The Ultimate 7 Day Puerto Rico Itinerary : How to spend one week in Puerto Rico

It’s always a challenge to fit everything you want to do in a destination into a week visit, especially somewhere like Puerto Rico. This island is quite diverse so it’s packed full of activities, yummy food and adventure! I’m sharing my 7 day Puerto Rico Itinerary I created on a recent visit there to help you plan your trip. Puerto Rico is an easy flight from New York City so you can always revisit if you miss something out!

Packing List for Puerto Rico

To cover all the activities in my itinerary like jungle excursions, boats days and city strolls you’re gonna need a few things…

    • light rain jacket
    • day pack
    • quick dry towel
    • clothes you can get dirty/muddy/wet in
    • resort wear
    • comfortable walking shoes
    • bathing suits, 1 that is sporty and 1 to lounge in
    • reef safe suncreen
    • camera
    • bugspray
    • water shoes
    • Floating Dry Bag
    • sunglasses
    • hat

7 Day Puerto Rico Itinerary: Day 1 – Arrival Day 


Fly into San Juan Airport. What I love about this airport is the easy and proximity to everything else. Old San Juan, beaches and major hotels are all within a 20 minute drive. If you haven’t rented a car, head towards the sign that says ride share which will be upstairs. This is where you can meet your Lyfts and Ubers.

Staying in an Airbnb is a great option in San Juan. There are great options in Old San Juan, Condado Ocean Park and Isla Verde. Since our Airbnb was on the edge of Ocean Park it took us about 10 minutes to get there. You can pop into a local shop for some Medallas (Puerto Rican beer) and drink them while you unpack.

Dinner and drinks in Condado

Take an Uber over to Calle Vendig in Condado and grab take away Pina cooladas in pineapples from the to go juice counter.  Sit on the beach and watch the sunset with local street food from La Cocinita or splurge for dinner at Oceano.

food truck

La Cocinita

San Juan Nightlife

After you’ve had some time to unwind head to Old San Juan for post dinner drinks.

    • La Factoria – (148 Calle San Sebastián) The coolest bar/club in Puerto Rico. Salsa on Mondays.
    • Bar Batey  – (101 Calle del Cristo)  Dive bar with graffiti walls and Jenga to borrow. 
    • The Cannon Club – (215 Calle San Sebastián)  Gorgeous rustic chic piano bar. There was a actually a parrot perched on the bar drinking a beer!

7 Day Puerto Rico Itinerary: Day 2 – Old San Juan Day Trip

Sleep in, then head back to Old San Juan for brunch. After brunch explore the oldest city in America!

Breakfast in Old San Juan : Choose from these delicious options.

    • Cafe Mimosa – (316 C. de la Fortaleza) American style breakfast with great mimosa deals!
    • Waffle-era – (250 Calle San José) Have your whole breakfast served on top of a waffle! Various sweet or savoury options. I had the green eggs & ham which is prosciutto, steamed egg whites and cheese + pesto. Something different and very tasty! We management to get the seats outside too.
    • Chocobar Cortes –  (210 Calle San Francisco) This restaurant serves menu items where chocolate is the star. Farm-to-bar chocolate made in the Caribbean.

Explore Old San Juan on your own or book a walking tour.

What to do in Old San Juan

  • Visit the forts; Castillo San Felipe del Morro +San Cristóbal
  • Walk down La Fortaleza and see the Govenor’s mansion.
  • Get a view of La Perla, a historical shanty town outside the Old San Juan city walls.
  • Admire the colourful buildings which the old city is filled with.
  • Check Out the home of Ponce de León to be transported back to the 16th century.
  • Visit La Rogativa
  • Visit Art Galleries

Post tour Pina Cooladas

Stop at Barrachina where the pina colada was invented. Just head to the bar and you won’t have to wait! 

Dinner in Old San Juan

    • Verde Mesa – A healthy gourmet restaurant with bites meant to savour.
    • The Parrot Club – A new Latin Bar and Bistro established in 1996.
    • Deaverdura – Authentic Puerto Rican food experience.
    • Marmalade Restaurant and wine bar – Farm to table tasting menus or a la carte dishes. Plenty of vegetarian options.
    • El Jibarito – This homestyle cooking restaurant makes it on many “must go” lists. We ate here and I have to say I wasn’t impressed. However, since it was quite affordable it was hard to complain. Consider stopping in for a drink.

Take it easy tonight to be ready for the Rainforest in the morning . Make sure you find somewhere to buy food and drinks for the day.


