What vacation destination provides a fun, affordable getaway with beaches, nightlife, plenty of restaurants to delight foodies, off the beaten path spots, and has history to explore? If that wasn't enough, what about an island paradise that doesn't even require a passport if you're a U.S. citizen? Puerto Rico provides the best balance of everything you want in a vacation to destress, adventure and party up.
Here's a comprehensive 5 day Puerto Rico itinerary that takes you to the best of what they have to offer and places that most tourists never get to go to.
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Why Puerto Rico is awesome
Puerto Rico is a unique island in the Caribbean Sea for a so many reasons. It's a tropical destination that is packed with natural wonders, historical Spanish influences, a dynamic culture, and delicious foods.
In the chain of islands which has the larger Dominican Republic and Haiti to the left and the tiny British Virgin Islands and US Virgin islands to the right, Puerto Rico is quite the sizeable island. In fact, it's 3 times the size of Rhode Island which is why you'll find that every side is so unique.
Puerto Rico is a territory of the United States located in the Caribbean and as a result, is quite the easy island to visit if you're American and carry a US passport. There are frequent flights from all corners of the US and is also easily accessible by Canadians.
With the only tropical rainforest in the US with El Yunque National Forest, beautiful beaches that line the coast, salt flats to the west, ocean tides to the north, and scuba paradises in its smaller islands (Culebra, Vieques, and Isla de Mona), there is so much adventure to be had.
Lastly, what sets Puerto Rico apart from many other Caribbean islands is that it doesn't bill itself as a resort island where all inclusives dominate. Instead, the encourage visitors to rent a car to explore the island. The local roads and highways are USA-calibre so expect it to be incredibly easy to find your way around.
5 Day Puerto Rico Itinerary
Now that you know a bit more about the island, let's jump right into what your Puerto Rico itinerary can potential look like!
This is a holiday plan that's designed for both first timers and those that really want to see the best of Puerto Rico's nature offerings in a short span of time. As you'll see, it very much focuses on the eastern side of the island.
Day 1 – Get Your Beach On
You're going to want to maximize your time out here so I'd recommend catching the earliest flight you can find to San Juan which is where the international airport is located in. Check into your hotel and once you're settled in, grab a rum drink, hit the beach, and kick back. There's no better way to start off your vacation.
If you really want to make the most of your 5 days in Puerto Rico, there's time to a sunset walking tour of San Juan's Old Town.
For dinner, check out Oceano for an amazing modern culinary experience. Your tastebuds will thank you.
Recommendations for where to stay
HOTEL
Contemporary hotel that's located in the heart of San Juan. Rooms feature wifi and property has stone bathtubs and a rooftop sundeck for you to use. An excellent affordable choice.
GUESTHOUSE
One-bedroom apartment in a a great location in San Juan that can fit 4 people. You'll have the entire apartment for yourself with free wifi and a flat-screen TV.
Day 2 – Old San Juan
After a hearty breakfast at your resort/hotel, it's time to head out and explore Old San Juan. I recommend that you start your trip at El Morro National Monument which is an impressive 16th century Spanish fort that costs less than $5 per person. The views from up here are awesome.
From here, make use of the free white tram and hop off and hop back on along the way to take advantage of the numerous quirky boutiques. It's in the old city where you'll want to freely roam around and admire all the old-world colorful buildings that surround you. Along the way, you'll end up grabbing a rum drink or a fresh fruit frappe at one of the many watering holes.
For lunch, consider a local favorite, Restaurante Raices, which serves up delicious mofongo and chimichurri and where the waitresses dress in traditional Puerto Rican outfits.
The afternoon is free for you to either explore further or head back to your hotel and take advantage of the beach or pool.
If you're interested in doing a sunset cruise, plan to check out this sailing excursion that leaves from San Juan Bay.
