Samantha DeAngelis

Lemont, IL
Family Vacation & Disney Travel Specialist

Hi! I’m Samantha DeAngelis, founder of Passport 2 Joy, and I help busy families take the stress out of vacation planning so they can focus on what matters most—making joyful, lifelong memories together.

I specialize in family travel, from f...
Learn more about me.

Family Vacations Expert

Hollywood Studios Orlando
Hollywood Studios Orlando

Hi, I’m Samantha DeAngelis—mom of two, former teacher, and founder of Passport 2 Joy, where I help busy families plan stress-free, joy-filled vacations to destinations that bring everyone together.


My passion for travel began early. Growing up as the daughter of a travel agent, I was raised flipping through brochures, listening to stories of magical destinations, and helping plan family trips that became treasured memories. That childhood love of travel never faded. Over the years, I became the go-to planner for friends and family vacations—especially Disney—and soon realized I could turn my passion into a profession helping other families create the same kind of unforgettable moments.


Before launching Passport 2 Joy, I spent over a decade in education, teaching elementary and middle school students. I bring the same organization, communication, and attention to detail that helped me succeed in the classroom into every vacation I plan. As both a mom and a former teacher, I understand the unique needs of families traveling with kids—from nap schedules and picky eaters to multi-generational group logistics.


Why Work with Me?


I specialize in crafting custom family vacations that are tailored to your specific needs, budget, and travel style. Whether you're planning a first trip to Disney, a relaxing beach escape, or a once-in-a-lifetime family adventure, I make sure every detail is thoughtfully handled—so you can focus on making memories, not managing logistics.


Here’s where I can help:


?? Disney & Universal Vacations


From navigating Genie+ and Lightning Lane at Walt Disney World® to choosing the best on-site hotel at Universal Orlando, I help families plan magical, efficient, and unforgettable theme park experiences. I’ll handle park passes, dining reservations, character meals, and daily itineraries that work with your family’s pace and preferences.


?? All-Inclusive Resorts


Looking for relaxation without the hassle? I recommend and book family-friendly all-inclusive resorts in destinations like Mexico and the Caribbean where kids’ clubs, waterparks, and family suites are just the beginning. I know which properties truly cater to families—and which ones to skip.


?? Cruises


I help families find the right cruise line, ship, and itinerary—whether you're sailing with Disney Cruise Line®, Royal Caribbean®, or another family-focused brand. From connecting staterooms and kids’ activities to shore excursions and dining rotations, I make sure your cruise vacation is smooth sailing from start to finish.


?? Hawaii Family Adventures


Whether you’re island-hopping or relaxing at a single resort, I can help your family discover the best of Hawaii—from kid-friendly excursions and cultural experiences to accommodations that combine comfort with convenience. Want to know if Aulani, A Disney Resort & Spa, is the right fit? I’ll help you decide.


?? Stress-Free Planning & Personal Support


When you work with Passport 2 Joy, you’re not just getting someone to book your trip—you’re gaining a partner who genuinely cares about your experience. I take the time to learn what matters most to you and your family, then use my expertise to design a trip that reflects those priorities.


I’m here to answer questions, adjust plans, and provide support from the first conversation until you return home. I also stay up to date with the latest travel trends, policies, and promotions to bring you timely, relevant advice.


Ready to Start Planning?


Let me help you create a trip that feels effortless, exciting, and completely tailored to your family. Whether you’re looking for magic, relaxation, or adventure, I’ll design a vacation experience that brings your travel dreams to life.


Let’s bring the joy back to family vacation planning—together.


Visit: www.passport2joy.com


Follow on Instagram: @passport2joy

My Reviews

Amazing family vacation
Our family of four had the trip of a lifetime in Disney. Big thank you to Samantha who helped us plan a trip that had something for all of us. From logging, to transportation (even strollers), to the parks…She had us covered!
By  GoCubsGo  from  Chicago, IL
Traveled to  Walt Disney World | Florida | USA
I would recommend this agent to my family and friends
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Great Trip
Samantha planned a trip to Secrets Cabo San Lucas for my husband and I and a group of friends. We wanted a place that was warm and had golf available. Samantha chose the perfect destination and resort. The trip was seemless and wonderful!
By  Great Advisor  from  Orland Park
Traveled to  Cabo San Lucas | Baja California Sur | Mexico
I would recommend this agent to my family and friends
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Great experience with tour planning
Samantha helped me choose and book a boat tour in Greece, and it was such a great experience from beginning to end. Not only did we book an awesome day on a boat, she gave me and my girlfriends loads of options and ideas we hadn’t considered when we first reached out. She was great to work with and super responsive!
By  JW  from  Chicago, IL
Traveled to  Greece | Europe
I would recommend this agent to my family and friends
Was this review helpful to you? YES | NO
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Destination Expert:

  • Bahamas
  • USA
  • Hawaii
  • Puerto Vallarta
  • Quintana Roo

Travel Specialist:

  • Beach Vacations
  • Cruises
  • Disney Vacations
  • Family Vacations
  • Universal Parks & Resort Vacations

Top Travel Partners:

  • Disney Cruise Line
  • Disneyland Resorts
  • Aulani, A Disney Resort & Spa
  • Royal Caribbean
  • Marriott Hotels

Connect with Me:

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