Puerto Rico Trip Planner Are you planning a trip to Puerto Rico? Start planning your itinerary on GAFFL. Here’s how:

Pick A Trip Type

Click on “Start A Trip” and pick your Trip Type

Choose Your Destination

Choose Puerto Rico as your destination and select how long your trip in Puerto Rico will be

Input Your Trip Details

Create a title for your trip and describe it by including things you will do and places you will visit in Puerto Rico

Start Your Trip

Select a meet up point and if other users on GAFFL like your trip itinerary, they can request to connect and meet up with you in Puerto Rico
Daniela
A week in Puerto Rico!
Explore San Juan with Daniela
San Juan
Mar 22, 2026 - Mar 28, 2026 (Flexible)
Hello, I am 29 looking for a travel partner for PR in March 2026 :) 
Aaron
8 Night Virgin Voyages Cruise Dec 5, 2025, to Dec 13, 2025
Join Aaron on his Adventure Travel to San Juan
San Juan
Dec 5, 2025 - Dec 13, 2025
I am seeking a male cabin mate for an 8-night Virgin Voyages cruise that sails out of San Juan Pu...
Shailee
Puerto Rico
Join Shailee on his Adventure Travel to San Juan
San Juan
Nov 27, 2025 - Dec 2, 2025
Join me for an adventurous trip to San Juan, Puerto Rico! 🌴 Let's explore the city, go camping, k...
Maria
First solo trip to Puerto Rico
Join Maria for this road trip to Rincon
Rincon
Nov 8, 2025 - Nov 19, 2025
Looking forward to beaches, mountains, city streets and surfing lessons. Would love to meet anyon...
Sigourney
2 day San Juan trip
Join Sigourney on his Adventure Travel to San Juan
San Juan
Nov 19, 2025 - Nov 22, 2025
I’m going away for a little mini weekend to explore San Juan Puerto Rico. Would love to connect w...
Ryan
first time in Puerto Rico
verification-badge Verified
Explore San Juan with Ryan
San Juan
Nov 4, 2025 - Nov 10, 2025
Visit, see, and try as much as possible
michael
just winging it
Join michael on his Adventure Travel to Aibonito, Puerto Rico
Aibonito, Puerto Rico
Dec 5, 2025 - Dec 15, 2025 (Flexible)
Going to Puerto Rico with no plans just figuring it out as I go
Phani
The Puerto Rico Experience
Join Phani on his Adventure Travel to San Juan
San Juan
Nov 16, 2025 - Nov 23, 2025 (Flexible)
I am looking for fellow travelers to explore the beautiful islands of Puerto Rico.

Looks like we don't currently have any locals here.


Roberto
Roberto
Luis Muñoz Marín Internatio...
Male, Age 35
Verified by
Work and Travel Gym Water Sports
Eddie
Eddie
San Juan
Nonbinary, Age 58
Verified by
ENGLISH ⬇️. Soy un hombre gay educado, intelectualmente ecléctico, MASAJISTA TANTRA PROFESIONAL, ...
Ryan
Ryan
San Juan
Male, Age 38
Verified by
I am 38 and a man. I enjoy traveling, board games, family and friends. Trying to see more of the ...
Jose
Jose
San Juan
Male, Age 34
Verified by
Im new in this site. I would like to meet people or traveling groups.
phil
phil
Male, Age 42
Verified by
Started in Vegas with 15 or so fellow aussies about 3 weeks ago for a pool tournament. Then solo ...
Arturo
Arturo
San Juan
Male, Age 43
Verified by
If your name is Google it will be amazing because you have everything I'm looking for 😜 I'm from ...
Stephen
Stephen
San Juan
Male, Age 31
Verified by
Planning to move to the USA
Alena
Alena
Female, Age 39
Verified by
Vegan for over 13 years, love animals, do my best to protect the environment - as zero waste as p...

FAQ

Why is GAFFL the best website/app for planning a trip to Puerto Rico ?

It is completely free to start planning your trip to Puerto Rico on GAFFL. You can keep all of your trip details in one place, including things you’ll do, places you’ll visit, where you’ll stay, and when you’ll fly. Also, after you’ve planned your trip, GAFFL helps you connect with other like-minded travelers planning a similar trip at the same time as you.

How do I plan a trip to explore different cities on GAFFL?

Planning a trip to explore cities on GAFFL is entirely free and very easy. Click on ‘Start A Trip’ and select ‘Explore Cities’ as your trip type. Then after providing your current location, select the city you want to plan your trip to. Create a title for your city exploration trip and describe things you’ll want to do and places you will want to visit. Then select a public place as a meetup point before or during your trip. You can also book hotels in that city and flights to that city and keep the information stored within your trip itinerary. Someone planning a similar trip can request to connect, meet up, share costs, and explore the city with you.

How can I plan a road trip to Puerto Rico on GAFFL?

Planning a road trip to Puerto Rico is completely free on GAFFL. Click on ‘Start A Trip’ and select ‘Road Trip’ as your trip type. Then choose where you’re planning to start your road trip and where you want to finish it. Create a title for your road trip and describe things you’ll do and places you want to visit while on the road. Then select a public place as a meetup point before or during your trip. Someone planning a similar road trip can request to connect with and together you can split costs for things like rental cars and lodging.

How do I plan a backpacking or hiking trip on GAFFL?

Planning a backpacking/hiking trip is absolutely free on GAFFL. Click on ‘Start A Trip’ and select ‘Adventure Travel’ as your trip type. Then choose your specific destination or a hiking trail and select the duration of your trip. Name your upcoming backpacking/hiking trip with a title and let others know the details of the trip in the description. Then select a meetup point in a public place. If other adventurers like your trip, they can request to connect and meetup with you.
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