Oceanfront cottages and palms beside turquoise water at Sunset Key Cottages
The Gone South ExperiencePersonal travel advisory · Somewhere South

Gone South Travel Company

Some Journeys
Deserve More Than
a Booking.

Thoughtfully curated escapes, exceptional places to stay, and unforgettable experiences designed around the way you want to travel.

Beautiful places. Thoughtful details.
A more personal way to travel.
ON THE HORIZON
Sunset Key · The Florida Keys
Palm-lined oceanfront pool at Cheeca Lodge in IslamoradaA fringed beach umbrella overlooking the sea
A slower pace. A considered escape.

The art of traveling well

Travel Is Personal.
Planning Should
Be Too.

At Gone South Travel Company, we believe extraordinary travel begins with understanding what matters to you.

From carefully selected resorts and unforgettable coastal experiences to thoughtful details that make a journey feel effortless, we bring a more personal approach to discovering the world.

Your kind of getaway.
Considered, from the very beginning.

Beyond the destination

The Moments That
Make the Journey.

Extraordinary travel is about more than where you stay. Discover thoughtfully selected experiences, adventures, and services that make every journey memorable.

Thoughtfully selected experiences. Personally arranged details.
Services, availability, and supplier terms vary.

Explore Our Partners

An invitation to more

Welcome to
the Coast Club.

A thoughtfully designed travel membership offering select privileges, preferred partner benefits, and more ways to enjoy extraordinary journeys with Gone South.

  • 01 / EXPERIENCESSelected complimentary excursion for two on qualifying trips
  • 02 / TAKEOFFAnnual $50 airline gift card
  • 03 / ARRIVALEligible airport transfer credits
  • 04 / PERSONAL PLANNINGWaived standard $50 Gone South planning fee
Discover the Coast Club

Qualifying trip requirements, restrictions, availability, and membership terms apply. Eligible trips must exceed $1,500, excluding airfare, taxes, and fees. Membership must be active at booking and travel. Annual membership renews automatically; cancel before your next billing date.

$199 / Year
One membership. More to look forward to.
Nick, founder of Gone South Travel Company, on the beach with his dog
Nick DeMayoFounder & Travel Advisor

The person behind the journey

A More Personal
Way to Explore.

Gone South Travel Company was built around a simple belief: travel should feel exciting long before departure.

With a passion for remarkable destinations, smarter travel planning, and thoughtfully selected experiences, I help travelers turn ideas into journeys worth remembering.

IATA Certified Travel AdvisorFora Travel AdvisorSpecializing in Florida & the Caribbean

The Experience

From First Conversation
to Final Details.

01

Tell Us Your Vision

Share where you dream of going, how you love to travel, and what matters most.

02

Discover Your Options

Explore thoughtfully selected accommodations, experiences, and travel possibilities.

03

Let the Journey Begin

Move forward with a personalized plan and the confidence of having a dedicated travel advisor.

Personal planning begins with a standard $50 Gone South planning and booking service fee. Eligible Coast Club bookings receive a fee waiver under membership terms. Supplier charges and other third-party fees still apply. Airline ticket reservations are not handled by Gone South.

Fury catamaran sailing beneath a golden Key West sunset

Your next chapter

Your Next Extraordinary
Journey Begins Here.

Whether you're dreaming of a quiet oceanfront escape, a remarkable cruise, or an unforgettable family adventure, let Gone South help you discover what comes next.

GONE SOUTH TRAVEL COMPANY   ·   PERSONAL TRAVEL ADVISORY   ·   SOMEWHERE SOUTH