Travel Advisor

Jacqueline Flaherty

She/Her

Expertise

San Diego,
France,
Luxury Travel,
Family Travel

Based in

Hinsdale, Illinois

Travel Advisor

Jacqueline Flaherty

Profile details

About

A Chicagoan who literally never says no to an opportunity to travel.

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Travel style

My travel style encompasses using travel as a means to connect with people and reminisce about past adventures, all while seeking out thoughtful hotels and exceptional service that provide me with comfort and support along the way. I have a deep appreciation for immersing myself in new cultures and experiencing novel activities that broaden my horizons. Additionally, I dedicate myself to researching relentlessly before every trip so that my clients can rest assured knowing that their travel plans are meticulously curated and taken care of.

Jacqueline's travel guides & trip reports

View out a hotel window of green trees and white houses beside the sea

Trip Report

Site Inspection at The W Algarve in Albufeira, Portugal

In March of 2024, I was able to tour the stunning W Hotel in the Algarve region of Portugal. Every detail was considered as this hotel was constructed and so tastefully designed. This property is...

An image of two colorful archways and outdoor seating. There are trees and a blue sky in the background.

Guide

Three Days in Mexico City

Mexico City holds a special place in my heart as a destination that truly embodies the essence of vibrant culture, rich history and delectable cuisine. The city's incredible food scene, bursting with ...

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Favorite hotels

Hotel Del Coronado

Experience timeless elegance and beachfront allure in San Diego, where historic charm, stunning ocean views and Southern California relaxation converge.

Fora Perks

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

Hotel Lungarno

Posh property along the Arno river with sophisticated, art-decorated rooms and suites.

Fora Perks

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

Grand Hotel Mackinac Island

Step back in time and embrace timeless elegance at this historic gem overlooking the stunning waters of Lake Huron.

Auberge du Jeu de Paume, Chantilly, Relais & Chateaux

Experience French elegance and historic beauty, where luxury accommodations, gourmet dining, and the allure of Chantilly create an enchanting stay.

Fora Perks

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

Jacqueline's travel photos

Dinning area of a restaurant with beautiful views

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Jacqueline's reviews

Jackie was so helpful!! I will absolutely be using her for all future bookings

Taylor A.
Booked travel to Toronto
December 2024

Jackie got us a last minute booking and a room upgrade, complete with perks like a hotel credit and complimentary breakfast. We have another upcoming trip Jackie booked and we are looking forward to another seamless getaway!

John D.
Booked travel to Chicago
December 2024

Once again, Jacqueline went above and beyond to make certain we had a great experience. She made sure we had a nice room and pre verified our reservation days before arrival to make sure no delays upon check in. Also made suggestions for seafood restaurants and an architectural tour guide she had personally used a few months prior. Such an insider! Awesome to have Jacqueline as our secret weapon for booking travel and adventures.

Jesse M.
Booked travel to Charleston
November 2024

Jacqueline had great communication and was very pleasant to work with! We will definitely use her services again!

Robin F.
Booked travel to Milwaukee
November 2024

Jacqueline Flaherty curated by Jacqueline Flaherty

Get in touch with Jacqueline

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

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