Cruise, Resort & International Travel Expert

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Heather Smith, Travel Agent in Oshkosh, WI

Heather Smith

Oshkosh, WI Travel Agent
Super Agent

Heather Smith

Oshkosh, WI · 4 Years of Experience

Wanderlust Travel by Heather Smith, an independent agent with Gateway Travel, a Travel Leaders Network Affiliate Agency
5.0
(28)
100% Recommended
I have now taking several trips through Heather and she is fantastic. Amazing at communication (and will meet you at the level of communication you... Read More >
About
Reviews
Certificates & Awards
My Places
Travel Stories & Media
Client Testimonials

Areas of expertise

Destinations:

Caribbean Sea, Europe, Las Vegas, Walt Disney World, Mediterranean Sea

Interests:

All Inclusive, Destination Weddings, Disney Vacations, Cruises, Global Travel

About Me

Blue Lagoon, Iceland
Blue Lagoon, Iceland

Travel isn’t just my job—it’s my lifestyle. I’m Heather Smith, a Personal Travel Advisor based in Oshkosh, WI, and I believe the best travel guidance comes from actually being there. I don’t just read about destinations or rely on brochures—I travel to the resorts, sail the ships, walk the cities, and experience the excursions myself so I can give you honest, firsthand recommendations you can trust.

As a travel advisor, my role goes far beyond booking. I’m your guide, your advocate, and your expert partner in planning. I help you navigate the overwhelming amount of online information and turn it into a personalized, stress-free vacation designed around what you value most.

Whether you’re dreaming of a romantic escape, a family adventure, a milestone celebration, or a lively group getaway, I bring real-world insight and tailored planning to every itinerary I create.

What I Specialize In

I design custom travel experiences across a wide range of destinations and styles, including:

Cruises

Ocean, river, luxury, themed, and group sailings. I personally sail multiple times a year to stay current on ships, itineraries, cabin types, and onboard experiences.

All-Inclusive Resorts

Adults-only, family-friendly, boutique, and luxury properties throughout Mexico and the Caribbean. I regularly tour and stay at these resorts so I can match you with the perfect fit.

International Travel

Europe, Asia, the Caribbean, and beyond. Whether you want guided tours, immersive cultural experiences, or independent exploration, I build itineraries based on real experience—not guesswork.

Disney & Universal Vacations

From park strategies to resort selection, dining, and Genie+, I help families navigate the magic with ease.

Logistics & Enhancements

Flights, hotels, transfers, excursions, travel protection, and all the details that make a trip seamless. 

Why Travelers Choose Me

I’ve been there. My recommendations come from firsthand experience, not generic online reviews.

Advisor, not agent. I don’t just book trips—I guide, educate, and advocate for you.

Stress-free planning. I handle the research, comparisons, reservations, and troubleshooting.

Personalized itineraries. Every trip is tailored to your travel style and priorities.Real support. I’m here before, during, and after your trip.

No agent fees—ever. My professional planning services are complimentary when you book through me. 

Let’s Create Your Next Adventure

Your vacation should feel effortless, exciting, and unforgettable. With my firsthand destination knowledge and personalized planning approach, you’ll travel with confidence—and enjoy every moment along the way.

Contact me today and let’s start planning where your next adventure awaits!

Sandals & Beaches All-Inclusive Specialist

As a certified Sandals Preferred Advisor, I help couples, families, and groups find the perfect Caribbean escape. I’ve visited multiple Sandals and Beaches Resorts and know the room categories, beaches, dining, and unique vibes that set each property apart. I’ve also built strong relationships with on-resort staff, managers, and concierge teams, giving my clients insider insight and personalized support. Whether you’re planning a honeymoon, anniversary, destination wedding, or group getaway, my goal is to make your all-inclusive experience seamless, stress-free, and unforgettable — with insider guidance you won’t find online.

Let’s create your perfect Sandals or Beaches getaway today!

