Travel Advisor

Timothy OLeary

Expertise

Solo Travel,
Santa Barbara,
Portland,
New York City,
Santa Monica,
Luxury Travel

Based in

Santa Ynez, CA

Minimum booking Budget

$400/night

Travel Advisor

Timothy OLeary

Profile details

About

Lifelong traveler with special expertise in uncovering luxury hotels at the best value. Also, special expertise in domestic and international fly fishing.

Travel style

I love unique luxury hotels with old-world quality service, but I also spend a lot of time traveling the globe on exotic fly fishing adventures.

Favorite hotels

Park Hyatt New York

A superlative stay in the heart of Midtown, with luxe interiors, floor-to-ceiling city views, A-game service and a high-floor indoor pool.

Fora Perks

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

Oceana Santa Monica, LXR Hotels & Resorts

Experience coastal luxury at Oceana Santa Monica, where stylish accommodations, oceanfront views and impeccable service come together to create a memorable stay in the vibrant beachside community of Santa Monica, California.

Fora Perks

★
$100 resort credit (per day for suites and per stay for rooms and junior suites).
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Palacio Duhau - Park Hyatt Buenos Aires

Located in the hip neighborhood of Recoleta, this Buenos Aires accommodation is an immersion into an aristocratic palace with upscale contemporary design.

Fora Perks

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

San Domenico Palace, Taormina, A Four Seasons Hotel

Perched on a rocky promontory high above the Ionian Sea, this 14th-century convent with panoramic views of Mount Etna offers fine dining and local experiences.

Fora Perks

★
When you book Four Seasons through Fora, you will enjoy exclusive Four Seasons Preferred Partner benefits. Your advisor will be pleased to give you more details.

Tim's reviews

Mr. O’Leary provided exceptional service. The recommendation of the hotel was most appreciated and inspired. It was the perfect respite in the middle of two very long trips. The location was excellent, by 3 large shopping malls for last-minute needs.

Debra W.
Booked travel to Indonesia
February 2025

Very professional, provided everything I needed. I will use him for all my travel needs.

Kevin S.
Booked travel to Las Vegas
May 2024

Timothy OLeary curated by Timothy OLeary

Get in touch with Tim

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

You can normally expect a response from Tim within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).