San Juan is one of the nightlife capitals of the Caribbean and to not take advantage would be a shame! Soak up the energy and show off your best dance moves at a spot like La Placita. Salsa, hip hop, bachata, reggaeton, this place has it all. Best part is that locals come here too so you know it's authentic.
Alternative idea: Now if touring the city isn't your jam and you'd rather do something adventurous, I thought I'd just drop in this 2-Hour ATV activity at Campo Rico Ranch. There's also an affordable and popular jet ski experience in nearby Isla Verde by the airport.
STAYING PUT IN SAN JUAN?
If you'd rather just stay in one spot and enjoy the island from San Juan, make sure not to miss our day trip guide.
Day 3 – El Yunque
It's time to hit the road on the third day and head to one of Puerto Rico's best attractions, El Yunque National Forest. This is one of the destinations featured in our best day trips in Puerto Rico from San Juan but what's even better to drive out here yourself.
This tropical rainforest is filled with incredible waterfalls, hike-able dense forests, and a ton of wildlife to spot. You'll want to start off at the El Portal Tropical Forest Center where you'll be able to learn more about the area's wildlife, grab a few maps and ask for advice on hikes.
One hike I'd recommend is the one that takes you out to La Mina Falls which is only 30 minutes. If you're up for a challenge there are also a number of 3-4 hour hikes. At a minimum make sure you make sure you stop by La Coca Falls and climb up to the Yokahu Lookout Tower for spectacular views from the top. If you're lucky, you'll be able to spot the Coquí frog and the Puerto Rican parrot during your time here.
For lunch, I recommend the many kiosks of nearby Luquillo. These row of humble restaurants along Route 3 are a great place to sample Puerto Rican favourites like arepas and plantains.
In Luquillo is a natural water rock slide called Las Paylas where there are smooth rock downhill rivers make for a thrilling ride. There's no cost to this since it's just part of the local river but you can pay $5 to park at a local's house where he's sectioned off an area as a parking lot and provides easy access straight down to the river. As always, be careful of the slippery rocks and chat with the people there first to find out what where the easiest access to the start of the slides are.
Once you're done, head over to the Cieba (moved from the original Fajardo ferry terminal) which is 25 minutes from Las Paylas. Here, you'll catch a 1 hour ferry to Isla de Vieques. It will only cost $2. Keep in mind that the two late departure ferries leave at 4:45 PM and 8:15PM.
You can now book this ferry online on PorFerry but since this is a third party service, the cost will be slightly more.
When you reach Vieques, get a cab to one of the many hotels nearby such as El Blok Hotel and Malecon House.
Getting here: Logistically, you can either do a one-way car rental from San Juan (make sure to use our car rental coupon codes) for the day or you can coordinate with a tour company doing half day tours to El Yunque and negotiate a drop off in Fajardo.
Recommendations for where to stay
BOUTIQUE HOTEL
This 13-room boutique hotel is in the seaside village of Esperanza on the southern side of Vieques. All rooms have air condition, personal refrigerators, wifi, and safes. A great pick!
AFFORDABLE LUXURY
This is an adults-only modern hotel in Vieques with European aesthetics. Every room has air conditioning, free wifi, mini bar, safe, and free toiletries. They also serve amazing food and drinks on-site.
GUESTHOUSE
Out of the 3 properties here, this is the only one at Isabel II in Vieques which is where the ferry comes into. This guesthouse has 8 rooms, has a communal kitchen, pool area, and rooftop. The service here is personal and rooms are equipped with a bag for the beach, coolers, seats, and even snorkelling equipment.
Day 4 – Isla de Vieques
Isla de Vieques is a Caribbean island off to the east of the main island that typically stays under the radar but is a treat for anyone that knows about it. This is an island that's escaped major commercial developments and so you get a tropical paradise that is full of secluded beaches and wild horses that roam the countryside.
Spend the day lounging at your hotel beach or head out to some of those postcard perfect beaches that dot the island. Blue Beach and Caracas Beach are easy to get to but just remember to bring your own food, drinks, and other beach gear because there are no shops out here.
