August 26 - 30, 2026 | Starting at $2,500

❋

Away Journey to The Azores

What to Expect

The Away Journey is a thoughtfully curated small-group travel experience designed for women who are ready to step away from their everyday routine and into something extraordinary - without having to plan it alone. Whether your friends can’t travel or simply don’t share your sense of adventure, this is your opportunity to explore the world alongside like-minded women. Every detail is handled for you, so all you need to do is book your flight, pack your bags, and arrive ready to experience it all. Expect a seamless blend of meaningful connection, cultural immersion, and unforgettable moments - designed to help you reconnect with yourself while discovering somewhere new.

The Destination

Our inaugural Away Journey in August 2026 invites you to discover the lush, untamed beauty of the Azores - a hidden gem set in the heart of the Atlantic. This breathtaking archipelago of nine volcanic islands feels worlds away, with its dramatic coastlines, cascading waterfalls, and hillsides painted in blooming hydrangeas.

We’ll be based in Ponta Delgada, the vibrant gateway to São Miguel, where each day brings a new blend of adventure and awe, from soaking in natural hot springs to taking in panoramic views that feel almost surreal. Rich in culture yet refreshingly unspoiled, the Azores offer a rare kind of escape, one that feels both grounding and exhilarating.

And the best part? This tropical retreat is just a quick five-hour flight from Boston, closer than you think, yet unlike anywhere you’ve been before.

Day One - August 26

Arrive & Explore

As you arrive, take time to settle in, unwind, and ease into the rhythm of island life. This is where the journey begins - where unfamiliar faces quickly turn into travel companions.

Once you’ve had a chance to refresh, we’ll step out to explore the charm and character of Ponta Delgada alongside a local guide. Together, we’ll wander through the heart of the city, discovering its rich history, vibrant culture, and scenic beauty at a relaxed, unhurried pace.

As the day unfolds, we’ll gather for our first shared meal, an opportunity to connect, savor local flavors, and raise a glass to the unforgettable experiences ahead.

Day Two - August 27

Discover the Island

One of the most magical things about island life is how much beauty exists within such a small, accessible space and today, we’ll experience it all.

We’ll set out to explore São Miguel’s most breathtaking landscapes, where dramatic coastlines, lush greenery, and sweeping vistas unfold around every turn. Along the way, we’ll visit Europe’s oldest tea plantation, where you’ll have the chance to sip a freshly brewed cup surrounded by rolling fields of green.

As the day continues, there will be time to slow down and soak in one of the Azores’ most beloved natural treasures, its geothermal hot springs, an experience that is as relaxing as it is unforgettable.

We’ll also take in the striking beauty of the iconic islet just off the coast, a true symbol of the island’s unique volcanic landscape, before ending the day with a taste of another local specialty at a traditional pineapple plantation.

It’s a day designed to immerse you in the essence of the Azores, balancing exploration, relaxation, and moments you’ll carry with you long after you return home.

Day Three - August 28

Chasing Waterfalls

This morning is designed for those ready to embrace a high-energy, unforgettable experience. We’ll venture into the heart of the Azorean forest, where lush landscapes and hidden waterfalls set the stage for an incredible adventure.

Guided by experts, you’ll take part in canyoning, an exhilarating way to experience the island from a whole new perspective. Think cascading down waterfalls, natural rock slides, and refreshing jumps into crystal-clear pools. It’s equal parts thrilling, immersive, and absolutely unforgettable.

After an adrenaline-filled morning, the afternoon is yours to slow the pace. Wander through town, browse for meaningful souvenirs, capture a few more photos, or simply settle in at a café and enjoy the flavors of the Azores at your leisure.

It’s the perfect balance of adventure and ease, leaving you both energized and refreshed.

Day Four - August 29

Ocean Wonders

Today, we experience the island from a new perspective - out on the water. We’ll set off along the coast aboard a glass-bottom boat, offering a unique window into the vibrant marine life below.

With insights from a local expert, you’ll gain a deeper appreciation for the diverse ecosystem that surrounds the Azores—from seabirds above to the fascinating creatures beneath the surface. For those who wish, there will be time to slip into the water, cool off, and snorkel in this protected area, discovering even more of what lies beneath.

