joe.travel wordmark logo
Woolley Travel primary logo

Know where you want to go.
I know how to get you there.

SmartFlyer Affiliate  ·  Virtuoso Member  ·  Nashville, TN

Why Work With Me

How I connect you.

I do not book travel. I connect people to the right place, the right experience, and the right support: before, during, and after every trip.

01   Connection to Place

Authentic local experiences. Insider access. VIP treatment from real relationships, not a booking engine.

02   Connection to People

Local guides. Hotel managers. 15+ years of relationships built one trip at a time.

03   Peace of Mind

One person handles everything. Reachable before, during, and after your trip.

04   Connection to Luxury

SmartFlyer affiliate and Virtuoso member. Breakfast, upgrades, credits, priority reservations.

05   Connection to Values

LGBTQ+-inclusive travel. When I say a property is welcoming, I am speaking from experience, not a checklist.

06   The SmartFlyer Flight Team

Most advisors handle hotels and let you figure out flights yourself. I do not. The SmartFlyer flight team manages complex air routing, premium cabin strategy, and real-time changes. When something breaks, you have a team on it, not a hold queue.

07   Less Information. Better Decisions.

Top 10 lists are written for everyone. They serve no one particularly well. I know what is worth your money, your time, and your attention right now. And I know what to skip.

08   Your Budget Goes Further

Planning fees are offset by what I recover through negotiated rates, Virtuoso amenity value, and the fact that you are not overpaying for the wrong room. I direct spend toward what is commissionable and meaningful.

09   I Learn How You Travel

Over time, I need less from you to deliver more. I learn your preferences, your pace, your standards. That compounds into better trips, faster planning, and a working relationship that gets easier every year.

What I Specialize In

The right trip for the right traveler.

I focus on experiences that match who you are, not just where you want to go.

Inclusive & LGBTQ+ Travel

Safe, affirming destinations and properties where every traveler is genuinely welcomed. I travel within this community and know the difference.

Luxury Hotels & Resorts

Virtuoso amenities at thousands of properties worldwide, including complimentary breakfast, room upgrades, resort credits, and priority reservations. I match travelers to the right property, then unlock perks direct booking cannot offer.

Ocean & River Cruises

From expedition ships to ultra-luxury lines, I know which vessels, itineraries, and cabin categories deliver value worth the investment.

Honeymoons & Celebrations

Milestone travel demands more than a good deal. It demands a perfect experience. I create trips people talk about for years.

Custom FIT Itineraries

Fully independent travel built around your preferences. Not a package. Not a template. Your trip, designed from scratch.

Group Travel

Family reunions, friend groups, corporate retreats. Managing the logistics so everyone can actually enjoy the trip.

Joe Woolley at Ritz-Carlton
Joe Woolley at Virtuoso Travel Week
Joe Woolley at SmartFlyer event

How It Works

Simple from the start.

You tell me where you want to go. I handle everything else.

01

Tell Me Where

Fill out a quick inquiry form. Tell me your travel style, budget, and what matters most.

02

We Build It Together

I design options based on your preferences. We refine until it is exactly right.

03

I Handle Everything

Bookings, confirmations, and real support before, during, and after your trip.

Joe Woolley, founder of joe.travel

ABOUT JOE

I am a connector.

I connect people to place. To peace of mind. To luxury that is earned and meaningful. To other people. To travel that reflects their values. That is how I think about this work.

I founded joe.travel in 2024 after 15+ years working across tourism, destination marketing, and public advocacy. Before travel, I served as CEO of the Nashville LGBT Chamber of Commerce, growing membership by 44%.

I am a SmartFlyer affiliate and Virtuoso member: both by invitation only. My clients get complimentary breakfast, room upgrades, property credits, and priority reservations at more than 2,000 properties worldwide.

I am based in Nashville, TN. I am openly gay and specialize in LGBTQ+-friendly travel. When I say a property is welcoming, I am speaking from experience.

I started my career in journalism at Belmont University, was selected as an IRTS Fellow in New York City, and worked at The Daily Show and CBS News. My work has been covered by CNN, MSNBC, the Wall Street Journal, and the New York Times. I live in Nashville with my husband Jim Schmidt and our dog Spooner.

15+YEARS IN TOURISM
2CONSORTIA MEMBERSHIPS
1PERSON HANDLING YOUR TRIP

Trusted Affiliations

Access you cannot book yourself.

My SmartFlyer and Virtuoso affiliations unlock exclusive amenities at thousands of properties worldwide, including complimentary breakfast, room upgrades, resort credits, and priority reservations.

Virtuoso SmartFlyer

Your connection to extraordinary.

Ready to go?

Tell me where you want to go. I will take it from there.