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Penny Ryan
Rocklin, CA Travel Agent· 25+ Years of Experience
The Vacationeer, an independent agent with Travel Leaders Kissimmee, FL
5.0
(17)
100% Recommended
I highly recommend working with Penny for all things travel related. She has booked all types of experiences for us domestically and internationally, from cruises, expos... Read More >
Areas of expertise
Destinations:
Bahamas, Jamaica, Austria, England, FranceInterests:
Adult Only, Arts & Culture, Christmas Markets, Cruises, European CultureSuppliers:
Adventures By Disney , Disney, Disney Cruise Line, Disneyland Resorts, Hilton WorldwideAbout Me
Cruises, Europe, Alaska, & Caribbean Expert
I'm proud to be part of one of only five agencies nationwide to earn Diamond-level status with the Walt Disney Travel Company! Turn your travel dreams into unforgettable experiences with a full-service travel expert! As a full-service vacation planner with The Vacationeer, I design seamless getaways from start to finish, managing every detail so you can travel stress-free. My expertise spans Disney Vacations, Universal Studios, Ocean and River Cruises, Luxury and Group Sailings, and Custom Land Vacations throughout the Caribbean, Europe, Mexico, Alaska, Hawaii, and across the U.S. Whether you’re planning a quick escape or a once-in-a-lifetime adventure, you’ll receive insider expertise, exclusive benefits, and customized planning—all complimentary to you!
Areas of expertise
Destinations:
Bahamas, Jamaica, Austria, England, FranceInterests:
Adult Only, Arts & Culture, Christmas Markets, Cruises, European CultureSuppliers:
Adventures By Disney , Disney, Disney Cruise Line, Disneyland Resorts, Hilton WorldwideMy Travel Specialties
Paris Expert
▶Paris Expert
Experience the Best of Paris with Your European Expert
Paris is timeless, vibrant, and endlessly inspiring. Having traveled there countless times, I provide expert guidance to help you experience the city’...Read More ▶
Krakow, Poland Expert
▶Krakow, Poland Expert
Discover Krakow with a Seasoned European Travel Expert
Krakow is a city that blends history, culture, and charm in every corner. With extensive travel experience and firsthand expertise in Krakow, I know t...Read More ▶
Auschwitz, Poland Expert
▶Auschwitz, Poland Expert
Explore Auschwitz with a Seasoned Travel Expert
Visiting Auschwitz is a moving and educational experience for adults and children alike. Having toured it personally multiple times, I provide thoughtful guidance to make your visit meaningful and respectful....Read More ▶
European Christmas Market Expert
▶European Christmas Market Expert
Discover Europe’s Magical Christmas Markets with your European Expert
Europe at Christmas is magical. From twinkling lights and festive stalls to mulled wine and handmade treasures, the continent’s holiday markets offer an unforgettable experience.
...Read More ▶
Victoria, Canada Expert
▶Victoria, Canada Expert
Experience the Charm of Victoria, Canada with Insider Expertise
Victoria is a charming city where history, culture, and natural beauty come together. Having lived in Canada and traveled extensively, I’m familiar with Victoria’s unique neighborhoods, stunni...Read More ▶
Jamaica Expert
▶Jamaica Expert
Discover Jamaica with a Travel Insider
Sun, sand, culture, and adventure—Jamaica has it all! I’ve explored the island extensively and know the best spots to create your perfect getaway.
I design Jamaica itineraries that blend relaxation, adventure, ...Read More ▶
Caribbean Expert
▶Caribbean Expert
Explore the Caribbean with a Seasoned Cruise & Travel Expert
The Caribbean is sun-soaked, vibrant, and full of unforgettable experiences. From turquoise waters and white-sand beaches to lively ports and is...Read More ▶
Mexico Expert
▶Mexico Expert
Discover Mexico with an Expert Travel Designer
Mexico is colorful, vibrant, and full of unforgettable experiences. From stunning beaches and luxury resorts to rich culture and historic sites, it offers som...Read More ▶
Canada Expert
▶Canada Expert
Canada, Designed by a True Insider
Living in Canada gave me a front-row seat to its landscapes, cities, and everyday rhythms, insight I now use to design unforgettable journeys.
From coastal hubs to alpine p...Read More ▶
Scotland Expert
▶Scotland Expert
Scotland, Designed for Story-Filled Travel
Scotland captivates from the first moment. Ancient castles rise from rugged landscapes, mist drifts over quiet lochs, and centuries of history feel alive in every city and village.