You're probably wondering why I didn't include the Bioluminescent Bay in Fajardo. The reason is because there's an even better bay here since it's been left largely undisturbed and unpolluted. Under dim moonlight, you're able to kayak into a body of water where every paddle stroke you make causes the water to glow around you. It really is out of this world to see. For this, I would recommend booking in advance as the tours do fill up quickly. A company like Black Beard Sports has nightly tours heading out to the Vieques Bio (Mosquito) Bay. If you're in San Juan, you can also do this bio bay with tours like this.
Tip: For the best experience, visit the bio bay on a dark night prior to the new moon for one of the best glow.
If you're close to Esperanza, end your night with drinks at Bananas and have dinner at El Quenepo (make sure you make reservations).
Day 5 – Culebra
Now if it were up to me, I'd keep this spot a secret but you really do have to check out the island of Culebra. Think of this as the anti-tourist destination.
If you thought Vieques was quiet, this is another island where you won't find any flashy hotels, tour buses, golf courses, casinos, fast-food chains, or rush-hour traffic. Instead, you get long stretches of white sand beach and a sleepy and quaint town.
From Isla de Vieques, you'll have an early wake up call so you can catch the 6AM ferry back to Fajardo and then link up with the 9AM ferry from Fajardo to Culebra. Once you get here, check into your hotel.
Alternative idea: If the ferry gets too complicated, there is also a full-day Culebra Island Catamaran Tour that starts from Fajardo that's worth considering.
With Flamenco Beach, TripAdvisor's Traveller's Choice in 2015, it's really a no brainer where you'll end up spending the day.
As your last full day, this will be your chance to do everything you didn't get to do on the trip or just a whole lot of nothing. Go snorkeling. Go diving. Go sailing. Rent a jetski. Watch the sunset. That's a pretty good day right there!
For food recommendations, depending on where you find yourself, check out Zacco's Tacos, Dinghy Dock, or Vibra Verde.
BUDGET
This is a highly affordable budget hotel in the center of Culebra and 1km from the airport. Free wifi is available in the public areas of the hotel and rooms have their own private bathrooms and AC.
MID-RANGE
This is a beautiful property overlooking Fulladoza Bay that comes complete with dock and access to water sports facilities. It's nice a quiet with it 3km from the town centre. Units have private balconies and decks.
LUXURY
“Perfect location on a hill with spectacular view over Culebra island. Very quiet. Room was all new and well equipped.” This is practically a mansion turned into a guesthouse with giant and comfortable rooms.
Day 6 – Back to San Juan
It's not really a full day as for most you'll be looking to fly back home from Puerto Rico. Depending on your schedule, you'll either have extra time to explore or you'll be focused on making it back to San Juan Luis Muñoz Marín International Airport.
Ferry wise, to get to Fajardo, catch the 6AM (only weekdays), 1PM or 5PM. Once you get to Fajardo, to get to San Juan, you have the option of taking a cab (roughly $80) or you can do a one-way car rental once again.
The week will feel like a whirlwind but when you get back home you'll reflect and think how epic of a vacation it really was.
Puerto Rico Travel Tips
Currency: USD
Ferry Schedule: Full details about the ferry to Vieques or Culebra
Cell Phone Service: If you have a US SIM card, this will work here.
Electrical Outlet: Standard North American plug.
Best Time To Go: The peak travel period is December to April and low season falls between May and November. June 1 to November 30 is also hurricane season. It's safe to say that low season is the best time to go in terms of crowds and prices.
Numeric Confusion: Puerto Ricans use both miles and kilometres: distances in kilometres, while speed limits are in miles. To add to the confusion, gas is sold in litres and not gallons.
Recommended Activities To Book in Puerto Rico
Looking for other activities? Here are top 5 activities on GetYourGuide to consider reserving ahead of time before they sell out. These are ranked by how much these activities are in demand to give you an indication of popular they are.
