire who helped me with some clients who needed immediate help. You are the best! 💙

I’m happy to be on the mend and back to my regularly scheduled programming of helping families make the most magical vacation memories!!

Another happy family on their 1st Disney trip! "Olivia was incredibly helpful and supportive as we planned our Disney Wo...
07/05/2024

Another happy family on their 1st Disney trip!

"Olivia was incredibly helpful and supportive as we planned our Disney World vacation. My husband and I had not been since we were kids, and so much has changed that we both felt lost. Sure, we could find advice from random people about what their favorite hotels, activities and food are, but everyone is different. Olivia helped us identify the right hotel for us, helped us get the incredibly hard to get character dining at Cinderella's Royal Table and Topolino's, booked fantastic car service, and had such helpful advice and tips on how to tackle the parks. The week was such a success! The individualized itinerary she sent us before we left was so fun to look through - who knew there was a glass slipper at The Grand Floridian?? Olivia also helped us get an upgraded room when the new deals came out. We loved watching fireworks from our balcony at the Contemporary! Thank you, Olivia!! "

07/05/2024

It’s Halfway to Halloween! Did you hear that dates have been released for Mickey’s Not So Scary Halloween Party?? My favorite part of this specially ticketed event at Magic Kingdom is the “Boo to You” parade, which is just so much fun! I mean…. These dancing gravediggers are just the best!

The dates for 2024 are:
August 9, 13, 16, 20, 23, 27, 30
September 2, 6, 8, 10, 13, 15, 17, 20, 22, 24, 26, 27, 29
October 1, 3, 4, 6, 8, 10, 11, 14, 15, 17, 18, 20, 21, 24, 25, 27, 29, 31

These parties make for a great long weekend at Disney! Want to plan a fun little get away? Email me today! [email protected]

Courtney and her extended family spent their spring break in Orlando splitting time between Disney and Universal. On the...
05/05/2024

Courtney and her extended family spent their spring break in Orlando splitting time between Disney and Universal. On their Animal Kingdom day they were chosen as the family of the day when watching the Festival of the Lion King show! Here's what she had to say about their trip:

If you are going to Disney or Universal, you need to use Olivia! This was a multi-family trip and the first Disney trip for the kids, and it was magical. Olivia helped us navigate everything: airports, hotels, dinners, character breakfasts, ride tips, park tips, pool tips...! Without her help, our trip would not have been as successful as it was. We all had the BEST TIME! Honestly - this trip was something we were kinda doing "for the kids", and I thought I'd be losing my mind after one day. Turns out it was one of the best vacations we've ever gone on. That wouldn't have happened without all of her tips and tricks and question answering. I think my mom cried at least 30 times during the trip because of happiness. THANK YOU ✨💕✨

Thanks Courtney and fam for booking with me! It makes me so happy to be a part of helping families craft wonderful vacation memories and I hope I can help you with future adventures!

It's my super power at work again! I like to say that my super power is helping parents who are sure they will not enjoy...
02/05/2024

It's my super power at work again! I like to say that my super power is helping parents who are sure they will not enjoy the Disney experience have one of the best vacations ever. I've had multiple clients returning home from spring break this week reporting that my planning super power remains in effect! Here's what one dad had to say about traveling with their three kids, one of whom is on the spectrum:

"It was awesome!!! Thank you so much for everything you did to make it happen. I'll happily share that you were right about your super power. We ended up enjoying the time at Disney as much as the kids did ;-)

We got a pretty good hang of the DAS / LL system. What you put together for the itinerary was awesome. We covered a lot of turf and hit a lot of the rides too! It was totally magical. S loved Toy Story world and the photo we took with Buzz Lightyear might be the best family picture we've ever taken.

I will say that Disney is the most inclusive place I've ever been. We were able to enjoy being there with S in a way that really worked for our family."

This week has been extra special hearing about all my Vermont and NYC families returning from last week's spring break and what an amazing time they had. I truly love my job and it is a pleasure, a privilege and an honor to help families craft magical vacation memories!!