This is ...Read More ▶
Ireland Expert
▶Ireland Expert
Experience the Magic of Ireland with Expert Planning
Ireland is a land of breathtaking landscapes, rich history, and vibrant culture. From dramatic cliffs and rolling green hills to charming towns and lively cities, it offers an unforgetta...Read More ▶
The Netherlands Expert
▶The Netherlands Expert
Discover the Netherlands with an Insider Guide
The Netherlands is one of Europe’s most charming and picturesque countries and I’ve fallen in love with it time and again. From Amsterdam’s canals to The Hague’s elegant stree...Read More ▶
Cyprus Expert
▶Cyprus Expert
Discover Cyprus with an Expert Who Knows It Best
Out of all the beaches I’ve experienced around the world, the beaches of Cyprus are truly second to none. Soft sand, crystal-clear waters, and breathtaking sunsets make it my favorit...Read More ▶
Spain Expert
▶Spain Expert
Discover Spain with an Experienced Insider
Spain is full of energy, culture, and unforgettable experiences and I know it well. Having spent years traveling throughout Europe, I’ve explored Spain extensively, from bustling cities and histor...Read More ▶
Germany Expert
▶Germany Expert
Explore Germany with an Expert Who Knows It Well
Experience Germany with firsthand knowledge and insider insight. Having lived in Europe, I’ve spent years traveling throughout Germany, a country I continue to visit often. ...Read More ▶
Poland Expert
▶Poland Expert
Discover Poland with a Travel Expert Who Brings History to Life
Poland is one of Europe’s most compelling and meaningful destinations, rich in history, culture, resilience, and beauty. I have perso...Read More ▶
United Kingdom (UK) Expert
▶United Kingdom (UK) Expert
Explore the UK with an Expert Who Has Lived There
Experience the United Kingdom like a true insider. Having called the UK home, I bring firsthand knowledge of British culture, history, cuisine, and local c...Read More ▶
Austria Expert
▶Austria Expert
Explore Austria with an Expert Who Has Lived There
Experience Austria like a true insider. Known as The Heart of Europe, Austria is as beautiful and captivating as its nickname suggests. Having lived there, I offer firstha...Read More ▶
France Expert
▶France Expert
Explore France with an Expert Who Knows It Inside Out
Experience France like a true insider. Having lived in France, I provide firsthand knowledge of the culture, cuisine, history, and st...Read More ▶
Celebrity Cruise Expert
▶Celebrity Cruise Expert
Celebrity Cruises: Curated Luxury Adventures Around the World
Celebrity Cruises offers a modern, elevated cruise experience, combining luxurious ships, exceptional dining, world-class entertainment, and immersive destinati...Read More ▶
Princess Cruise Expert
▶Princess Cruise Expert
Princess Cruises: Timeless Elegance, Thoughtfully Planned
Princess Cruises is renowned for refined elegance, destination immersion, and gracious service at sea. With a focus on enrichment, comfort, and meaningful travel, Princess delivers ...Read More ▶
Royal Caribbean Cruise Expert
▶Royal Caribbean Cruise Expert
Royal Caribbean Cruises: Elevated Adventures, Expertly Curated
Royal Caribbean cruises redefine modern travel, pairing innovative ships, exceptional service, inspired dining, and immersive destinations. When thoughtfully planned, a Royal Caribbean cruise delivers effortles...Read More ▶
Disneyland Paris Expert
▶Disneyland Paris Expert
Disneyland Paris Vacations: European Magic, Expertly Planned
Disneyland Paris blends classic Disney storytelling with European charm, creating a vacation experience that feels both familiar and completely unique.
From its beautifull...Read More ▶
Walt Disney World Expert
▶Walt Disney World Expert
Walt Disney World Vacations: Expertly Planned, Personally Experienced
Walt Disney World is not a once-in-a-lifetime destination — it’s a place my family and I return to again and again. We visit multiple times every year, including my own Disney Land & Sea honeymoon (Disne...Read More ▶
Disneyland Expert (California)
▶Disneyland Expert (California)
Disney Vacations: Planned by Someone Who Truly Knows Disney
A Disney vacation is more than a trip, it’s an experience filled with magic, memories, and moments that deserve expert planning. As a California native, Disneyland isn’t just a de...Read More ▶
Disney Cruise Expert
▶Disney Cruise Expert
Disney Cruise Line Vacations with a True Disney Expert
Disney Cruise Line is not just a vacation — it’s an experience, and it’s one I know inside and out. I am an avid Disney cruiser, having sailed Disney Cruise Line for many years, including my ho...Read More ▶
Alaska Expert
▶Alaska Expert
Alaska Cruises: Wild Beauty, Seamlessly Planned
An Alaska cruise is unlike any other vacation on Earth. Towering glaciers, abundant wildlife, charming frontier towns, and breathtaking scenery combine to create a once-in-a-lifetime experience, when it’s planned correctly.Read More ▶
Get To Know Me
▶Get To Know Me
Stress-Free Travel. Unforgettable Experiences. Perfectly Planned
I work with busy travelers who want stress-free vacation planning and unforgettable experiences, without spending countless hours researching, waiting on hold, or worrying ab...Read More ▶
REVIEWS
Rating: 5.0
17 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 17 reviews
Great experience all around
Reviewed By Fariba - Sacramento, CA | Traveled to Mexico
I highly recommend working with Penny for all things travel related. She has booked all types of experiences for us domestically and internationally, from cruises, expos to standard vacations that are 1-2 years out or just last minute and it has always been a pleasant experience. She always goes above and beyond. Highly recommend!
