Are you ready to travel and make lasting memories?
Join us in The Azores
September 11 - 17, 2026
Travel with us to explore a breathtaking new destination and create forever memories!
You’ll share an unforgettable travel experience with our Wandering Women Sisterhood!
Step into the beauty and wonder of The Azores, a hidden gem in the middle of the Atlantic Ocean.
This enchanting Portuguese archipelago is a haven of natural splendor, where lush green landscapes meet dramatic volcanic cliffs and sparkling blue waters. We’ll wander through charming villages, soak in hot springs, view breathtaking vistas, and savor fresh local cuisine that celebrates the flavors of the islands. Whether it’s exploring crater lakes, discovering waterfalls, or simply relaxing by the sea, this trip offers the perfect blend of adventure, natural beauty, and friendship.
✨ Get ready to wander and be inspired in one of the world’s most magical island destinations!
Forge deep connections with like-minded women who share your passion for adventure, relaxation, and personal connection. Every detail is taken care of for you, so you can fully immerse yourself in the journey and return home with memories—and friendships—that will last a lifetime.
Your Home in The Azores:
Octant Ponta Delgada
Our adventure begins at the stunning Octant Ponta Delgada, a modern, elegant hotel that perfectly reflects the beauty and spirit of The Azores. Overlooking the sparkling harbor and nestled in the vibrant city of Ponta Delgada, this boutique hotel escape offers the ideal balance of luxury and comfort.
From the moment you arrive, you’ll be surrounded by thoughtful design, warm hospitality, and breathtaking ocean views. Relax by the rooftop infinity pool, unwind in the serene spa, or simply take in the fresh island air from your private balcony. With stylish rooms, fresh local cuisine, and easy access to the heart of the city, Octant Ponta Delgada will be the perfect haven after a day of exploration.
It’s more than just a hotel—it’s a sanctuary where relaxation meets adventure, and where your Wandering Women journey truly begins.
"I loved both Amy and the women in the group. I knew only one of them before the retreat, and by the end I had created special friendships with each of them. That was beyond my expectations.”
-LEAH GOERKE
Why travel with Wandering Women?
We provide you with the community and connections you are longing for but can’t easily create on your own.
You’ll have fun and feel safe as a single traveler with opportunities to explore new places and adventures.
Your lodging, meals and itineraries are planned for you with our curated travel experiences.
You’ll save time and money as all the research and reservations are taken care of for you.
You will have peace of mind because we provide on-site management to make any real time changes needed and to work out any issues.
Our Dates
Our women’s adventure kicks off at the Octant Punta Delgado on San Miguel Island in the Azores.
DATE: Friday September 11th - Thursday September 17th.
Our Resort
Octant Ponta Delgada
Octant Ponta Delgada is a chic, contemporary hotel that captures the vibrant spirit of the Azores while offering every modern comfort.
Overlooking the marina in the heart of Ponta Delgada, this stylish property is the perfect home base for exploring the island’s natural wonders—volcanic lakes, lush green landscapes, and dramatic coastlines are all within easy reach.
With sleek design, airy spaces, and floor-to-ceiling windows showcasing sweeping Atlantic views, the hotel blends cosmopolitan flair with island serenity. Guests rave about its rooftop infinity pool, indulgent spa, and fresh, locally inspired cuisine.
You can join us solo, bring a friend, or be paired with one of the exceptional women in our group. Single and double room options are available, so you can settle in comfortably and focus on connection, adventure, and relaxation.
Our Activities
Our Itinerary is filled with the most amazing experiences, and of course a little open space to create your own! It will include: a private walking food tour, a visit to a pineapple plantation a visit to Lagoa do Fogo, wine tasting, cooking class, an excursion and tour of Funas the geothermal springs, and a day on a catamaran!
Our Leader
Amy Goober, Action Coach, will be our leader for this unique getaway. She is part of all the meals and activities planned. Traveler testimonials have described Amy as: “uplifting and positive” “ amazing” “the best trip planner” “ always there if we need anything” “so much fun!”.
“I felt stronger connections with the women I had just met on this trip than I do with some that I’ve known for years! I highly recommend traveling with Amy and any group she puts together.”
-MADDY MANZA
What's Included
LODGING
5 night stay at Octant Ponta Delgada
Transfers to & from the airport
EXCURSIONS
All listed (??)