As our journey together comes to a close, we’ll gather for one final shared meal. It’s a moment to reflect on the experiences we’ve had, the connections we’ve made, and the memories that will stay with us long after we’ve returned home—perhaps even sparking plans for the next adventure.

Day Five - August 30

Joyful Departure

Our final day is intentionally left unstructured, an opportunity to slow down and savor the last moments of your journey.

Enjoy one more relaxed breakfast, take a quiet stroll through the beauty of the old city, or simply soak in the atmosphere that has come to feel familiar. It’s a time for lingering conversations, sharing reflections, and saying heartfelt goodbyes to the friendships formed along the way.

As everyone begins their journey home, you’ll carry with you not just memories of a beautiful destination, but the connections, experiences, and sense of renewal that make this trip so special.

Your Stay

Nestled in the heart of Ponta Delgada’s historic center, Hotel do Colégio offers a stay that is both charming and full of character. Originally built in the 19th century as a manor house, the property has lived many lives, each chapter adding to its unique story before becoming the boutique hotel it is today.

Thoughtfully restored, the hotel blends modern comforts with timeless architectural details, honoring its rich heritage while providing a warm, elevated experience. From the moment you arrive, you’ll feel at ease, perfectly positioned to relax, recharge, and fully embrace your time in the Azores.

Save your spot

Register

Frequently Asked Questions

Airfare is not included in the journey, as guests will be traveling from different locations with varying schedules, preferences, and comfort levels - all of which can impact the best flight options.
However, you’re not on your own. I’m happy to personally assist with your flights - helping you select the most convenient routes, ideal timing, and overall best value to ensure a seamless start to your experience. From arrival coordination to making sure everything aligns with the group itinerary, I’ll take care of the details so you can travel with confidence.
You will arrive at John Paul II Ponta Delgada Airport.
You will want to arrive on Tuesday, August 26 by 2:00pm in order to settle in before the first activity which begins at 3:00pm local time. The hotel is about 10 minutes from the airport.
There are no activities planned on the last day, August 30. Depart at your leisure or extend your stay and visit another island in the Azores or mainland Portugal.
Absolutely! It’s a wonderful idea. If you’re already making the journey, extending your time allows you to experience even more at a relaxed, unhurried pace.
I’d be happy to help you design a seamless extension, whether that means additional time in the Azores or continuing on to another destination. From accommodations and transportation to curated experiences, I can take care of the details so everything flows effortlessly before or after our time together.
If you’re considering it, let’s connect early so we can create something truly special and tailored just for you. Drop me an email at hello@awaytravelcollective.com.
Yes, you will need a valid passport to visit the Azores. It must be valid for at least three months past your departure date. So, if you are leaving August 30, 2026, it must be valid past November 30, 2026. Visit https://travel.state.gov/en/international-travel/travel-advisories/portugal.html for specific travel guidance.

Breakfast is included through the hotel. Two dinners and one lunch are included. Any additional meals or snacks will be on your own.
We have both double and single rooms available. We can discuss what works best for your travel and budget needs.
Absolutely! You’re more than welcome to join with a friend. Sharing the experience with someone you already know can make the journey even more special.
That said, these trips are thoughtfully designed with solo travelers in mind, creating a welcoming, social environment where it’s easy to connect, build friendships, and experience the destination as a group. Many guests arrive on their own and leave with meaningful connections.
Whether you come solo or with a friend, you’ll be part of a shared experience that brings everyone together.
Of course. This is your experience, and it’s important that you enjoy it in a way that feels right for you. If there are moments where you’d prefer to rest, explore on your own, or simply take in the destination at your own pace, you’re always free to do so.
The itinerary is intentionally designed with a thoughtful balance of guided experiences and free time, so you’ll have plenty of opportunities to make the journey your own.
All activities are included in the overall cost of the trip, but participation is always your choice, there’s no pressure to do it all. Whether you join every experience or take time for yourself, the goal is for you to feel relaxed, fulfilled, and fully immersed in the experience.
We are here to answer all your questions! Drop us an email at hello@awaytravelcollective and let us know what questions you have. Saying yes to a trip with strangers is a big deal, we want to know you feel comfortable and excited!