✓ I would recommend this agent to my family and friends.
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Easiest Trips Ever
Reviewed By JacobS - WA | Traveled to Disneyland | California | USA
Iv been doing Disney trips for years. I know how to make plans and get everything squared away, but it’s time consuming and stressful. Penny makes it so much easier. No stress! I just tell her what I want and she gets it done, never a problem. I even had a change 2 weeks before the trip that she was able to make, and honestly it felt like she upgraded us. If you’ve never planned a trip before or just want a stress free experience, use Penny.
✓ I would recommend this agent to my family and friends.
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Wonderful cruise
Reviewed By BarbL13 - Marysville, CA | Traveled to Alaska | USA
Thanks to Penny, we had an amazing cruise. She took care of transport from airport to ship and back. She thinks of the little things I don’t and it means so much more.
✓ I would recommend this agent to my family and friends.
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Pat Z
Reviewed By Pat - Lincoln, CA | Traveled to Alaska | USA
The cruises arranged by this agency have been very professional, complete and leaving no loose ends.
Accommodations were top notch.
✓ I would recommend this agent to my family and friends.
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Penny takes care of all of our GROUP CRUISES and we love HER!
Reviewed By Hassi S - Sacramento, CA | Traveled to Europe
Penny has been our trusted travel agent for years, and she is the only one we use. She has expertly organized multiple company group cruises for us, and every experience has been outstanding. From the Caribbean and Mexico to Europe and Alaska, Penny has flawlessly managed travel for our large groups with incredible attention to detail. She is always available to answer our questions, consistently checks in with us, and keeps everyone organized from start to finish. Penny also takes care of arranging port excursions and provides the very best advice, ensuring every destination is experienced to the fullest. For our European cruise, her knowledge was unmatched. She shared fantastic insider tips for each city and even organized our hotels and guided city tours both before and after our cruise. We sailed on a seven-night itinerary from Greece to Italy, ending in Barcelona and every detail was perfectly planned. In Alaska, Penny arranged exceptional port excursions in Skagway, Ketchikan, and Juneau that truly made the trip unforgettable. For our Mexico and Caribbean cruises, she always has the best recommendations for shopping, excursions, and local experiences. Penny’s expertise, responsiveness, and personal touch make every trip seamless and stress-free. We couldn’t imagine planning our travels without her and recommend her without hesitation. We've already booked our next group cruise on Royal Caribbean's Icon of the Seas with her for 2027!
✓ I would recommend this agent to my family and friends.
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My Places
When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.
My Photo Albums and Videos
Disneyland
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My Travel Stories
Client Testimonials
She is absolutely amazing
Penny Ryan has been our TA for two years and I could not be more happy. She takes care of everything from A-Z for our Disney Cruises and RCL cruises. Finding the right cruise, cabin, ship, time etc. Taking care of transport to and from, gratuities, special occasions, answering my endless list of questions and so much more. Last but not least…on a whim we decided we wanted to go on our cruise not in October but change it to ‘the week after next’. Penny didn’t flinch, sat on the phone for goodness knows how long to turn our 8 day cruise into a back to back which we loved! In other words, she is absolutely amazing!”
Helga H | Waxahachie, TX
Penny is spectacular!
Penny is spectacular! I would not want to book a vacation with anyone else. She is very personable, friendly, and patient. She always makes sure to find answers to any questions we have and will always reply in a timely manner. Since she is a Disney fanatic herself, she always has great suggestions and tips to make our lives easier and less stressful. She knows the best way to get things done because she has already done them with her family. We have a special needs son (Cerebral Palsy) and she makes sure that whatever needs or concerns we may have for him are addressed...from transportation, lodging, parks, meals...his needs are always met. We have planned our own Disney trips before Penny came into our lives and never will try that again!
Pat W | Syracuse, NY
Disneyland
We have booked 2 Disney trips with Penny Ryan and each time she has been extremely friendly, informative, and provided quick customer service! Her knowledge about all things Disney and the surrounding activities, restaurants, travel info, venues, weather, and even traffic is much appreciated!! We will definitely continue working with her on future vacations.
Jene W | Rancho Cordova, CA
Amazing Travel Agent
Penny Ryan has set up two cruises for us with rapid responses to all of our questions during the booking process. Moreover, she offered her insights from her extensive personal travels to assist us in selecting the most reasonably priced options and provided pointers for restaurant and available tours. The experience returned us to a time when local travel agents knew their customers and worked through their expectations to ensure they were met.
Ray S | Basking Ridge, NJ