Breathe Deep Madeira
Seven days of ocean views, ancient levada trails, dolphin watching, botanical gardens, and local food and wine — at a pace designed to restore both body and mind. October 17–23, 2027.
A Portugal Escape for the Wellness Wanderer
Leave the noise behind and reconnect with yourself on Portugal's breathtaking island of Madeira. Wake up to ocean views, walk ancient levada trails through UNESCO-listed forest, watch dolphins in the Atlantic, explore botanical gardens, and embrace a slower pace of travel designed to restore both body and mind. This is wellness without rigid schedules — nature, movement, good food, and meaningful moments.
The traveler who needs to exhale. You're not looking for a packed itinerary or a checklist of landmarks. You want mornings that feel unhurried, movement that feels good in your body, food that nourishes rather than just fills, and a group that understands the value of quiet. Madeira was made for this kind of travel — and this trip was designed to let you experience it properly.
Arrival Airport: Madeira (FNC) · Airfare not included · Double occupancy · Adults-only accommodations
Six Experiences. One Week to Restore.
Levada Walk — UNESCO Forest
A guided walk through Laurisilva Forest along ancient irrigation channels past waterfalls and through lush laurel forest. One of Madeira's most beloved hiking experiences, with transportation included.
Dolphin & Whale Watching
A luxury catamaran cruise in the Atlantic — dolphin watching, whale watching (seasonal), a swimming stop when weather permits, and open ocean views from the deck.
Botanical Gardens & Monte
Discover Madeira's famous botanical gardens, the Monte Palace area, scenic viewpoints, and historic neighborhoods with a local guide who brings the island's natural history to life.
Food, Wine & Market Tour
Explore Funchal through its culinary traditions — Mercado dos Lavradores, local tropical fruit, Madeira wine, traditional pastries, and the cultural stories behind each stop.
Welcome & Farewell Dinners
A welcome dinner on arrival night and a farewell dinner overlooking the Atlantic — bookending the week with shared meals and the kind of conversation that only happens at the end of a good trip.
Adults-Only Boutique Stay
Six nights in adults-only boutique accommodations with daily breakfast included. A quieter, more restorative environment that fits the Wellness Wanderer pace. Hotel details shared after booking.
The Itinerary
Pricing & Payment Plans
Early Bird price — First 2 spots. Lock in the lowest rate before spots fill.
$500 non-refundable deposit reserves your spot. Final payment due August 18, 2027. For bookings made after a listed payment date, any missed payments are due at the time of booking.
- 6 nights adults-only boutique accommodations (double occupancy)
- Daily breakfast
- Welcome dinner and farewell dinner
- 25 Fontes & Risco Levada guided walk with transportation
- Luxury catamaran dolphin and whale watching cruise
- Madeira Botanical Garden and Monte guided tour
- Madeira food, wine and market walking tour
- Ground transportation during all scheduled excursions
- Vacay With Friends host throughout
- Digital travel guide
Roundtrip airfare · Passport fees · Travel insurance · Meals not listed as included · Alcohol outside included tastings · Spa treatments · Optional yoga session · Personal shopping · Gratuities · Airport transfers outside the group window · Single-room upgrade
$3,195 · First 2 spots · $500 deposit to reserve
Optional Add-Ons
Single-room upgrade
$900–$1,300Quoted separately based on availability at time of booking.
Private spa package
InquireA curated spa experience at your accommodations or a local wellness center.
Sunset yoga session
InquireA private yoga session on the coast at golden hour.
Guided breathwork & meditation
InquireA guided session with a local wellness practitioner.
Monte Toboggan Ride
Paid locallyThe iconic wicker toboggan ride down from Monte — a Madeira tradition.
Private airport transfers
InquireFor travelers arriving or departing outside the scheduled group transfer window.
Premium wellness welcome kit
InquireCurated arrival kit with local wellness products and a Madeira keepsake.
Travel insurance referral
ReferralStrongly recommended. We can connect you with a trusted provider.
What happens after you book?
Your spot is secured
Your deposit is processed and you receive your trip confirmation by email.
Complete your traveler profile
Share your travel preferences, rooming needs, and compatibility information so we can build the right group.
Get ready together
Receive payment reminders, travel preparation details, and pre-trip communication from your trip advisor.
Meet your travel group
Connect with the travelers joining your experience before departure — you know who you're traveling with before you board.
Pack and go
Arrive knowing the itinerary, expectations, and people you will experience it with.
Before booking your flight
Please wait for your official trip confirmation before purchasing non-refundable airfare. You will receive flight guidance and confirmed group transfer information before departure.
Frequently Asked
Cancellation & Payment Policy
The $500 deposit is non-refundable and non-transferable.
Supplier penalties apply after applicable payment deadlines.
Name changes may be permitted if suppliers allow.
This trip requires 8 paid travelers to operate. Major non-refundable supplier commitments will not be confirmed until the minimum is met or a contingency plan is in place.
A 5-day grace period is provided for late payments. A $50 late fee may apply after the grace period. Reservations more than 10 days past due may be canceled.
Travel insurance is strongly recommended and should include trip cancellation, interruption, medical coverage, baggage protection, travel delay, and emergency assistance.
Full cancellation policy: vacaywithfriends.com/cancellation-policy
Ready to Breathe Deep?
October 17–23, 2027 · Up to 8 travelers · $500 deposit to reserve your spot