Jenna Wolfe, Travel Agent in Pittsburgh, PA

Jenna Wolfe

Pittsburgh, PA Travel Agent
Super Agent

Jenna Wolfe

Pittsburgh, PA · 2 Years of Experience

Jenna's Journeys , an independent agent with Archer Travel, a Travel Leaders Network Affiliate Agency
5.0
(15)
100% Recommended
Jenna had every step of the cruise through New Zealand and Australia ready and waiting for us from transport at every phase to excursions at every... Read More >
About
My Travel Specialties
Reviews
Certificates & Awards
My Places
Travel Stories & Media
Itineraries
Client Testimonials

Areas of expertise

Destinations:

Aruba, Napa Valley, Pittsburgh, Bermuda, Montego Bay

Interests:

All Inclusive, Cruises, Sporting Events, Wine Country Vacations

Suppliers:

Marriott Hotels, Norwegian Cruise Line, Roadtrips Sports Travel, Viator, Viking

About Me

Agent Specializing in Custom Vacations

Forget generic packages and one-size-fits-all itineraries. I’m your specialist in creating truly custom-designed vacations that reflect your unique vision and interests. Why Go Custom? Your vacation should be as unique as you are. Whether you dream of tracing ancient history through Europe, undertaking an immersive culinary tour of Southeast Asia, or exploring hidden natural wonders in South America, I focus on the details that make the difference: Tailored Itineraries: Every destination, activity, and stay is hand-selected and scheduled around your preferences, not a pre-set template. Unique Experiences: Access to local guides, boutique accommodations, and exclusive activities you won’t find online. Seamless Logistics: I handle all the intricate bookings—multi-stop flights, private transfers, specialized tours—ensuring a smooth, effortless journey from start to finish. Ready for a trip that feels written just for you? Let’s start designing your bespoke adventure today.

My Travel Specialties

Cruise & All-Inclusive Vacation Travel Specialist

Cruise & All-Inclusive Vacation Travel Specialist
Tired of sifting through thousands of options and complicated price lists? Let me take the wheel! My passion is crafting seamless, value-packed vacations, specializing in two of the most popular and worry-free travel styles: All-Inclusive Resorts and Cruise Vacations.  Why Book Your Getawa...Read More ▶

Cruise Travel Specialist

Cruise Travel Specialist
I'm a seasoned cruise traveler helping travelers like you plan unforgettable vacations at sea. From the moment you dream of exploring the world by ship to the moment you step off the gangplank, I'm dedicated to making your cruise experience seamless and extraordinary. Here's what se...Read More ▶

All-Inclusive Resort Travel Expert

All-Inclusive Resort Travel Expert
  Tired of endless planning, budgeting surprises, and the stress of organizing every detail of your vacation? I can be your dedicated expert in crafting seamless, unforgettable all-inclusive vacations around the globe. Why work with me? With a passion for sun-drenched beaches, gourm...Read More ▶

Wine Country Travel Specialist

Wine Country Travel Specialist
Whether you're a seasoned oenophile or simply curious about the world of wine, I can help you plan the perfect trip. I specialize in creating bespoke itineraries that combine luxurious accommodations, gourmet dining, and unique wine experiences. Here's what sets me apart: Intimate W...Read More ▶

Sports Tourism Specialist

Sports Tourism Specialist
Your Ticket to the Game: I'm Jenna and my specialty is turning your sports fandom into the trip of a lifetime. Whether your dream is cheering courtside, standing on the 18th hole, or witnessing the world's most epic tournaments live, I handle all the logistics so you can focus 100% on the ...Read More ▶

REVIEWS

Rating: 5.0
15 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.
Search reviews:

