Jessica Softcheck
Based in Charlotte, NC
Jessica Softcheck
Ask me about
My Story
Afflicted with wanderlust as a teenager, now a mama of three, carting her kids all over the world! From budget surf trips to luxury large family travel, I love to maximize travel experiences!
Travel Style
From "One Way Tickets" to Fiji, New Zealand, and Australia as a college grad, to booking surf trips all over the world with my husband and carting our kids to different countries—the need to travel has always been in my blood! I thrive on curating adventurous trips on any budget and creating experiences for my children to hold on to forever. Whether it's a boutique hotel in Costa Rica to soak up the local vibe, a luxury villa in Hawaii to maximize space for the family, or a surprise private catamaran outing to elevate the experience, the trip's memories are what's priceless. I'm all about getting as much "bang for our buck" as possible!
Reviews (17)
Tabetha T.
travel by cruise
10 months ago
She was helpful in getting us booked and keeping us updated with any changes since we planned it over a year in advance!
Kenneth F.
travel to Turks and Caicos
about 1 year ago
From the initial phone call to booking our stay, Jess provided lots of options and explored all of our interests to ensure everything we were looking for! The entire process was seamless and we loved the resort!!
Greg K.
travel to Key West
about 1 year ago
Jess went over and beyond to help us find exactly what we were looking for. We ended up at Ocean Key Resort and we were able to get an early check-in which was great since we had an early flight. Jess was super responsive throughout the entire planning process and we’ll be using her again for future trips!
Brendan D.
travel to South Carolina
over 1 year ago
Jessica was the best to work with!
Michelle C.
travel to Cayman Islands
over 1 year ago
Jess was outstanding in every way and helped make the trip extra special. She was attentive and took care of all of the details including contacting the resort to schedule massages when we were unable to reach them. It was very comforting to know she had our best interest at heart and ensured no detail was left out. I would highly recommend her to anyone looking to book a trip.
Tabetha T.
travel by cruise
10 months ago
She was helpful in getting us booked and keeping us updated with any changes since we planned it over a year in advance!
Kenneth F.
travel to Turks and Caicos
about 1 year ago
From the initial phone call to booking our stay, Jess provided lots of options and explored all of our interests to ensure everything we were looking for! The entire process was seamless and we loved the resort!!
Greg K.
travel to Key West
about 1 year ago
Jess went over and beyond to help us find exactly what we were looking for. We ended up at Ocean Key Resort and we were able to get an early check-in which was great since we had an early flight. Jess was super responsive throughout the entire planning process and we’ll be using her again for future trips!
Brendan D.
travel to South Carolina
over 1 year ago
Jessica was the best to work with!
Travel ideas (1)

O’ahu: An Endless Summer Experience for Friends, Families & Everyone In Between
Known as “The Gathering Place,” Oahu is the perfect gateway to experiencing Hawai’i in a variety of ways. It’s perfect for the solo traveler, for the surfer, for the family, the hikers, and the honeymooners. From our pre-kid days to our honeymoon and then on to traveling with our three kids, we’ve done it all! And while it may be a heavily frequented destination among the islands, time slows here as you wander quiet trails, hidden beaches, and secret snorkel spots. Oahu holds a special place in my heart and leaves a lingering feeling of Aloha every time.

O’ahu: An Endless Summer Experience for Friends, Families & Everyone In Between
Known as “The Gathering Place,” Oahu is the perfect gateway to experiencing Hawai’i in a variety of ways. It’s perfect for the solo traveler, for the surfer, for the family, the hikers, and the honeymooners. From our pre-kid days to our honeymoon and then on to traveling with our three kids, we’ve done it all! And while it may be a heavily frequented destination among the islands, time slows here as you wander quiet trails, hidden beaches, and secret snorkel spots. Oahu holds a special place in my heart and leaves a lingering feeling of Aloha every time.

O’ahu: An Endless Summer Experience for Friends, Families & Everyone In Between
Known as “The Gathering Place,” Oahu is the perfect gateway to experiencing Hawai’i in a variety of ways. It’s perfect for the solo traveler, for the surfer, for the family, the hikers, and the honeymooners. From our pre-kid days to our honeymoon and then on to traveling with our three kids, we’ve done it all! And while it may be a heavily frequented destination among the islands, time slows here as you wander quiet trails, hidden beaches, and secret snorkel spots. Oahu holds a special place in my heart and leaves a lingering feeling of Aloha every time.

O’ahu: An Endless Summer Experience for Friends, Families & Everyone In Between
Known as “The Gathering Place,” Oahu is the perfect gateway to experiencing Hawai’i in a variety of ways. It’s perfect for the solo traveler, for the surfer, for the family, the hikers, and the honeymooners. From our pre-kid days to our honeymoon and then on to traveling with our three kids, we’ve done it all! And while it may be a heavily frequented destination among the islands, time slows here as you wander quiet trails, hidden beaches, and secret snorkel spots. Oahu holds a special place in my heart and leaves a lingering feeling of Aloha every time.
Travel photos





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