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Costa Rica Uncorked: Adventure in the Tropics with the Wine Hiking Society

November 4th - 11th, 2027
Costa Rica Uncorked: Adventure in the Tropics with the Wine Hiking Society  image

The ultimate Pura Vida experience!
A week of discovery, nature and camaraderie in the beauty of Central America's gem.

This time, we're flying south to Costa Rica for an expedition that truly has it all. Prepare for a perfect balance of intense adventure and pure relaxation, set against one of the world's most vivid backdrops. The itinerary moves from nights spent in the silence of a rainforest accommodation to adrenaline-filled days tackling whitewater rapids, exploring volcanic trails, and gliding across the ocean. This is a journey where nature and camaraderie take the stage, providing the ideal setting to connect deeply with your crew while immersed in the Pura Vida lifestyle. Get ready for hiking, rafting, and snorkeling—an unforgettable blend of active challenge and tropical escape.

Overview

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Overview

Meet your Hosts: Cindy & Angelique

Meet your Hosts: Cindy  & Angelique  image
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The Heart Behind It

Cindy Vance and Angelique Fish are the co-founders of the Women’s Wine Hiking Society, a 501(c)(7) nonprofit organization built on connection, confidence, and adventure. What started as two friends hitting the trail while their husbands went dirt biking grew into a thriving nonprofit that now helps women across the country build friendships and discover their strength in the outdoors. Their mission is simple: create welcoming, judgment-free spaces where women can explore the outdoors, challenge themselves, and feel fully supported along the way.

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Why Travel with the Women’s Wine Hiking Society

Traveling internationally with the Women’s Wine Hiking Society is about so much more than seeing a new destination. It’s about experiencing it in a way that feels intentional, connected, and deeply memorable. 

Co-founders Cindy and Angelique built this community on the belief that adventure is better when shared and that some of life’s most meaningful friendships are formed on the trail, around the dinner table, or over a glass of wine after a full day of exploring. Their trips are designed to take the stress out of planning and replace it with confidence, connection, and unforgettable experiences.

What makes traveling with Cindy and Angelique different is their philosophy: no rushing, no pressure, no getting left behind. Whether you’re hiking through vineyards, walking historic pilgrimage routes, or exploring a new country for the first time, these adventures are created for women who value community as much as the destination itself. 

With small group sizes, thoughtful itineraries, and a judgment-free environment, you’ll return home with more than great photos. You’ll leave with new friendships, renewed confidence, and memories that stay with you long after the journey ends.

Because with the Women's Wine Hiking Society, you don’t just visit a destination, you experience it alongside an incredible group of women who often arrive as strangers and leave as friends.

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Map

1. San José

San José, Costa Rica

2. Pacuare River

Rio Pacuare, Limón, Costa Rica

3. La Fortuna

Provincia de Alajuela, La Fortuna, Costa Rica

4. Tamarindo

Provincia de Guanacaste, Tamarindo, Costa Rica

5. Liberia

Provincia de Guanacaste, Liberia, Costa Rica

Day 1 - Arrive San Jose

November 4th, 2027
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Itinerary Overview

Welcome to Costa Rica, the land of Pura Vida! Upon arrival at the airport one of our representatives will pick you up and drive you to your airport hotel. A private welcome dinner and local show featuring the classic dances give you a feel for the vivid Costa Rican culture!

Meals Included: D
Accommodation: D Sabana Hotel or similar

Day 2 - Pacuare River

November 5th, 2027
Day 2 - Pacuare River image
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Itinerary Overview

Today begins with an early morning pick-up that takes you all the way to your riverside lodge, nestled on the banks of the Pacuare River. On the way, there will be time to have breakfast and get ready to begin the rafting adventure.

After one of the guides delivers the necessary training and safety briefing, we tackle the thrilling Class II-III rapids of the Pacuare Gorge. As you paddle deep into the heart of the primary rainforest, you'll be greeted by its unique charm and silence. Soon afterwards, we get back on land to hit the trail! As your guides prepare a picnic lunch by the river, you’ll take a short walk through the rainforest to a waterfall and swimming hole. Then it’s on to the lodge, where the rest of the afternoon is yours—to relax, go for a hike, or dip into the river out front.

Meals Included: B, L, D
Accommodation: Ave Sol Sanctuary

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Day 3 - Pacuare River

November 6th, 2027
Day 3 - Pacuare River image
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Itinerary Overview

Enjoy a slow morning waking up to the sound of the jungle and its unmatched views. After your breakfast, it's time for a gentle and very enjoyable hike. We'll be following an interpretive nature trail where one can discover the magic of Costa Rica with its vivid fauna and flora - a true feast for all your senses!

In the afternoon, you can relax contemplating the beautiful landscape of the tropical rainforest.