Ready to book your trip to Disney or Universal? Email me at [email protected] today.

My clients just got back from a wonderful week long cruise aboard the Disney Fantasy and had a fantastic time! Their kid...
01/05/2024

My clients just got back from a wonderful week long cruise aboard the Disney Fantasy and had a fantastic time! Their kids keep asking when they can go again! Thanks Kristin for booking with me again for your family vacation!

Disney Cruise Line does such a wonderful job crafting an all-inclusive vacation that EVERY member of the family can enjoy! Menus each night include dishes such as escargot, lamb and lobster - all included in your cruise fare! - but your picky eaters have plenty of options too. Broadway style entertainment, free high-quality kids clubs, a wonderful private island, adult-only pool and bars, the list goes on and on of why DCL is my number one pick for cruising.

And did you know I give free money to my Disney Cruise clients? Book with me and receive *FREE* onboard credit to pay for the few things that aren't included in your cruise fare (alcoholic beverages, spa treatments or excursions).

Interested in learning more about cruising with DIsney? Email me today [email protected] or DM me. Can't wait to talk with you!

Have you ever wondered “should I buy memory maker for my Disney trip”? If you want a resounding “Yes!!” then just take a...
19/04/2024

Have you ever wondered “should I buy memory maker for my Disney trip”? If you want a resounding “Yes!!” then just take a look at these pictures my client got with her son on their special mother & son trip this past January! Disney PhotoPass photographers do such a great job capturing special moments and the “magic shots” (hint: those balloons aren’t actually in the photo!) are so fun & come out looking so great! The ride photos are amazing as well. (Note that ride photos are included with Genie + and also note that you can purchase photopass shots separately if you prefer.)

Thank you so much Shaina Demers for sharing these amazing pictures of your very magical trip! It was so much fun helping you plan, and the joy on your faces in these photos is priceless! 💗

If you are ready to book a magical trip contact me today for a fee-free & expert planning experience. [email protected]

The Vacationeer

These are some happy girlies meeting Snow White at Disneyland for a first trip to Disney! And here’s what their mom had ...
06/04/2024

These are some happy girlies meeting Snow White at Disneyland for a first trip to Disney! And here’s what their mom had to say:

“It was awesome! We had nice weather and everything worked out perfect. We did all the rides we wanted to and the girls really enjoyed meeting princesses and watching the parade at Disneyland. We were very grateful to have made dinner reservations. Both restaurants were fantastic and it was nice to sit down and relax and eat good food. The hotel was convenient as it was super close to the parks. Thanks for helping us plan our vacation 😊💕”

Ready for a trip to Disneyland? Email me today [email protected]!

Did you know Disney likes to change its park hours? On my custom itineraries for clients I NEVER include park hours beca...
05/04/2024

Did you know Disney likes to change its park hours? On my custom itineraries for clients I NEVER include park hours because I’ve had hours change for a park day literally the day before. I always say check the hours a few weeks before and then check your app again the day before. There’s nothing like being an hour late to rope drop, or thinking that you’ll need to leave the park early when it actually closes 2 hours later than it originally said!

Epcots Flower and Garden Festival is in full swing! It runs through May 27th this year and features special concerts, ou...
05/04/2024

Epcots Flower and Garden Festival is in full swing! It runs through May 27th this year and features special concerts, outdoor kitchens, a fun scavenger hunt for kids (& kids at heart), and all these beautiful topiaries!! This is one of my favorite festivals and a perfect option for a Memorial Day weekend getaway! Interested? Email me at [email protected]

So excited for my Vermont and NYC clients who are headed down for their April breaks soon!!

🌸🐝🌱🪴🌺

My son told me yesterday… “Mom, I’m back in my Harry Potter phase!” He has been reading his spell book and dueling wands...
02/04/2024

My son told me yesterday… “Mom, I’m back in my Harry Potter phase!” He has been reading his spell book and dueling wands with his older brother.

