15-day Costa Rica Trip Itinerary

Day 1: Arrival in Costa Rica

Price does not include optional activities and subsequent transportation.

Saturday Afternoon
  • Arrive at San Jose's Juan Santamaria International Airport (SJO) in Costa Rica and be ready to begin your adventure at 3:00 pm.
  • Your Community Manager will pick you up from the airport, and we’ll head to the beach!  (~1.5-hour drive)
  • Make a quick stop at Rio Tarcoles where you can see groups of Costa Rican Crocodiles. These crocs can reach lengths of up to 12 feet (3.6 meters)!
  • Arrive at Playa Hermosa, a beautiful black sand beach recognized as one of the most consistent surf breaks in the world. Soak in your first of many sunsets in Costa Rica and don’t forget to bring your bathing suit!
  • After a swim, enjoy your first dinner as a group right by one of the coolest black sand beaches in the country.
  • Depart to our boutique hostel in Manuel Antonio. (~1-hour drive)
  • Get settled into your private room and relax after your long travel day.

Day 2: Manuel Antonio National Park

Sunday Morning
  • Wake up in your new home away from home and have a delicious Costa Rican breakfast.
  • Spend your morning hiking Manuel Antonio National Park with your Community Manager. This trail is a great opportunity to see white-faced monkeys in their natural habitat, especially in the mornings. The trail also has several great viewpoints along the way. If you have a sharp eye, you may even be able to spot a sloth!
  • End your hike at one of the most beautiful beaches inside Manuel Antonio, National Park.
  • Enjoy lunch and stop back at your room to change out of your swimsuit.
  • Go with your Community Manager to he local town of Quepos, a ten-minute bus ride, to get acquainted with the local supermarkets, pharmacies, laundry service, and cell phone stores.
  • Watch the sunset on the malecon and walk the boardwalk to Marina Pez Vela, an area along the water with several restaurants and good WiFi.

Day 3: Co-working Begins

Monday Morning

  • Enjoy a delicious Costa Rican breakfast right at your hostel.
  • Join one of the hostel’s group workout classes. Several times a week yoga, pilates, salsa classes, and HIIT training are offered. Classes are staggered throughout the day to accommodate varying work schedules.
  • Begin your first of many workdays in your co-working space with your new friends.


  • Co-workers will mostly be on their own during the week, but feel free to grab a friend and walk to several great restaurants and coffee shops with strong WiFi in the area.
  • After work, head to the beach to decompress after your day.
  • Catch some waves and stay for an incredible sunset.
  • Find dinner around town, or cook for yourself at the local hostel.

Day 5: Humpday Dinners

Wednesday Morning

  • Get up early for an optional walk on the beach. Bring a friend and don’t miss out on this precious part of the day as the jungle awakens.
  • Enjoy an authentic Costa Rican breakfast when you get back to the hostel.
  • Hop online after breakfast from the co-working space and begin your workday with a smile!
  • Enjoy lunch on your own at a restaurant like El Avión, a restaurant built into a cold war era cargo plane overlooking the Pacific Ocean.
  • Get some more work done before meeting up with your friends to kayak, paddleboard, surf, or relax in your hammock under a palm tree.
  • Enjoy an included humpday dinner with the group to build community among your digital nomad friends and catch some live music on the Patio of Café Milagro.
  • After sunset, don’t forget to look up at the sky…Costa Rica has incredible stargazing!

Day 7: TGIF!

Friday Morning

  • Maybe you prefer to go to the gym rather than a group class at your hostel? If so, you will be within walking distance to MA Fitness and can join for the month.
  • Have coffee and a smoothie with local fruits for breakfast as you try not to look too sunburnt on Zoom.


  • Have a working lunch by sending a Whatsapp to any of the local restaurants that deliver, so you can get your work done early today.
  • After work, join your group and take the bus to the local farmer’s market in Quepos. Fridays are Quepos’ best display of culture when all the local people get paid and go to the market.
  • Enjoy an included dinner with the group at a local restaurant.
  • Enjoy a night out on the town with your group, or relax before tomorrow’s adventure.

Day 8: Weekend Jungle Trip

Saturday Morning

  • Enjoy a traditional breakfast included in your month-long stay. If you need a break from Costa Rican food, enjoy typical American breakfasts offered around town.
  • Depart for a waterfall hike with your Community Manager.


  • Take a break from your adventure by having lunch at a local restaurant in rural Costa Rica.
  • Have dinner with the group at a local restaurant back in Manuel Antonio.
  • Enjoy a night out on the town with your group, or relax before tomorrow’s adventure.

Day 10-14: Co-working & Optional Adventures

Weekday Mornings

  • Wake up early to take advantage of cooler mornings to walk the beach, surf, practice yoga, or hike a local trail.
  • Enjoy a local breakfast included during your stay.
  • Fob into your co-working space and say hello to your fellow co-workers.


  • Take a break from work to enjoy lunch at one of Manuel Antonio’s excellent restaurants. Bring your laptop to Emilio’s Cafe to enjoy some time working with an incredible view.
  • If needed, go back to your private room to take confidential Zoom calls.


  • Sunset is around 6:00 pm, so hurry down to the beach after work to catch a glimpse with your group.
  • There is always something going on this time of year in Manuel Antonio, like live music or a local soccer match. In addition to your group, the town offers a nice mix of locals and ex-pats to befriend.

Day 15: ¡Adios Costa Rica!

Saturday Morning

  • Wake up to the sounds of the jungle one last time.
  • Have your last dish of gallo pinto for breakfast and take a Costa Rican coffee to go.
  • Depart for Juan Santamaria International Airport (SJO) on included transportation. (~2.5-hour drive)
  • Arrive at the airport at 11:30 am for departing international flights.

Consider extending your trip

  • See the Caribbean side of this amazing country on your own… take a few ideas from Under30Experiences’s Costa Rica Adventure itinerary.
  • Head to the La Fortuna, Arenal Volcano area, to see the Costa Rican rainforest!

Keep in touch with our professional community

  • Digital Nomad Trips is a professional community of remote workers who love adventure. Keep in touch in our exclusive Slack Group!

Day 15

Day 16

Day 17

Day 18

Day 19

Day 20

Day 21

Day 22

Day 23

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