Stress-Free Family Vacations, Planned with Joy

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Samantha DeAngelis, Travel Agent in Lemont, IL

Samantha DeAngelis

Lemont, IL Travel Agent

Samantha DeAngelis

Lemont, IL

Passport 2 Joy, an independent agent with Nexion, LLC, a Travel Leaders Network Affiliate Agency
5.0
(14)
100% Recommended
Sam was excellent and was so helpful planning our family trip. She was responsive and knew her stuff. Read More >
About
Reviews
Certificates & Awards
My Places
Travel Stories & Media
Client Testimonials

Areas of expertise

Destinations:

Jamaica, Hawaii, USA, Quintana Roo, Puerto Vallarta

Interests:

Cruises, Disney Vacations, Family Vacations, Wine Country Vacations, Adult Only

Suppliers:

Disney Cruise Line, Universal Parks & Resorts Vacations, Sandals and Beaches Resorts, Royal Caribbean, Aulani, A Disney Resort & Spa

About Me

My family at Magic Kingdom
My family at Magic Kingdom

Hi, I’m Samantha. I’m a former teacher, a mom of two, and a travel advisor who believes the best vacations are not rushed or overplanned. They are the ones where families and couples slow down, reconnect, and actually enjoy being together.

After spending years in the classroom and now planning trips for my own family, I understand how hard it can be to step away from daily life. I also know how overwhelming it feels to plan a trip that keeps everyone happy. That is why I focus on creating stress free vacations that feel easy, thoughtful, and enjoyable from the very beginning.

I work with families, couples, and multigenerational groups who want their time away to feel meaningful, not exhausting. I plan Disney vacations, family and adult cruises, beach getaways in Mexico and the Caribbean, and milestone trips to places like Hawaii. No matter the destination, my goal is always the same. I want you to feel supported, confident, and excited instead of stressed by the planning.

When you work with me, you are not handed a generic itinerary and left to figure out the details on your own. I take the time to learn how you like to travel, what matters most to you, and what will make this trip truly special for your family or relationship. I manage the research, bookings, and logistics, and I stay available before, during, and after your trip so you never feel like you are doing this alone.

Clients often tell me they appreciate having someone who thinks ahead, explains options clearly, and makes the process feel calm and manageable. When available, I also provide added perks such as resort credits, breakfast inclusions, and preferred room upgrades to add extra value to your experience.

If you are looking for a vacation that allows you to be present, relaxed, and connected with the people you love, I would love to help.

To get started, click Email Me and share your travel dates, who is traveling, and the type of trip you are hoping to plan. I will take it from there and guide you every step of the way.

What Clients Say

"Me and three friends had an unforgettable girls’ trip to Greece thanks to Samantha! She gave us amazing island options, booked excursions we wouldn’t have found on our own, and made the entire process so easy." — Jamie W.

Why Clients Love Working with Me

  • Dedicated 1-on-1 service with clear communication and fast responses
  • Custom itineraries designed around your family’s travel style
  • Exclusive perks through Internova SELECT, Hyatt Confidant Rewards, and more
  • Price monitoring & travel-protection guidance
  • A joyful, stress-free planning process that feels as fun as the trip itself

REVIEWS

Rating: 5.0
14 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 14 reviews

Action packed family fun!
Reviewed By CrazyFamily6 - Fort Wayne | Traveled to Walt Disney World | Florida | USA
Sam was excellent and was so helpful planning our family trip. She was responsive and knew her stuff.
✓ I would recommend this agent to my family and friends.
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Such a seamless and easy vacation!
Reviewed By alexamirza - Fort Wayne, Indiana | Traveled to St. Thomas | Virgin Islands | Caribbean
Sam is amazing! She makes planning a trip so easy and low stress. She thinks of everything and I can't stress enough how much I love booking trips with her. This is our second cruise she has planned for us and everything was so smooth and easy. If you are looking to book a trip and need help, Sam is your girl!
✓ I would recommend this agent to my family and friends.
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Best couples trip!!
Reviewed By Jordan - Illinois | Traveled to Cancun | Quintana Roo | Mexico
Samantha did an amazing job planning our couples trip! Everything was smooth, well-organized, and stress-free from start to finish. Highly recommend!
✓ I would recommend this agent to my family and friends.
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Fantastic Couples trip!
Reviewed By Cwall - Chicago, IL | Traveled to Playa Mujeres | Quintana Roo | Mexico
Our couples trip to Mexico was absolutely perfect...from start to finish, everything was seamless! When I reached out to Sam with a few ideas and locations, she went above and beyond, providing detailed options, multiple flight itineraries, and a range of budgets to make sure it worked for every couple. Planning a group trip can be overwhelming with so many moving parts, but Sam made the entire process incredibly easy and stress-free. Because of her, we were able to truly relax and enjoy every moment without worrying about a single detail. Everyone had an amazing time, and we’re already talking about planning the next one! We can’t wait to book again (I may have even convinced some of the couples to travel even more haha)..thank you so much!
✓ I would recommend this agent to my family and friends.
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Family trip was A++
Reviewed By MBGer - Chicago | Traveled to Arizona | USA
Samantha is tremendous! She was so helpful helping us choose a destination that was accommodating for our 4 and 6 year olds and a place that would keep them busy and Mom and Dad relaxed and she absolutely delivered. She worked with us on travel times and went above and beyond handling all airline conversations, etc. she made this process so seamless for us, all we needed to do was show up! We had the absolute best trip - thank you Samantha!!!
✓ I would recommend this agent to my family and friends.
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Certifications & Awards

AMA Academy
AMA Academy
AmaWaterways Specialist
AmaWaterways Specialist
NCL University - Associate Degree
NCL University - Associate Degree
NCL University - Bachelor's Degree
NCL University - Bachelor's Degree
Pleasant Premier Ambassador
Pleasant Premier Ambassador
Royal Caribbean University - Bachelor of Adventure
Royal Caribbean University - Bachelor of Adventure

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 Travel Stories

Family photo in front of Cinderella's Castle

Spring Disney Vacation

Over the past two years, we’ve had the joy of experiencing the magic of Disney World with our two little ones, now ages 2 and 5. These trips have given us firsthand insight into what makes a Disney vacation truly unforgettable—especially for families with young children. 2024: Art of Animation Resort In 2024, we st...
Read more

Client Testimonials

Relaxed Family Vacation
It has been a blessing working with Sam for our summer travel. I have an active 6-year-old and also wanted a trip for myself. With Sam’s help, we found the Pasea Hotel and Spa in Huntington Beach, California and it was perfect!! She helped us secure a $100 resort credit and daily breakfast credit. The resort had a pool with a beach right across the street and it’s in relatively close proximity to LAX, Irvine, Legoland, Disney and Universal. The hotel is also right next to a beautiful outdoor shopping and restaurant area that was fun to explore. Sam took the time to ensure I had everything I needed when booking the trip and leading up to the trip. I can honestly say that if I had not worked with her our summer travels would not have been as enjoyable. I’m truly grateful for Sam and will definitely continue to work with her for our travels needs!
Jennifer T. Chicago, IL
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