I figured I should re-enter a Harry Potter phase myself!! Did you know that 2024 is a great time to go to Universal?? With the opening of their new theme park set for 2025, most guests are postponing their Universal trips until then. However, right now is a great time to experience the OG Harry Potter attractions, which are just as magical as ever!!!

There are tons of great ticket deals, and it’s even a good trip for summer time, because their water park is the best in all of Orlando! Contact me today and let’s plan your Harry Potter trip!

22/03/2024

On this day last year I was with my travel agent colleagues and friends at The Vacationeer, touring rooms at Disney’s Grand Floridian Resort and Disney’s Polynesian Village Resort. This is the white sand beach in front of the club level rooms at the Polynesian. Is the sand really as clean as it looks? Yes! It is pristine!! (It’s the Disney magic.)
These two monorail resorts also feature private boat transportation to Magic Kingdom. The line after fireworks can be long but in the morning I have always found a skipper on the deck waiting to welcome me aboard for rope drop!

Ready to plan your next trip? Email me [email protected] and let’s get started planning your magical escape. No stress, just white sands and sailing through the ride queues with my Genje + tips and tricks.

When people say the food at Disney stinks... well I know they didn't book their trip with a travel agent who specializes...
12/03/2024

When people say the food at Disney stinks... well I know they didn't book their trip with a travel agent who specializes in Disney! Just take a look at these desserts....

My favorite is when clients who were very apprehensive about going to Disney but who are doing it *just* for their kids,...
09/03/2024

My favorite is when clients who were very apprehensive about going to Disney but who are doing it *just* for their kids, come back having had a great time themselves!!

These guys were headed to Disney for a “one and done” trip but came home talking about when they can go back again! “It was truly a dream vacation for all of us.”

I just LOVE my job; helping families create magical lifelong memories is just the best! 💗✨

Thank you to ALL my clients - Disney haters or Disney lovers - no matter where you land on that spectrum I will make sure you have the BEST time!

My clients just got back from a sea and land Disney trip. They sailed the Caribbean on the Disney Wish and then spent a ...
06/03/2024

My clients just got back from a sea and land Disney trip. They sailed the Caribbean on the Disney Wish and then spent a day at Epcot! What a wonderful way to end winter break. Here’s a photo of their daughter in her “hiding place” in one of their ocean view staterooms. They booked two adjoining rooms so they had plenty of space for the 5 of them! (Pro tip: this is actually not much more expensive then all being in one stateroom! And so much more comfortable.)

Want to plan cruise of your own? Email me [email protected]. Reservations are open through early 2025! Booking early gets you the best pricing! I also offer all my clients on board credit for their cruise - aka free money to spend while on the ship for the few things like spa treatments and martinis that are already included in your cruise fare.

Look at these cuties just chillin’ enjoying some blue and green milk with a couple of storm troopers!! My clients just g...
05/03/2024

Look at these cuties just chillin’ enjoying some blue and green milk with a couple of storm troopers!! My clients just got home from a magical vacation at Walt Disney World and had this to say:

“Olivia, thank you so much for helping us plan the most special, magical trip! Every detail was thought of… and we are so appreciative.”

New on site benefit at Disney in 2025! Get a free entry to the water park on your check in day!!This makes those cheaper...
02/03/2024

New on site benefit at Disney in 2025! Get a free entry to the water park on your check in day!!

This makes those cheaper early morning flights even more worth it!! Typhoon Lagoon has great food and drinks too… even for allergies.
Email me today to get planning [email protected]

Breaking news! Disney World hotel and ticket packages for 2025 will be available to book starting tomorrow February 27th...
26/02/2024

Breaking news! Disney World hotel and ticket packages for 2025 will be available to book starting tomorrow February 27th!

All you advanced planners out there… contact me today and let’s plan you a magical trip! Lock in the best pricing and still be able to apply any future discounts!

Email me [email protected] ✨💕

“Huh? Are you trying to plan your Disney vacation on you own? Why?? Call my mom and she can book your trip and make sure...
15/02/2024

“Huh? Are you trying to plan your Disney vacation on you own? Why?? Call my mom and she can book your trip and make sure you have the best time! For free!”

