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An Unforgettable 8-Day Madeira Adventure with Meredith

May 24, 2026 - May 31, 2026

Cultural Cultural

$3,099 USD

BOOK WITH 25% DEPOSIT

An Unforgettable 8-Day Madeira Adventure with Meredith

May 24, 2026 - May 31, 2026

$3,099  USD

BOOK WITH 25% DEPOSIT

Set in the heart of the Atlantic, Madeira is a lush island paradise known for its dramatic mountain landscapes, volcanic pools, and vibrant coastal towns. From the moment you arrive, you’ll be welcomed by breathtaking scenery, incredible food, and the warm hospitality that makes this island such a special destination.

Over eight days, you’ll explore charming villages, wander through tropical gardens, swim in crystal-clear natural pools, and hike to unforgettable viewpoints. The journey blends adventure with relaxation, offering everything from cable car rides and wine tastings to seaside sunsets and hands-on cooking classes. Every day reveals another side of Madeira’s unique character.

This trip is hosted by Meredith Steele and guided by experienced local experts who bring the island’s history, culture, and traditions to life. Together, you’ll share meals, stories, and unforgettable moments with a small group of like-minded travellers, creating memories that will last long after the journey ends.

Trip Start: Madeira, Portugal - Sunday May 24th 2026

Trip Finish: Madeira, Portugal - Sunday May 31st 2026

Trip Duration: 8 Days / 7 Nights

Accommodation: 7 Nights ⭐⭐⭐⭐⭐ Hotel (Shared & Private Available)

Included Meals: Daily Breakfast, Dinner x 3, Late Brunch x 1

Group Size: Up to 18 Guests

Inclusions

7 Nights Accommodation At Melia Madeira Mare (5 Stars) Or Similar

Daily Breakfast

3 Group Dinners Featuring Local Cuisine

Farewell Late Brunch

Group Airport Transfer On Final Day

Experienced Local Guides

Comfortable Transport Throughout

Guided City Tour Of Funchal With Local Guide

Cable Car Ride To Monte

Entry To Monte Palace Tropical Garden

Traditional Toboggan Ride In Monte

Sunrise At Bica Da Cana Viewpoint

Swim In Porto Moniz Volcanic Pools

Visit To São Vicente Village

Time At Seixal Beach

Stop At Véu Da Noiva Waterfall

Visit To Câmara De Lobos Fishing Village

Madeira Wine Tasting At Henriques & Henriques

Exploration Of Ponta Do Sol And Paúl Do Mar

Visit To Ponta Do Pargo Lighthouse

Group Cooking Class In Funchal With Tastings

Guided Visit To São Lourenço Peninsula

Guided Tour Of Machico

Visit To Santana Village

Sunset At Miradouro Da Beira

Exclusions

Arrival/Departure Flights

Arrival Airport Transfers

Visa/Entry Requirements

Meals Not Mentioned in Inclusions

Personal Expenses incl Tips

Travel Insurance (Required)

Your Host

Meredith Steele

I’m Meredith, a full-time working Maine mom, wife, truth-teller, cat lady, and community builder. I share the real stuff: parenting wins (and fails), mental health moments, my self love journey, and everyday bits of joy, all with humor, heart, and just the right amount of sass.

I am so thankful for the community of like minded women I’ve found thought world travel. I have traveled to Italy, Spain, Croatia, Greece, Costa Rica, and Morocco with an incredible crew of solo female travelers. Women who believe adventure is better when it’s shared.
I can’t wait to see where we explore next!

Itinerary

Day 1 Arrival in Madeira & Welcome Dinner

Arrive in the breathtaking island paradise of Madeira and make your own way to the hotel. After checking in, you’ll have time to settle and relax before meeting your group for the first time.

In the evening, enjoy a warm welcome dinner featuring traditional Madeiran cuisine, the perfect chance to get to know your fellow travellers and soak in the vibrant energy of the island.

🏨 Accommodation

🍽️ Included Meals

  • Dinner

✅ Activities

  • Group Welcome Dinner

Day 2 Funchal's Charm & Toboggan Thrills

Begin the day exploring the vibrant capital, Funchal. A private guide will show you the city’s highlights before you take a scenic cable car ride with sweeping views over the coast and surrounding mountains.

At the top, wander the lush Monte Palace Tropical Garden, filled with exotic plants and fountains, before ending with a thrilling traditional toboggan ride through the winding streets of Monte.

🏨 Accommodation

  • Melia Madeira Mare (5 Stars) or similar

🍽️ Included Meals

  • Breakfast

✅ Activities

  • Guided City Tour of Funchal
  • Cable Car Ride to Monte
  • Monte Palace Tropical Garden Visit
  • Toboggan Ride

Day 3 A Dazzling Sunrise & Volcanic Pools

Rise early for a magical sunrise at Bica da Cana Viewpoint, where the morning light spreads across Madeira’s dramatic peaks and valleys. Afterwards, travel to Porto Moniz to relax and swim in its famous volcanic natural pools, carved into the rocks and filled with crystal-clear seawater.

