Thrive 2021 – Puerto Rico

Good Day Sir…

You are not receiving this accident or coincidence. You are a believer with the mission to thrive through life instead of solely survive—a risk-taker aiming to take on life PLAYING TO WIN and not playing NOT to lose. We have all heard the saying, “you are who we associate our self with.” Or the infamous quote of ” If you hang around 4 millionaires you’ll be the 5th one, in contrast, if you hang around 4 broke people….” you know the rest. With that, I wanted to put together something different than the standard meet-up at a bar or restaurant for a night. An opportunity to get together over an extended time, to learn from each other mistakes and wins, hear each other point of views, principles that shaped us as men, to offer help in each other business or future ventures, and also still have a good time and explore a new culture along the way.

The Logistics

When and Where:

The gorgeous American island of Puerto Rico is a destination. Ideally, we will be flying into San Juan airport from Wednesday, June 23rd – Monday, June 28th. Flights from Atlanta start at $280 (Frontier) to $409 ( Delta) round trip non-stop, departing mid-day at noon, arriving at 4pm or so. NO PASSPORT NEEDED! Check out the flight information below:

“Reading is essential for those who seek to rise above the ordinary.” – Jim Rohn

The Theme

We have all read excellent books that have changed our way of thinking and recommended ones that have done the same. The morning would be good to dive into some key points we gathered from the book that we all have read. What that book is, still up for debate. Open to any suggestions. Here’s my next read.


Check in: Wednesday, June 23rd

Check out : Monday, June 28th

The Island has plenty of choices; it seems that Airbnb will be the most economically splitting between 4 to 5 people. Here is one solid search I found in the Old San Juan area. On my search, I considered comfort, space between each other, living room area, kitchen (ability to cook meals to cut cost), centralization of supermarkets, and price. Here are a few; I’ll add more if I see any. I’ll leave a couple open spots for any suggestions anyone might have.

Stylish Beach Apartment | 8 minutes from beach

$1,252 total for entire Stay

4 people Split -$313 each

5 people Split -$250 each

Open to Suggestions

Open to Suggestions

All prices are subject to change as time progresses. All prices are based on an estimated averages, these numbers will give a good ball park.

Pricing Table

Total Per Person

Lodging $1200 to $1,300


Car Rental- $800 – $850


Spending Money

4 Person Split

$805- $842.50

$300 – $325


$200 – $212.5



5 Person Split

$705- $735

$240 – $260


$160 – $170



To Do

There’s so much to do on the island, all can’t be named. Here are a few personal suggestions

Crash Boat Beach

Pier Jumping

Crash Boat beach is one of the most popular beaches in Puerto Rico’s west coast and Aguadilla’s crowning gem. Its turquoise waters make this beginner diving spot ideal for snorkeling, swimming, and even surfing during the summer. 

El Yunque Rainforest

U.S National Only National Rainforest

This natural treasure is an excellent destination if you want to be immersed in nature. You can visit for a hike on one of its many trails, bathe in natural pools beneath waterfalls, or relax and enjoy the scenery.

Old San Juan

Culture, Culture and Culture

Old San Juan is home to the San Juan National Historic Site, with buildings dating from the 16th century, including the San Felipe del Morro and San Cristóbal fortresses and the old city walls.