I've indicated the city that each of the tours depart from.
- [Carolina] Isla Verde, Puerto Rico: Jet Ski Tour – Travel through the San Jose Lagoon to the beach of Isla Verde in a jet ski.
- [San Juan] 2-Hour ATV Adventure at Campo Rico Ranch – 2-hour ATV adventure at a private ranch to discover mountains, mangroves, limestone, and indigenous wildlife.
- [Fajardo] Catamaran Day Trip to Deserted Icacos Island – A carefree 6 hour sailing trip on a catamaran to Icacos.
- [San Juan] Horse Riding at a Private Ranch – Incredible 2-hour horseback riding experience at a private ranch.
- [Carolina] Full-Day El Yunque Rainforest & Waterslide Tour – Discover this magical rainforest, learn about the history and ecosystem, and of course go on the epic waterslide.
Frequently Asked Questions
There's no denying that Hurricane Maria left considerable damage in its wake. That said, almost half a decade later, the island has focused on recovery and rebuilding. As a visitor, most attractions have recovered and tourism is more-or-less back to as it was before.
The ideal answer is at least a week, if not more to truly see the entire island. However, if you're short on time, you can see many of the highlights of the eastern side of Puerto Rico in 5 days.
5 days is a tight squeeze but enough to see San Juan, El Yunque National Forest, Vieques, and Culebra.
What about you? Have you been to Puerto Rico and have your own recommendations? Or are you planning a trip and need advice? Don't be shy! Drop a comment down below.
What you should read next
Paige Holden says
Help! I’m trying to plan a PR itinerary and feel a little stuck. We want to visit Isabela / Rincon area (family may be there traveling), but we also want to visit Vieques. Is this possible in 5 days? How would you do it? We will be renting a car, but I understand we can’t take the car on the ferry to Vieques. Do we need a car in Vieques? Thanks!
Will Tang says
For 5 days, that might be a bit tough because if you look at Isabela/Rincon, they’re on the other side of the island. When you factor in time in SJ and Vieques which is on the far Eastern side, you’re really making it a tight itinerary where Vieques you’ll need at least one night. That said if you’re willing to crunch it in, I am sure it is possible but we’re talking about 1 night in each spot. You’ll need a car rental to get about the main island but for Vieques the ferries are primarily passenger boats so you won’t be able to bring it over so you’ll need to leave your car behind. Once you’re on the island, just rely on taxis and excursions to get around.
Deirdre O'Neill says
Looking to plan a 5/6 night trip July 31-Aug 5. Slightly Flexible on dates. I’m look for help planning an itinerary/ possible tours.
Rough idea
-Bioluminescent bay
-El Ynnque rainforest
– kayaking
-zip lining
Isla verde.
Will Tang says
Okay awesome! Here are a few suggestions for tours that you should look into booking before they sell out:
– Bio Bay for $80.41
– El Yunque – half day tour that leaves from San Juan but I’m sure they could accommodate depending on where you’ll be.
– Kayaking that leaves from Ceiba Ferry Dock (Culebra)
– Zip lining – 3-hour Campo Rico ziplining adventure from San Juan (lunch included)
– Isla Verde – I feel like this is somewhere that’s pretty easy to get to especially if you’re in San Juan. You can rent a car or look for transportation out there.
Hope this helps!
Deirdre O'Neill says
This is exactly the trip I wanna book but in reverse and doing Lajas instead for the wall diving. Is there some I can hire to plan all the transportation and hotels?
Will Tang says
Hey! I don’t have anyone specific in mind that can help you as an agent but if you’re looking for recommendations just let us know!
Kim says
Hi Will,
How’s the nightlife in San Juan? Also, is Rincon a must visit destination?
