Take a step back from your to-do lists and focus on YOU! Join us in Portugal where you will stay in boutique hotels and experience a carefully curated itinerary that enables you to travel intentionally, reconnect with yourself, and form lifelong friendships in a supportive community.
You’ll explore Portugal’s most captivating towns, beaches, rivers, and valleys in a more relaxed and authentic way. Your home base in Porto is an old mansion converted to a boutique hotel. Your group will have the entire 8-room hotel to yourselves. In Cascais you will stay in a guest house that was also once a mansion, surrounded by beautiful gardens, ponds, and waterfalls. You will be immersed in the “Portuguese Riviera”, walkable to the historic town, marina, cliffs, and beaches while also being within easy reach of Lisbon and Belem.
Each day is infused with opportunities for local immersion, hands-on experiences, and heartfelt connection. Whether you are traveling solo, with a group of friends, or it’s your first time venturing to another country, we will take care of you. On our retreats you’ll find space to experience ultimate self-care, make lifelong friends, and leave feeling refreshed and renewed, with lasting clarity.
This isn’t just another trip. It’s a journey of growth, joy, and self-discovery.
Ciao! I’m Janine—certified professional coach and travel planner, dedicated to curating unforgettable villa retreats for women in Tuscany, Umbria, and Portugal.
If you’ve ever dreamed of strolling through sun-drenched vineyards, savoring handmade pasta under the stars, and immersing yourself in the heart of Italy without lifting a finger to plan it, then you’re in the right place.
With years of experience in Human Resources, coaching and travel planning, I specialize in transformational Tuscany small-group villa vacations for those who are ready to rediscover joy, build new connections, and embrace life’s next adventure. These aren’t just vacations, they’re soulful experiences designed with intention, ease, and a touch of magic.
From handpicked luxury villas to private tastings, artisan workshops, and off-the-beaten-path excursions, I handle every detail so you can simply show up and savor every moment. My guests enjoy privileged access to hidden gems and meaningful moments you won’t find in any guidebook, thanks to the deep relationships I’ve cultivated with local chefs, artisans, and guides over the years.
After leaving behind a fast-paced corporate career, I followed my heart; blending my passion for coaching with my love for Italy. Today, I help people just like you step confidently into new chapters through small group travel experiences in Tuscany that nourish the soul and ignite inspiration.
Your Portugal adventure begins with a smooth pickup from the airport in Porto.
We'll organize a transfer to your hotel, Casa Kala.
Your group will have the Casa Kala boutique hotel all to yourselves. You will occupy each of the 8 king rooms. Casa Kala is situated in the heart of Porto for easy access to attractions. This intimate accommodation boasts a stunning rooftop terrace with panoramic views and artistic decor that showcases local talent. Enjoy a welcoming atmosphere with personalized service, ensuring a memorable stay.
Immerse yourself in the enchanting charm of Porto on this delightful day! Begin your journey in the UNESCO World Heritage Ribeira district, where colorful buildings and lively streets pulse with life. Stroll along the serene Douro River, savoring the gentle breeze and breathtaking views. Discover the hidden treasures of Porto, from quaint cafes to vibrant markets, that many travelers overlook. Then, wander into the old fishing village of Afurada, where time seems to stand still, and the warm smiles of locals greet you. A guided walking tour will unveil the city’s rich history and secrets, making this an unforgettable experience.
Walk or take an Uber/Bolt to the W&J Graham Lodge.
Embark on a heartwarming adventure at the charming Graham’s Lodge, where you'll be greeted by the enchanting surroundings and the rich history of port wine. Experience a guided tour that brings stories to life, followed by a delightful port wine tasting that dances on your palate. Savor a delicious lunch at the inviting Vinum Restaurant, where each bite is crafted to perfection. This is not just a visit; it's a journey filled with warmth, flavor, and unforgettable memories.
What is included:
- Guided visit
- Port wine tasting
- Lunch at Vinum Restaurant
Enjoy a wonderful lunch with amazing views of the Douro River and Graham’s 19th century barrel cellar.
The very best dishes from Portugal and the Basque region
With roots in Portuguese and Basque cuisines, Vinum offers modern interpretations of traditional dishes – a dining experience like no other.
Uniquely placed for an outstanding wine selection
Vinum’s dining experience revolves around wines produced by Graham’s, the Symington family, and the finest wine producers from around the world.
Take an Uber/Bolt to the cooking class.
Chef Adventure with Solange, owner of Sim ou SOPAS.
Solange is opening her restaurant exclusively for your group, creating a unique and intimate atmosphere for a hands-on cooking adventure. During this exciting experience, she will guide you in preparing a diverse array of dishes that are deeply rooted in her rich Portuguese culinary tradition. You’ll have the opportunity to learn about the ingredients, techniques, and stories behind each dish, making this not just a cooking class, but a memorable culinary journey through Portugal's vibrant flavors.
Take an Uber/Bolt from the cooking class back to the hotel.
The tour company will transport you to and from the hotel.
