Meet Our Travel Advisors

Sean creates highly tailored luxury travel experiences for a global clientele, including artists, executives, and public figures. As co-founder of The Connected Traveler, a luxury travel enterprise generating more than $10 million in annual sales, he specializes in celebratory group journeys, incentive travel, and inclusive LGBTQIA+ itineraries. His work centers on designing seamless, story-driven travel that feels both effortless and deeply personal. He upholds the industry’s highest standards through affiliations with ASTA, IGLTA, Travel Society, and Virtuoso.

Scott King is co-founder of The Connected Traveler, a luxury travel company generating more than $10 million in annual travel sales, and a senior travel industry leader with 40+ years in destination marketing, tourism development, and sales strategy. He has led major national and international campaigns for the State of Tennessee and the Great Smoky Mountains, partnering with global brands and trade partners. Today he focuses on growth, visibility, and partnerships in global luxury travel.

My love of travel may have started before I ever knew it. My grandparents loved to explore the world, and I remember the map they kept marked with stick pins showing all the places they had been. My parents kept their travels closer to home, but somehow, I caught my grandparents’ curiosity.

That same feeling still hits me every time I arrive somewhere new: the excitement of seeing a place for the first time, tasting something I’ve never tried, meeting people whose lives look different from mine, and discovering all the little things I couldn’t have known from home. Travel keeps me curious, and that may be what I love most about it.

Now, as the mother of three grown sons and enjoying a second career as a travel advisor, I get to share that curiosity with others. I love introducing clients to places and experiences they might never have discovered on their own and watching them find their own joy in exploring the world.

My role goes beyond planning the trip. I protect my clients’ time and travel investment, giving them the freedom to simply enjoy exploring the world.

And somewhere, I think my grandparents would be pretty delighted to see how many stick pins I’m still adding to the map.

Alysse Dalessandro (she/her) is a travel creator, writer, and advocate with over 15 years of experience in digital media and storytelling. As the founder of Ready to Stare, she has built a community of more than 750,000 followers across social media, sharing her experiences exploring the world through an LGBTQ+ and accessibility-focused lens.

Her travel work includes helping launch VisitBritain’s Starring GREAT BRITAIN campaign, participating in Marriott’s Regeneration of Travel series with The Washington Post, and collaborating with organizations such as Tourism Ireland, Brand USA, Booking.com and many more! She also helped develop the inclusive and accessible travel programming for LGBTQ+ vacation company VACAYA.

Alysse has hosted four international group trips to Italy and Cuba, in addition to co-hosting trips to Greece and Japan. Her group travel experiences are specifically designed for plus-size and LGBTQ+ travelers, creating opportunities for community, connection, and exploration.

I believe life is too short to keep saying “someday.” I’m passionate about helping people turn their biggest dreams into unforgettable experiences, from discovering beautiful new places to finally checking those bucket-list destinations off the list. I take pride in creating moments that feel effortless, exciting, and truly special. Because your dreams deserve to become memories. So, where have you always dreamed of going?

After more than 30 years of dedicated service as a first responder, Tiffany is bringing her passion for helping others into the world of travel. She understands the sacrifices made by those who dedicate their lives to serving their communities and believes everyone deserves the opportunity to relax, recharge, and create unforgettable memories.

Based in San Antonio, Texas, Tiffany is passionate about helping first responders, veterans, healthcare professionals, educators, and families discover incredible travel experiences. From luxury cruises and romantic getaways to family vacations, group travel, and bucket-list adventures, Tiffany is committed to making every journey memorable while taking the stress out of travel planning.

Beyond travel, Tiffany continues to make a difference in her community. She serves on the Board of the American Foundation for Suicide Prevention, co-chairs the South Texas Out of the Darkness Walk, and volunteers to support first responders and their families through Reboot Recovery.