Meals Included:
B, L, D
Accommodation: Ave Sol Sanctuary

Day 4 - Raft out & La Fortuna

November 7th, 2027
Day 4 - Raft out & La Fortuna image
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Itinerary Overview

After enjoying Costa Rica's tasty coffee and a full breakfast, you'll pack up and load the rafts, preparing for a full day of paddling down the Pacuare Gorge. You will navigate past waterfalls, through calm pools, and over powerful rapids. A riverside stop offers a snack lunch and time to explore more waterfalls and natural waterslides.

The afternoon is packed with adrenaline as you run Class II-IV rapids—like Upper and Lower Huacas, Cimarron, and Dos Montanas—that will have you cheering. After this intense final section, transportation will be ready at the take-out point to bring you to your next destination.

Meals Included: B, L
Accommodation
: Hotel Lomas del Volcan or similar

Day 5 - La Fortuna

November 8th, 2027
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Itinerary Overview

Get ready to hit Lake Arenal, the absolute perfect spot for paddle boarding—it’s just stunning and totally pristine. We'll start with a safety briefing, then you can practice paddling with your instructor keeping a close eye on you. Before you know it, you'll be gliding along the west end of the lake, taking an amazing guided tour with epic views of the volcano looming in the background. Seriously, there’s no better way to connect with your crew than sharing the laughs out on the water.

Next up, you'll head into the Arenal Volcano National Park for an unforgettable hike! Its unique trails, like Heliconias or Los Miradores, offer the perfect scenario to explore the dense jungle and walk among the fascinating remains of old lava flows. After that adventure, it's time to relax and recharge at the renowned EcoTermales Hot Springs.

This day offers plenty of time for great chats and chilling out over dinner later!

Meals Included: B, D
Accommodation: Hotel Lomas del Volcan or similar

Day 6 - La Fortuna to Tamarindo

November 9th, 2027
Day 6 - La Fortuna to Tamarindo image
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Itinerary Overview

Crossing all the way to the Pacific coast we arrive in Tamarindo, where we spend the next couple days by the beach. Our hotel offers great tropical views, and the rooms have terraces for you to enjoy the amazing Tamarindo sunsets. There are plenty of things to do, from swimming in the pool to relaxing by the jacuzzi and savoring some cocktails or the classic Costa Rican coffee.

Meals Included: B
Accommodation: Hotel Tamarindo Diria or similar

Day 7 - Tamarindo Catamaran Sailing

November 10th, 2027
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Itinerary Overview

Enjoy breakfast time with the group and get ready for today! After a brief introduction, the anchor is raised and you're sailing toward one of the area's hidden beaches. Today is your chance to spot amazing marine life, from playful dolphins and flying fish to majestic whales and sea turtles swimming alongside the boat! The crew will hand out snorkeling gear, and for about an hour, you'll plunge into the blue depths to explore the exotic sea life below.

Afterward, a delicious lunch and open bar await, followed by a cross-bay journey back to the hotel. We arrive just as the sun dips below the horizon, wrapping up the day with a group farewell dinner.

Meals Included: B, L, D
Accommodation: Hotel Tamarindo Diria or similar

Day 8 - Depart Tamarindo

November 11th, 2027
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Itinerary Overview

Savor that last breakfast in your Costa Rican paradise, because today, the journey concludes. It's time for the heartfelt thank yous and goodbyes.

Your transfer will pick you up and drive you to Liberia Airport in time for your flight home. It will be tough to leave, but you’re taking a piece of Costa Rica with you, and those shared laughs and epic moments are officially stuck in your heart.


Meals Included: B

BOOKING INFORMATION

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Price and Booking Terms

Trip Dates: November 4th - 11th, 2027
Starting City: San Jose
Finishing City: Liberia

*You may arrive anytime on day 1, and depart anytime on day 8. If you require pre or post accommodation to extend your stay, please let us know.

Payment
Twin/Double Rate per person: 4249 USD
For this rate, you will share a room with another traveller in the group.
Single Room Upgrade per person: 5049 USD
For this rate, you will have your own room.

Group Size Minimum: Pricing is based on a minimum of 8 travellers.
Deposit required to confirm: $ 500 USD per person
Full Payment Due: 90 days prior to departure

Inclusions & Exclusions
Included
7 nights accommodation
Meals as indicated
Private air-conditioned coach
Arrival and departure group transfers
Private English-speaking guide

Not included

Travel Insurance (mandatory)
International Airfare
Meals not indicated on itinerary
Costa Rica departure tax
Tips and Gratuities
Optional Activities

Cancellation Penalties
Cancellation 120 Days prior to departure - loss of deposit
Cancellation 119-90 days prior to departure - 50% non refundable
Cancellation 89 days or less prior to departure - 100% non refundable

About Us

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Adventuredesk LTD. is a Licensed Canadian Travel Company offering Custom Group Adventures and Retreats to communities and organizations.

Adventuredesk is a TICO Registered Travel Agency - TICO #50026721 Address: 7 Perth St. Brockville ON