I'm Jessica Clayton- founder of Humdinger Travel and your go-to travel curator. At Humdinger Travel, we specialize in luxury travel planning, unforgettable cruises, and expertly curated group trips. Founded on a passion for creating seamless, elevated experiences, I help travelers discover the world in style. With personalized attention to detail, insider knowledge, and a commitment to exceptional service, I take care of the details so you can focus on the magic. Because epic vacations should be easy. From solo luxury escapes to hosted group getaways and destination weddings- we plan, you play. Worry-free travel with no stress, just stories you’ll tell forever!
September 2027
Sailing aboard the Discovery Princess on a spectacular Voyage of the Glaciers itinerary, this journey explores the breathtaking Inside Passage with visits to Ketchikan, Juneau, and Skagway, along with unforgettable glacier viewing in Glacier Bay National Park and College Fjord. Guests can also choose to extend their adventure with a land-based cruisetour featuring the Alaska wilderness, including a stay near Denali National Park and a scenic rail journey through some of the most spectacular landscapes in North America.
Jul/Aug 2028
Trade the everyday for extraordinary as you explore the breathtaking beauty of not one, but four magnificent Hawaiian islands with Humdinger Travel. From the dramatic volcanic landscapes of the Big Island to the lush valleys of Kauai, the golden shores of Maui to the vibrant energy of Oahu, this hosted group journey captures Hawaii in all its stunning diversity.
Snorkel crystal-clear waters, witness the power of active volcanoes, stroll through fragrant plumeria groves, and watch the sun sink into the Pacific from some of the world's most beautiful beaches. With every detail expertly arranged and a Humdinger Travel host with you every step of the way, all you need to bring is your sense of adventure and your aloha spirit.
December 2028
Step aboard and let the magic of the season unfold along one of Europe's most storied waterways. Join Humdinger Travel for an exclusive hosted group voyage on Viking Cruises' iconic Christmas on the Rhine itinerary: a fairytale journey through charming villages, glittering Christmas markets, and centuries-old cathedrals adorned in holiday splendor.
Sail through the heart of Europe as twinkling lights reflect off the Rhine's waters, savoring mulled wine and festive traditions at every port of call. With the warm, all-inclusive Viking experience and the personal touch of a Humdinger Travel host by your side, this is holiday travel done beautifully.
Curating elevated luxury adventures, I design seamless journeys that blend sophistication, comfort, and unforgettable experiences for those seeking more than just a vacation.
I can book your dream vacation on any cruise line you choose, ensuring you get the best options, perks, and value. With an agent by your side, you’ll enjoy expert guidance, personalized recommendations, and stress-free support from planning through sailing- so you can focus on making memories at sea.
Humdinger Adventures was founded on the art of expertly crafting group trips that cater to a wide range of personalities and travel styles. Whether it’s a getaway with friends, an extended family adventure, a corporate retreat, or even a destination wedding, we excel at creating seamless, memorable experiences that everyone can enjoy together.
I have two ways to get started!
- My "Getting Started Questionnaire" if you do better organizing your ideas before we talk.
- Schedule a call with me if you do better chatting through your ideas first!
Honoring family, fueled by passion, and crafted with care—your travels deserve more than ordinary.
At Humdinger, travel isn’t just about going places—it’s about creating unforgettable moments that feel perfectly you.
I’m Jessica Clayton, founder and travel curator. My journey into this business began long before Humdinger Travel had a name. For years, I planned trips for myself, my family, and friends. The adventures we shared left such an impression that before long, people were asking me to plan their future travels too. From intimate getaways to large group trips, I discovered that I loved every detail of crafting experiences that made travel stress-free and unforgettable.
What began as a passion quickly became a calling, and Humdinger Travel was born. The name is deeply personal: my grandfather, Neil Clayton, used to call me his Humdinger. He worked tirelessly to give his children and grandchildren more opportunities than he had, and his example inspires me every day. Naming my company after him is both an honor and a reminder—to put in the work, to care deeply, and to make every trip something truly special.
When you work with me, you’re not just booking a vacation—you’re gaining a travel partner who takes the time to understand your style, your dreams, and the little details that make a trip unforgettable. The more we work together, the more tailored your experiences become. My goal is to take away the anxiety of planning so you can simply tell me what you imagine—and I’ll find a way to make it happen.
Because you don’t just want any trip.
You want a Humdinger.