From the mouth of babes 😄🥰

Email me today! [email protected]

DISNEY’S FREE DINING PROMO ENDS ON WED 2/14!!!I’m easing back into work this week, and if you are looking at going to Di...
12/02/2024

DISNEY’S FREE DINING PROMO ENDS ON WED 2/14!!!

I’m easing back into work this week, and if you are looking at going to Disney World this summer or in September you need to reach out to me asap!!! Wednesday is the last day to book Disney’s amazing FREE DINING promotion!! For travel July through September with a minimum four night and four days of park hopper tickets package, you get a free sit down dinner, a free quick service dinner and a snack (AND two alcoholic beverages) EVERY night of your stay! You must be a Disney + subscriber. This is an INCREDIBLE deal, and combined with the seasonally low crowds, this would make for a fantastic trip. Interested? Reach out today [email protected]

And did I mention that - if you know where to go (and that’s why you’re going to book through me, so you have the insider tricks!) - the food at Disney can be AMAZING. And not to mention, with super safe & diverse options for allergies.

I am currently out of office on maternity leave while we welcome our beautiful baby girl into the world! 💗 our hearts ar...
04/02/2024

I am currently out of office on maternity leave while we welcome our beautiful baby girl into the world! 💗 our hearts are full and our nights are sleepless 🥰

I anticipate being back at my desk by Valentines Day. Current and prospective clients should email me with any non-urgent matters, and currently traveling clients can text me with any concerns.

Baby girl’s first trip to Disney will be in November when she is 10 months old! I can’t wait to experience Disney through her eyes. 👑💕 She also has a trip to London planned when she’s 7 months old to celebrate Daddy’s 40th birthday. (Remember, I book more than just Disney!!) We are starting our core travel memories with baby girl young, just like we did with our older boys! 💙💙💗

The Vacationeer has been named a U-Preferred Diamond Agency for Universal! Why would you book your Universal vacation wi...
22/01/2024

The Vacationeer has been named a U-Preferred Diamond Agency for Universal!

Why would you book your Universal vacation with a travel agent? After all everyone says it’s a much easier park to navigate than Disney! Well, not only will I help you find the best hotel for your party, give you a park itinerary, and all my tips and tricks (that I have garnered from my own trips as well as those of my many Universal clients and from my colleagues at the Vacationeer!) but I also will save you money! Universal’s express pass to skip the lines is easier to use than Disney’s, but it is also at least $130 instead of $25! And did you know there is a way to get it for free? These are things I help my clients with! I also can retroactively apply discounts to existing reservations. I got four sets of clients two free days of tickets for travel this spring by applying a ticket promotion when it was released!

Want to plan a trip to Universal? Contact me today! [email protected] or dm me!

How adorable are these girl cousins on their first trip to Disney world?!? 💗💕👸🏼My clients just got back from a mid Janua...
18/01/2024

How adorable are these girl cousins on their first trip to Disney world?!? 💗💕👸🏼

My clients just got back from a mid January family trip and had the best time staying at the Polynesian and doing two days at Magic Kingdom and a day each at Epcot and Animal Kingdom. The perfect first trip for these little princesses! Who, of course, got to go to Bibbidi Bobbidi Boutique for a princess makeover and met Rapunzel at the same time!!

Thank you Nolan family for booking with me! It was an absolute pleasure to help you make these magical memories with your girls and I can’t wait to help you with future trips to Disney or elsewhere!

Thank you to the more than 100 clients who booked with me and traveled last year! It is a joy and a privilege to be able...
16/01/2024

Thank you to the more than 100 clients who booked with me and traveled last year! It is a joy and a privilege to be able to help you make magical vacation memories! It is because of you that I was awarded Silver status with my agency, The Vacationeer, and that Magic Guides listed me as the top travel agent specializing in Disney in all of Vermont.