Thanks,
Kim
Will Tang says
San Juan’s nightlife is going to be pretty good! It is the capital so it’ll be the best on the island for sure. Personally, I don’t think Rincon is a must-do as it’s further out west when most of the must-do’s are on the east. Rincon is great for beaches and surfing if that’s your priority!
Bonnie wurzer says
Hey Will, you sound like a really fun guy with great knowledge of the area, we are having a difficult time trying to figure out where to get a place that is close to the activities we are interested in doing.
1. Intermediate mountain horseback riding, not nessasaraly with a large group?
2. Vie guess bio (mosquito) bay
3. Elyunque national forest hike
4. Kayaking in caves
5. Rainforest
6. Catamaran ( high speed) with drinks and Lunch
7. And anything exciting you can add?
Thanks so much 🐎🐋🦀🍻🏇
Will Tang says
Hey Bonnie! Thanks for dropping a comment :) That is quite the awesome line up of activities! Okay so based on your question, it sounds like you’re trying to decide where to stay that’s central to a lot of these activities, is that right? So in theory there are a lot of activities that you can do from San Juan just because that’s where a lot of people base themselves and everyone is looking for day trips. What I actually recommend is perhaps splitting time between San Juan and Fajardo sincea lot of what you want to do is on the eastern side of the island.
You can combine El Yunque with a Bio Bay with activities like this https://goaw.pl/2FEkTNd from San Juan or you could just do Bio Bay from Fajardo
There are Catamaran trips like this that leave from Fajardo out towards Culebra: https://goaw.pl/2WxRn1v
For a lesser known horseback riding place, there’s somewhere called Hacienda8: https://goaw.pl/2JK8go4
Caving adventures can start in San Juan (they’re not kayaking though): https://goaw.pl/2TCwRee
The Cueva Ventana and Indian Caves also look pretty epic: https://goaw.pl/2OvRRlY
Bonnie says
Thanks for your response Will , can you also tell me how far vie guess , mosquito bay is to Luquillo? And how far apart Luquillo is to Fajardo sincea?
Will Tang says
The exact time I don’t have for you but the ferry from Ceiba to Vieques is 1 hour 30 minutes alone + the additional time you’ll need to get there ahead of time to wait for the ferry. Ceiba to Luquillo is another 30 minutes or less. In total I’d account for 2.5 hours or 3 to be comfortable.
Preethi says
Great Post! Thank you. Are the ferries from Ciebo dependable enough to the Isle of Vieques yet? I am not finding enough information on that! Thank you! We’re travelling end of the month!
Will Tang says
Hard to say as I haven’t experienced it myself. I would imagine it being same as from Fajardo as they literally moved operations over to Ciebo late last year. You’ve checked out this page right? https://www.vieques-island.com/viequesferry.shtml
Leigh says
Is it accurate that all ferries now operate out of Ceiba instead of the Fajardo Ferry Terminal?
Will Tang says
You are right! Since Fall 2018, the ferries have now moved from the aging Fajardo Ferry Terminal to Ceiba where they’re concurrently building a new terminal. I’ve updated the post!
Tiru says
great tips for first timers like me, am planning to go for a 5 day trip with my wife. Could you suggest me a great hotel in SJU and also do you suggest to rent a car for myself or everything is commutable? Please advise.
Will Tang says
I definitely recommend renting a car especially if you’re not going to be only staying in San Juan and hoping to explore other parts of Puerto Rico. For a great hotel while being based in the city center, I recommend the CasaBlanca Hotel: https://tidd.ly/c0bd101f
Kaithlyn says
Planning my own trip to PR next week, and this blog post is proving extremely helpful. Thanks a bunch!
Will Tang says
You’re welcome Kaithlyn!
Shannon Colman says
Looks dreamy, especially that glow-in-the-dark bay! I don’t really understand the politics of Puerto Rico…how much of its policy does Washington D.C control?
Will Tang says
I don’t understand the politics of it all either and how self-governing Puerto Rico is but that’s a really good question!