Random Walks - Puerto Rico

Overview

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Itinerary Description

Find yourself soaking up the last days of summer in the Caribbean! From white sand beaches and tropical rainforests to a vibrant arts and nightlife scene, San Juan is the perfect place for nature lovers and cultural enthusiasts alike. You have many exciting opportunities to take in the island’s beautiful scenery, whether it’s from a zipline, a kayak, or through a pair of goggles. Don’t forget to explore San Juan’s bars and clubs during your free time – you won’t be disappointed!

Preliminary Itinerary*

Dates: Tuesday 9/2 - Sunday 9/7/2025

View the Puerto Rico itinerary via WorldStrides.

*Activities and hotel selections subject to change.

Trip Photos

KEY DATES

February 7
Random Walks Fair

February 11

Online registration for all Admits

February 14
All trip registrations suspended

May 5
Waitlist registration begins

May 19
Trip notifications

June 3
Final payment due

June 9
Waitlist placements begin

June 30
Waitlist registration deadline

August 28-Sept 2
Trips depart

Trip Photos

Trip Leaders

Reva Loving

E-mail: rloving@chicagobooth.edu

Hometown:  Tulsa, Oklahoma

Undergrad College: Northeastern State University

Undergrad Major: Accounting

Work Experience: EY Audit and M&A Consulting

Booth Clubs: Investment Banking Group, Low-Income/First-Generation Group, Dance Club, Giving Something Back

2024 Random Walk (if any): Cyprus!

Hobbies: Making fancy coffee, teaching my cat (Dave) tricks, helping others, sewing or tailoring clothes, crocheting flowers 

Fun Facts: I drove a motorcycle in high school, I have most of the Dutch Bros (coffee chain) syrups to copy their creations, I worked on the Starbucks Oleato deal and I like to try new recipes

Saadhiya Thabassum Kaisar Basha

E-mail: skaisarb@chicagobooth.edu 

Hometown:  Chennai,India

Undergrad College: VIT University

Undergrad Major: Chemical Engineering

Work Experience: Supply chain and Operations at P&G

Booth Clubs: IBG, Belgium club, SABG and MIB

2024 Random Walk (if any): Did not, I want to lead one now

Hobbies: Swimming, and trying to run a youtube channel

Fun Facts: I can guess Top250 IMDB movies in less than 1 sec. A competitive charades player.
-Couchsurfing host

Owen Moore

E-mail: owen.moore@chicagobooth.edu

Hometown: Gallipolis, Ohio

Undergrad College: University of Chicago

Undergrad Major: Public Policy

Work Experience: Investment Banking (Deutsche Bank)

Booth Clubs: Private Equity Club, Rugby Club, Ski Club

2024 Random Walk (if any): Vietnam

Hobbies:   Riding motorcycles, hiking, skiing, american football (Ohio State Buckeyes, Cincinnati Bengals), Travelling (Maps and Geography), Stand-up Comedy, and Blues (Chicago Blues is the best!)

Fun Facts: I have lived in Chicago for 10 years now! I am a pro - ask me all your Chicago questions. I beat Joe Burrow in football in high school, played all 4 years of football at University of Chicago, and I grew up in a family run funeral home in rural Ohio

Thatcher Townson

E-mail: ttownson@chicagobooth.edu

Hometown: Celina, Texas

Undergrad College: Baylor University

Undergrad Major: Finance & Economics

Work Experience: Investment Banking & Private Equity

Booth Clubs: Private Equity Club, Booth Outdoor Leadership Development, Christians in Business, Games Group

2024 Random Walk (if any): New Zealand

Hobbies: Hiking, Baking, Homemade Kombucha, Reading, & attending Concerts

Fun Facts: I make a pretty good apple pie (at least according to my parents), I read The Lord of the Rings books & The Silmarillion annually, & I have a basic understanding of German