Showing 15 reviews

Trip of a lifetime
Reviewed By Danny - Pittsburgh, PA | Traveled to Auckland | New Zealand | Australia & New Zealand
Jenna had every step of the cruise through New Zealand and Australia ready and waiting for us from transport at every phase to excursions at every stop we wanted.Danny Any questions during planning were met politely and quickly. I couldn't have been more pleased with this trip and I know she will be the agent I use from this point on.
Jenna Wolfe responded
"Thank you for your kind words. I look forward to working with you again soon!"
I would recommend this agent to my family and friends.
3 of 3 people found this review helpful. Was this review helpful to you?YES|NO
Awesome adventure
Reviewed By AgentJennafan - West Virginia | Traveled to Palm Beach | Florida | USA
Best overall experience! Jenna gave complete attention to our needs along with full details for a fun yet relaxing experience!!!! Loved her enthusiasm to make our trip the best ever!!!!
Jenna Wolfe responded
"Thank you for letting me book your travel. "
I would recommend this agent to my family and friends.
3 of 3 people found this review helpful. Was this review helpful to you?YES|NO
So much fun!
Reviewed By JP - Indianapolis, IN. | Traveled to Mexico | Mexico
Jenna booked a family cruise for me and made sure we felt prepared by going over all the details with us. She gave us packing tips and travel tips! I am so glad I booked with Jenna and I highly recommend her for anyone who is looking to cruise!
Jenna Wolfe responded
"Thank you for letting me plan this trip for you. I can't wait to work with you again soon!"
I would recommend this agent to my family and friends.
3 of 3 people found this review helpful. Was this review helpful to you?YES|NO
Great Family Cruise
Reviewed By John G - Pittsburgh, PA | Traveled to Bahamas | Caribbean
Our family of 10 cruised from New York to the Bahamas on the MSC Meraviglia in 2025. Jenna booked 3 rooms as a group and was outstanding in handling the details of our cruise from start to finish. What was exceptional was that Jenna had never worked with MSC Cruises yet she researched every detail to learn as much as she could about this cruise line to help us with our adventure. She researched every port of call and even provided the cruise terminal in which our ship would dock. Then she provided information about each port and recommended some excursions. We asked about beaches at each port and she provided maps with directions to beaches from the terminal. She was in frequent contact via phone and email and was never put out to answer our calls/questions, even when she was out and about or in the car. She made sure we all had the proper documentation for the trip and monitored our online check in process to make sure there were no complications. I did have a problem with my MSC Voya
Jenna Wolfe responded
"We are thrilled to hear you had such a wonderful family cruise experience aboard the MSC Meraviglia to the Bahamas! It sounds like Jenna truly went above and beyond to make your trip seamless and unforgettable. Her proactive research into MSC Cruises, every port of call, terminal details, excursion recommendations, and even beach directions really highlights her dedication to ensuring every aspect of your family's adventure was covered. Thank you for your glowing review. "
I would recommend this agent to my family and friends.
2 of 2 people found this review helpful. Was this review helpful to you?YES|NO
Very detailed, client focused and enjoyable agent
Reviewed By Beth and Kip - Sumter, South Carolina | Traveled to Key West | Florida | USA
Was looking for a lovely, romantic trip to take with my fiance, Jenna found us the perfect accommodations after speaking with us to get ideas based on our desired vibe and budget. Could not ask for a more enjoyable agent to work with.
Jenna Wolfe responded
"Looking forward to working with you again soon. "
I would recommend this agent to my family and friends.
2 of 2 people found this review helpful. Was this review helpful to you?YES|NO

Certifications & Awards

A Honeymoon Wishes Agent provides the only full service honeymoon registry for couples that expect a higher standard for their wedding.
AMA Academy
AMA Academy
AmaWaterways Specialist
AmaWaterways Specialist
Celebrity Learning Certification
Celebrity Learning Certification
NCL University - Associate Degree
NCL University - Associate Degree
NCL University - Bachelor's Degree
NCL University - Bachelor's Degree
NCL University - Master's Degree
NCL University - Master's Degree
Royal Caribbean University - Bachelor of Adventure
Royal Caribbean University - Bachelor of Adventure
Royal Caribbean University - Master of Adventure
Royal Caribbean University - Master of Adventure
Seacademy - Gold Certification
Seacademy - Gold Certification
Seacademy - Scarlet Certification
Seacademy - Scarlet Certification
Seacademy - Silver Certification
Seacademy - Silver Certification
Seacademy - Violet Certification
Seacademy - Violet Certification
Viking Expeditions Expert
Viking Expeditions Expert
Viking Expert
Viking Expert
Viking Oceans Expert
Viking Oceans Expert
Viking Rivers Expert
Viking Rivers Expert

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

Iceland
View Album

    My Travel Stories

    Wrigley Field

    Chicago: Fueling the Fanatic!

    My weekend in the Windy City was an electric blend of top-tier sports action and legendary eats—perfect for the food- and sports-focused fans. Friday: Kicked off with a classic: a monster Italian Beef sandwich at a Mr. Beef, dripping with gravy and hot giardiniera. That night, the atmosphere at a Blackhawks game was absolutely roaring. Pu...
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    Bergen

    Cruise to Iceland and Norway

    Sailing the Saga Seas: From Iceland's Fire to Norway's Fjords  By: Jenna, Your Nordic Cruise Specialist I’ve just returned from one of the most soul-stirring voyages I’ve ever planned: a cruise journey from the dramatic, volcanic landscapes of Reykjavik, Iceland, across the Norwegian Sea, and deep into the majestic fjords, culminat...
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    Nassau

    Adults Only All-Inclusive

    Turning 40 is a milestone. It's a time for reflection, for celebrating the past and embracing the future. And what better way to mark this significant occasion than with a luxurious getaway to an adults-only all-inclusive resort? That's exactly what I did. I traded in the usual birthday dinners for a week of pure bliss in The Bahamas. Fro...
    Read more

    Client Testimonials

    Trip of a lifetime
    Jenna had every step of the cruise through New Zealand and Australia ready and waiting for us from transport at every phase to excursions at every stop we wanted. Any questions during planning were met politely and quickly. I could not have been more pleased with this trip and I know she will be the agent I use from this point on.
    Danny W, Pittsburgh, PA
    BESbswy