REVIEWS

Rating: 5.0
28 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 28 reviews

From cruises to all inclusive
Reviewed By Loves to travel - Oshkosh, WI | Traveled to Mexico
I have now taking several trips through Heather and she is fantastic. Amazing at communication (and will meet you at the level of communication you need) and is very urgent. She also knows how to spot a deal! She is someone that I trust with my travel plans!
Heather Smith responded
"Thank you so much! I love being able to do all different types of trips for you and your family, always keeping me on my toes! "
I would recommend this agent to my family and friends.
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Heather is a travel superhero!
Reviewed By AmyG - Brillion, Wi | Traveled to St Lucia | South Africa | Africa
Heather goes above & beyond to make sure her clients have the very best travel experience!
Heather Smith responded
"I'm so glad that fate landed us together for your European trip and that I get to be part of your travels from now on! You guys are making travel dreams come true!!"
I would recommend this agent to my family and friends.
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Helped us thru a Flight Delay
Reviewed By AmberandNate - Neenah | Traveled to Panama City Beach | Florida | USA
Heather helped us with a Panama City Beach Vacation. We had an unfortunate 10hr flight delay due to broken brakes on our plane. Heather helped us get a great deal from Delta for our troubles. I’m always very satisfied with our travel plans thru Heather and her 1:1 support!
Heather Smith responded
"Thank you! My services definitely don't end after your trip is booked, I'm always here for whatever you need from start to finish! I'm so glad to be your advisor! "
I would recommend this agent to my family and friends.
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She’s the literal best
Reviewed By Jenny MK - Oshkosh, WI | Traveled to Punta Cana | Dominican Republic | Caribbean
Heather has booked a few vacations for my wife and I she went above and beyond for our group wedding trip to Punta Cana starting with swooping in with transparent honesty when our previous agents was overcharging us and our guests.-not cool. She was super communicative, real, accessible and made sure we all were within our financial means and able to attend. She went above and beyond with her travel package she sent to us and our wedding guests. We have a few others already in the works for 2026 and I couldn’t imagine not having Heather as our agent and in our corner!
Heather Smith responded
"OMG I had the BEST time helping with this wedding! You all are wonderful and I'd do this over and over for you for life! I can't wait to see where else you (we) will go! "
I would recommend this agent to my family and friends.
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Knowledgeable and fun!
Reviewed By Krissy D - Brownsville | Traveled to Reykjavik | Iceland | Europe
I know Heather through an avenue other than travel but we do talk about it often and her trips seem fun and organized. I will definitely travel with her some days when the stars align.
Heather Smith responded
"Thank you, can't wait to travel WITH you!!"
I would recommend this agent to my family and friends.
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Certifications & Awards

Celebrity Learning Certification
Celebrity Learning Certification
NCL University - Master's Degree
NCL University - Master's Degree
Princess Commodore Certified
Princess Commodore Certified
Royal Caribbean University - Master of Adventure
Royal Caribbean University - Master of Adventure
Best of Winnebago County 2025 Finalist

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

Exploring ancient tombs with modern-day goofballs

From Alexandria to Giza: Our Egypt Adventure

I recently returned from an unforgettable group trip to Egypt with ten amazing travelers — a trip I fully organized from start to finish. My travelers didn’t have to stress about a single detail. Flights, transfers, tours, timing, tickets, guides… every piece was handled so they could simply show up and enjoy the adventure. And trust me, Egypt d...
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Ask me about my "pose"

My Iceland Adventure: Lava, Lagoons & Insider Tips

Iceland is one of those destinations that feels almost unreal until you’re standing in the middle of it—and experiencing it firsthand gave me the kind of insight you simply can’t get from guidebooks or online reviews. From soaking in geothermal pools to watching actual lava flow across a volcanic landscape, my trip gave me a deep understanding o...
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Christmas in the Caribbean

For Christmas 2023, my daughter and I decided to escape the cold of Wisconsin and head out on a cruise. We booked Mariner of the Seas out of Port Canaveral, so naturally we took a few days ahead of sailing to one of our favorite places - Universal Studios Orlando! Hogwarts at Christmas is simply amazing, so is Seuss-ville, and all of the holiday...
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Client Testimonials

Easy and Stress Free!
Heather has helped us now with 2 trips and has been phenomenal! She was extremely helpful doing research and exploring different options; we changed out mind numerous times and she never grew impatient and was always happy to look up alternatives for us. She has great ideas and is able to help find the most convenient and cost effective options. It's like having a good friend looking out for the best trip for you. She's awesome; we highly recommend her and will use her again on all of our upcoming trips!
Kari M. Oshkosh, WI
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