Travel Advisor

Tyler Gentry

Expertise

Nashville,
NYC,
Chicago,
Florida,
Napa Valley

Based in

Nashville, TN

Languages spoken

English

Travel Advisor

Tyler Gentry

Profile details

About

A Nashville-based, travel-obsessed jetsetter who spends the majority of his free time plotting my next points redemption and helping clients plan theirs!

Travel style

As a travel agent with a penchant for the finer things in life, my travel style is all about luxury, exploration and the delights of food and wine. I curate travel experiences that are not just trips, but a seamless blend of opulence, cultural immersion and adventure.

Whether it's a private tour of a city's hidden gems, a stay in the most lavish hotels, or a table at a Michelin-starred restaurant, I ensure every detail is tailored to deliver an unforgettable journey. My expertise lies in creating personalized itineraries that elevate travel into an art form, where every destination is an opportunity to indulge in the best of what life has to offer.

Favorite hotels

The Upper House

Chic hotel in a high-rise building with modern suites and city views.

Fora Perks

★
$100 hotel / resort credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Raffles Singapore

Iconic colonial-style building property in the heart of Singapore, famous for their Long Bar and its Singapore Sling cocktail, with elegant rooms and suites.

Fora Perks

★
$100 hotel / resort credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

The St. Regis New York

Famous for its historic King Cole Bar, this 5th Avenue icon has been a go-to for New York’s visiting élite since its founding by John Jacob Astor IV in 1904.

Fora Perks

★
$100 food / beverage credit.
★
Breakfast daily.
★
Upgrade whenever possible.

Zadún, a Ritz-Carlton Reserve

Stunning San José del Cabo resort wedged across a cliffside with contemporary oceanview suites and an array of experiences by land and sea.

Fora Perks

★
$100 food / beverage credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Alila Napa Valley

Contemporary hotel by vineyards and the Spring Mountains with trendy rooms and suites.

Fora Perks

★
$100 hotel / resort credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Tyler's reviews

Very seamless and easy to work with.

William P.
Booked travel to Nashville
December 2024

Tyler was very attentive to all my questions and desires in a timely manner. He was also able to acquire several upgrades and negotiate pricing. I would definitely recommend Tyler as a travel agent.

Jana F.
Booked travel to Charleston
November 2024

Eli H.
Booked travel to France
October 2024

Tyler ensured that our stay was a memorable experience. He pulled out all the stops and made sure we felt like family. Will definitely be doing business with him again!

Garrett J.
Booked travel to Whistler
August 2024

Get in touch with Tyler

Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can expect a response from Tyler within 1–2 business days. You’ll also be subscribed to our traveler newsletter (you can unsubscribe at any time).