7 Day Puerto Rico Itinerary: Day 3 – El Yunque 

El Yunque is the only subtropical rainforest in the National Forest System. It has plenty of trails, nature and waterfalls to see, you just need to decide whether to do it on your own or to book a tour. Make sure you eat breakfast at the airbnb or pick up some easy snacks. We brought trail mix fruit and sandwiches as well as enough water for the day. The tour we chose was an adventurous ones but there are other options. For more touristy routes you may not need a guide at all. 

Rainforest  Adventure Tour: El Yunque

Bring swimwear and watershoes or shoes you dont mind getting dirty/muddy and I mean covered and soaked!  Sandals are NOT allowed. Expect a REAL hike in full nature, going down natural waterslides even a swing rope. There are also cliffs to jump off of including a 40 foot one!  Bring towels and change of clothes.  This was definitely my favourite activity of the trip! Not for those with mobility issues. They can provide transportation if needed. From San Juan to El Yunque is about an hour drive. 

On the way home stop at Kioskis de Luquillo

It’s a strip of bars and restaurants lining the beach. From traditional Puerto Rican to pizza to take away empanadas and international cuisine, they’ve got it all. We ate at Terruño, which actually ended up being my favourite meal. Prices are reasonable, happy hour deals with an open air back patio.

car in front of a restaurant store front

7 Day Puerto Rico Itinerary: Day 4 – Condado Beach + Spa Day 

Eat brunch at Sabrina (1801 Calle Loíza #1a), a brunch and bistro bar named for the classic Audrey Hepburn film. 

Have a pool day at one of  the luxury hotels or hang at Condado beach.

If you prefer a pool there may be a minimum spend so keep that in mind.

  • Serafina Hotel and Beach Club – Being that we were a group of 8 we chose to reserve a cabana. To do so they made us guarantee a spend of $400 which wasn’t too bad for 8 people. If you have a smaller group you could probably just walk in but you risk not getting a place to sit if its busy. The pool water was nice and warm so you could always just sit yourself in there all day! Honestly, no one was checking who was a hotel guest or not.
  • La Concha
  • Condado Vanderbilt

Afternoon Massages at a nearby spa

Dinner and casual drinks at Lote 23

  • A Gastronomic park with a dozen food trucks and live music. I got a poke bowl, a pork sandwich and pig in the sea mofungo which was amazing. The variety was ideal!


7 Day Puerto Rico Itinerary: Day 5 – Culebra Excursion 

turquoise water will mountain in background

Early breakfast at the airbnb or pack breakfast to eat on the drive. To get to Culebra there is a ferry from Ceiba or you can book a day trip on a catamaran or boat which leaves from Fajardo. 

Day trip to Culebra

  • East Island Catamaran to Culebra will bring you to a reef to snorkel then to the beautiful Flamenco Beach. Lunch is provided as well as drinks, including rum drinks. Fresh baked bread, sandwich fillings and salads were all quite tasty! I enjoyed this cruise but just felt there was not enough time at each stop. The boat parks near Flamenco Beach, but you have to swim to the sand. Make sure you have a dry bag with you if you want to bring anything to the beach. If you need transportation to Fajardo that can be provided by them as well.
  • Ferry to Culebra by booking ahead of time with Poferry.
  • Private Yacht Charter

Night out in Santurce

  • La Placita -(179 Calle dos Hermanos) This historic market turns into a nightlife hot spot especially on Thursday and Fridays. This is highly recommended! You can get local priced food and drinks here. Parking nearby for a fee.
  • Jungle Bird – A cocktail bar around the corner from La Placitas by the same people responsible for La Factoria.
  • Penulitma – A cocktail bar with outdoor space.


7 Day Puerto Rico Itinerary: Day 6 – Free Day

The last full day is left open so you can go and do the things you missed or want to go back to! Here are some ideas:

  • Casa Bacardi – 
  • LED Night Kayak tour – 
  • Beach day
  • Day trip to Vieques
  • Visit the forts of San Juan – One entrance fee paid will get you into both Castillo San Cristóbal and Castillo San Felipe del Morro. They are also included on the America the Beautiful pass.

Sunset drinks at La Vergüenza Viejo San Juan(280 Bulevar del Valle), a bar with multiple levels and ocean views. The top 2 levels are terraces and bars are on all 3.

fort view

El Morro

7 Day Puerto Rico Itinerary: Day 7 –  Home 

If you have time have Breakfast at Bistro Cafe (31 Av. Isla Verde, Carolina) in Isla Verde for over the top brunch! Hot chocolate made from Nutella, Peanut putter pancakes and mimosas with frozen fruit pops in them were some of my favourite items.

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