MEALS
5 breakfasts
4 lunches
3 dinners
BONUSES
2 pre-trip Zoom calls to meet the women going on this trip
Unique hand-crafted Welcome Gift
The Foundry Fitness Center
Single Room
$??/Per Person
Double Room
$??/Per Person
*To be paid in 3 installments
Azores Trip Itinerary
(subject to change)
Friday September 11th
Overnight flight to Sao Miguel
Saturday September 12th
Arrive at the Hotel
Private Guided Walking Food Tour in Ponta Delgada
Sunday September 13th:
Breakfast at the hotel
Full Day excursion to Sete Cidades
Pineapple Plantation tour
Lake Views (optional Kayaking)
Lunch at a traditional restaurant
Monday September 14th:
Breakfast at the hotel
Half day tour of the Central Highlands
Wine Tasting
Lunch at a local eatery
Evening Cooking Class and Dinner
Tuesday September 15th:
Breakfast at the hotel
Full Day Tour to Furnas
Tour the Terra Nostra Botanical Garden
Soak in the Thermal Pools
Stunning Lake Viewpoints
Visit a Tea Plantation
Lakeside Walk
Wednesday September 16th:
Breakfast at the hotel
Full Day Sailing Excursion
Lunch and Beverages Included
Dinner with Fado, Portugal’s World Heritage Music
Thursday September 17th:
Breakfast at the hotel
Depart for Home
OPTIONAL Bonus Trip to Beautiful Madeira!!
Madeira is a Portuguese archipelago in the Atlantic, known for its volcanic mountains, lush forests, and mild climate, earning it the nickname “Hawaii of Europe”. The islands offer a unique blend of stunning natural scenery and European sophistication, with popular attractions including its famous fortified wine, and vibrant street art.
Madeira Itinerary
Friday September 17th
Breakfast at the hotel
Transfer from Hotel in Ponta Delgado to the Airport
Fly to Madeira **Flight cost to Madeira is not included
Transfer to The Cliff BayHotel in Funchal
Take the Cable Car to Monte
Private Walking City Food Tour
15 Samples of food and beverages
Saturday September 18th
Breakfast at the hotel
Full Day Private Jeep Tour
Visit Riberira Brava and Ponta do Sol
Tour of Canhas
Visit Paul da Serra
Swim at Port Mini and Seixal
Visit Sao Vincente’s volcanic caves
Lunch Included
Sunday September 19th
Breakfast at the Hotel
Full day Sao Vicente Tour and Vineyard Visit
Scenic 30-minute drive from Funchal to São Vicente
Tour one of the island’s largest vineyards
Panoramic views of Madeira’s landscape
Wine tasting and lunch
Lunch of local delicacy Espetada
Monday September 20th
Breakfast at the Hotel
Departure
Madeira Pricing:
Single Room: $???/per person
Double Room: $???/per person
AN AMAZINGLY UNIQUE EXPERIENCE
You Won’t Want To Miss
Space is limited, so register now!
“My first trip with Amy was more than I hoped for. I don't think I have laughed and danced that much in a long time. I feel like I have made bonds with new people that will last a lifetime. Amy, I can't express enough how grateful I am to you for facilitating this incredible experience! You've been such an inspiration to me!”
- DEBBIE WESSMAN
Meet Your Coach, Amy Goober
Action Coach, Amy Goober, has helped over 800 clients in the last 10 years to create the lives they are looking for. She has strived to help those she works with find happiness and success in all possible ways. Her passion for connecting with women and helping them improve their lives led her to create the unique Drive Your Life™ program, a 5 step process that teaches clients how to get back in the driver’s seat of their lives.
As a young woman, Amy opened, ran and later sold a successful cake bakery in Boston, learning first-hand about entrepreneurship. After raising her 3 children as a stay at home mom, she wanted to put her Cornell psychology degree to use by developing and growing a health coaching practice. Taking lessons from all of these phases in her life, Amy has created a path for other women to learn from their past experiences and to propel themselves into doing in the now.
Comments about previous trips with Amy
“I loved defining a new goal for myself and getting into action with Amy’s guidance. Having an opportunity to be with other women, away from home and Zoom, that want the same things as I do was incredible.”
“The group showed such love and support. It was an experience like no other.”
“I always feel Amy is available to support me. This retreat combined wonderful women, a great location and a unique program to help me reach my goal.”
“I loved the intentionality of the program and the authenticity of the interactions with both Amy and the women in the group. I knew only one of them before the retreat, and by the end I had created special friendships with each woman in the group. That was beyond my expectations.”
“This was my first retreat, and now I’m hooked. I look forward to being on Amy’s next retreat wherever and whenever it is.”
Pictures From our Past Trips
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