Don’t forget, Disney is just one of my travel passions! I also specialize in Universal, various cruise lines, and boutique group travel such as National Geographic Expeditions and Adventures by Disney. Ready to explore theme parks or the world? Email me at [email protected]

The Vacationeer MagicGuides

Baby 3 is due any day now! If you are a client who is traveling in the next two months, I’ve already been in touch with ...
15/01/2024

Baby 3 is due any day now! If you are a client who is traveling in the next two months, I’ve already been in touch with you about my short maternity leave. If you are a client with travel plans later in March of 2024 and beyond I thank you in advance for your patience in waiting for a reply on non-urgent matters as our family welcomes a new little one into the world. My vacation management software will still be sending out automated emails about your vacation during my short time away.

I’m continuing to work up until baby girl decides to make her debut, so if you wanted to book one of Disney World’s great new promotional deals for travel this spring, summer or early fall, email me pronto and I’ll get you booked on a magical - and discounted! - family dream vacation! [email protected]

Thank you for entrusting me with helping your family craft magical vacation memories!! I love my job. Whether it is helping a family find joy in theme park days with no wait times, planning the perfect inter-generational cruise, or booking a once in a lifetime safari, I find great joy in helping with the planning & logistics of travel and then hearing about the wonderful time my clients have on their trips!

Last month I had clients visiting Disney World and their littlest guy was adopted by storm troopers! How cute is this?! ...
10/01/2024

Last month I had clients visiting Disney World and their littlest guy was adopted by storm troopers! How cute is this?!

The magic is everywhere in Disney (even on the dark side.)

Ready to plan a trip to the Florida sunshine during these dark months of winter? Email me [email protected]. I’d love to help you plan the most magical trip and my services are completely free when you book through me! The pricing is the same as if you booked yourself and there are a TON of great deals being offered by Disney right now for travel through October of this year.

Oh la la la!I'm guessing it will be a discount on hotel rooms for late spring / early summer.... but I will keep you pos...
30/11/2023

Oh la la la!

I'm guessing it will be a discount on hotel rooms for late spring / early summer.... but I will keep you posted! And to my clients whose Disney packages don't already have a promo applied to them (you can't double up on promos unfortunately), if I don't already have your Disney + email on file, please email me that information!

And to answer a FAQ, yes I need to verify that you are actually a Disney + subscriber with Disney in order to apply this eventual discount.

Have you used Disney's newest skip the line service, Genie + ? At only $20-35 per person per day it is an affordable way...
30/11/2023

Have you used Disney's newest skip the line service, Genie + ? At only $20-35 per person per day it is an affordable way to avoid waiting in lines. However that affordability comes at a different kind of price... it is complicated! You need to book time slots, but can only book one at a time, so it can get confusing quickly. Here is a little graphic so you know when you are eligible to make a new reservation to skip the line (a so-called Lightening Lane!)

Has this got you a bit confused? I am an EXPERT at Genie + and all my clients get access to my proprietary in-depth guide to Genie +. Disney tells you that you can expect to ride 2 or 3 rides per day using Genie + Lightening Lanes. With my strategies you will ride at least 6 per day. What are you waiting for? Contact me today and let's start planning your line-free Disney trip!!

It’s small business Saturday!Sick of trying to find the perfect gift?? Give the gift of travel - it never goes out of st...
26/11/2023

It’s small business Saturday!

Sick of trying to find the perfect gift?? Give the gift of travel - it never goes out of style, always fits and the memories from it will last an entire lifetime.

Book your next vacation through me and you are not only giving the greatest gift, you are also supporting my small business. As an independent contractor working with the travel agency The Vacationeer, I give your vacations the personalized attention to detail when planning that you won’t find elsewhere, plus the backing of an established travel agency. All at no extra cost to you!

Here are destinations I have booked for clients this past year:

✨Disney World (and lots of it! I have answers to all your questions & will make your trip stress free)
✨Universal Orlando and Universal Hollywood
✨Disneyland
✨ Disney Paris
✨ National Geographic expeditions
✨ Viking Cruise Line
✨ Disney Cruise Line
✨ Oceania Cruises
✨ Sandals resorts
✨ Marriott hotels & resorts

Email me at [email protected] and let’s talk about how you can give the gift of travel.

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