Enjoy a wonderful and immersive tour with A Day in Douro that includes convenient pick up at your hotel, a scenic boat tour along the Douro River, a delightful Quinta tasting experience, a gourmet lunch featuring local cuisine, and exquisite port tastings.
You will embark on a full-day, private, guided tour of the stunning Douro Valley in a luxurious van, providing you with comfort and style. During this unforgettable journey, you’ll have the opportunity to take in the breathtaking scenery, visit charming local wineries, and indulge in exclusive wine tastings, all while savoring a gourmet lunch that showcases the region's culinary delights.
Explore Porto's Food Scene with Taste Porto
The Downtown & Bolhão Market Food Tour is the longest-running food tour in Porto. It showcases timeless dishes and essential ingredients that shape Porto's cuisine, reviving the flavors that grandma and grandpa loved.
This 3.5-hour journey takes you from the gastronomic heart of Porto (Bolhão Market) into the vibrant Downtown Area, highlighting key landmarks that define the city.
Discover 8 unique tasting locations, enjoying a menu with 13 food tastings and 4 beverage tastings, featuring lesser-known flavors of northern Portugal. Expect to taste foods and wines like the fluffy “pataniscas” and a variety of wines beyond Port.
Learn about the history behind each stop while strolling through charming streets.
Enjoy the scenic drive to the beautiful coastal town of Cascais with your own private driver. Along the way, experience delightful stops in the enchanting canal town of Aveiro, known for its colorful boats and charming waterways. Visit the picturesque seaside village of Costa Nova, famous for its striking striped houses that line the beach. Finally, explore the medieval walled town of Óbidos, where you can wander through narrow cobblestone streets and admire stunning views from the ancient castle walls. This journey promises to be a memorable adventure filled with breathtaking sights and rich cultural experiences.
Get acquainted with the quaint town of Cascais by meandering through the charming city center, where you can admire beautifully preserved architecture and vibrant local shops. Rent a bike to cycle along the stunning coast, taking in the refreshing, salty sea air as you explore the iconic lighthouse and bustling marina. You’ll ride alongside magnificent cliffs that offer breathtaking panoramic views of the sparkling ocean and the horizon beyond. In the evening, unwind and soak in the beauty of the surroundings as you enjoy a delightful sunset cruise on the water, creating unforgettable memories as the sun dips below the horizon.
Experience the breathtaking beauty of a sunset cruise in Cascais! As the sun dips below the horizon, enjoy stunning views of the coastline while sipping on a refreshing drink. The vibrant colors of the sky reflecting on the water create a magical atmosphere. This relaxing cruise is perfect for unwinding and soaking in the natural beauty of Portugal. Keep your camera ready for unforgettable moments as you sail into the twilight!
P.S. These ladies did NOT know each other prior to the trip!
A driver will transport you to and from the hotel and Lisbon.
Historic Tour** (120 minutes)
Discover the enchanting neighborhood of Alfama, where narrow streets reveal the charm of traditional Lisbon life. Visit the magnificent Lisbon Cathedral, a true architectural gem, and explore the fascinating Roman Theater ruins that tell tales of the past. Enjoy breathtaking views at Portas do Sol and Nossa Senhora do Monte, perfect for capturing stunning photographs. Marvel at the beauty of São Vicente Church, steeped in history, and conclude your journey at the National Pantheon, a site honoring Portugal's most distinguished figures. This tour promises an unforgettable glimpse into Lisbon's rich heritage and vibrant culture.
A driver will transport you from Casa Vela to the Lisbon airport.
Travel Tips
Pack light, preferably with carry-on luggage.
Plan to use an ATM when you arrive so you can have Euros on hand for personal purchases where credit cards may not be accepted.
Learn a few basic phrases in Portuguese to enhance your experience - locals appreciate the effort!
Here are some basic Portuguese phrases that can be helpful when traveling to Portugal:
Hello: Olá – A friendly greeting to start conversations.
Thank you: Obrigado (for males) / Obrigada (for females) – A polite way to show gratitude.
Please: Por favor – Used when making requests.
Yes: Sim – An essential affirmative response.
No: Não – A straightforward way to decline.
Excuse me / Sorry: Desculpe – Useful for getting attention or apologizing.
How much?: Quanto custa? – Important for shopping and asking prices.
Goodbye: Adeus – A way to bid farewell.
Where is...?: Onde está...? – Helpful for asking directions.
Example: Onde está a estação? – "Where is the station?"
I don’t understand: Não entendo – Useful when you need clarification.
Learning these basic phrases can make your interactions with locals much smoother and more enjoyable.
We're here to help you plan the perfect journey! For any inquiries or assistance, feel free to reach out:
Phone or WhatsApp: +1 703 473 5624
Email: info@together-in-tuscany.com
Use the Book Now button to secure your booking with a $500 deposit. The balance payment is due 120 days prior to your trip departure.
Accommodations
Meals and Activities as outlined in the itinerary
Airport Transfers
Local Transfers
Flights
Gratuities
Meals or Alcohol not mentioned in the itinerary
Travel Insurance
Personal expenses