The evening brings a special seafood dinner, with local dishes showcasing the island’s rich flavours and fresh coastal produce.

🏨 Accommodation

  • Melia Madeira Mare (5 Stars) or similar

🍽️ Included Meals

  • Breakfast
  • Dinner

✅ Activities

  • Sunrise at Bica Da Cana Viewpoint
  • Swim in Porto Moniz Volcanic Pools
  • Group Dinner with Seafood Specialties

Day 4 Optional Hike or Coastal Relaxation

Today offers the perfect balance of adventure and rest. Early risers can join an optional guided sunrise hike along the Vereda do Pico Ruivo trail, reaching the island’s highest peak for panoramic views across Madeira’s rugged peaks. For those who prefer a slower start, enjoy a relaxed morning at the hotel.

In the afternoon, take time to unwind by the coast or join an optional catamaran trip from Funchal Marina, where dolphins and whales can often be spotted playing in the Atlantic waters.

🏨 Accommodation

  • Melia Madeira Mare (5 Stars) or similar

🍽️ Included Meals

  • Breakfast (or Breakfast Boxes for Hikers)

✅ Activities

  • Optional Guided Sunrise Hike
  • Optional Catamaran Dolphin And Whale Watching Cruise

Day 5 The Island's Raw Beauty

Discover some of Madeira’s most scenic natural wonders today. Begin with a visit to São Vicente, a charming village nestled among dramatic mountains and lush valleys. From there, continue to Seixal Beach, a black-sand stretch framed by volcanic cliffs and crashing waves.

On the return journey, pause at Véu da Noiva, a spectacular waterfall that cascades down the cliffs into the Atlantic Ocean, its name translating to “the Bride’s Veil.” It’s one of Madeira’s most photogenic spots and the perfect end to a day immersed in nature.

🏨 Accommodation

  • Melia Madeira Mare (5 Stars) or similar

🍽️ Included Meals

  • Breakfast

✅ Activities

  • Visit to São Vicente Village
  • Time at Seixal Beach
  • Stop at Véu Da Noiva Waterfall

Day 6 Wine Tasting & West Coast Discovery

Explore Madeira’s stunning southwest coastline, starting at the colourful fishing village of Câmara de Lobos, a favourite retreat of Winston Churchill. Continue to Henriques & Henriques, one of the island’s most renowned wineries, for an authentic tasting of Madeira’s fortified wines.

The journey continues with stops at sun-drenched coastal towns like Ponta do Sol and Paúl do Mar before reaching the rugged cliffs of Ponta do Pargo, where a dramatic lighthouse overlooks the crashing waves. Conclude the day with a group dinner celebrating Madeira’s food and wine traditions.

🏨 Accommodation

  • Melia Madeira Mare (5 Stars) or similar

🍽️ Included Meals

  • Breakfast
  • Dinner

✅ Activities

  • Visit to Câmara De Lobos
  • Madeira Wine Tasting at Henriques & Henriques
  • Explore Ponta Do Sol and Paúl Do Mar
  • Visit to Ponta Do Pargo Lighthouse
  • Group Dinner

Day 7 Cooking Class & Farewell Sunset

Begin the day with a fun and interactive cooking class in Funchal, where you’ll learn to prepare Madeiran specialties alongside local chefs. After lunch, set out with a guide to explore the striking São Lourenço peninsula, the island’s easternmost tip, before continuing to the historic town of Machico.

The afternoon includes a visit to Santana, a village known for its colourful thatched houses, followed by a celebratory farewell late brunch with the group. Finish the trip with a final sunset at Miradouro da Beira, a beautiful lookout to reflect on the journey.

🏨 Accommodation

  • Melia Madeira Mare (5 Stars) or similar

🍽️ Included Meals

  • Breakfast
  • Cooking Class with Lunch Tastings
  • Farewell Late Brunch

✅ Activities

  • Group Cooking Class in Funchal
  • Visit to São Lourenço Peninsula
  • Guided Tour of Machico
  • Stop in Santana Village
  • Farewell Late Brunch
  • Sunset at Miradouro Da Beira

Day 8 Fond Farewell

Enjoy one last breakfast before saying farewell to the island of Madeira. A group transfer will take you to the airport for your onward flight.

Take home cherished memories of volcanic pools, mountain peaks, fresh seafood, and the warmth of Madeira’s people and culture.

🍽️ Included Meals

  • Breakfast

✅ Activities

  • Group Airport Transfer

Trip Photos

Important Notes

ARRIVAL:
You will need to make sure your travel plans allow you to arrive at the meeting point by the scheduled guest meeting time. More information on this will be provided once the trip is confirmed. Your arrival airport is Cristiano Ronaldo International Airport also known as Madeira Airport (FNC).

DEPARTURE:
On the final day, you are free to depart at any time. A group airport transfer is included. Your departure airport is Cristiano Ronaldo International Airport also known as Madeira Airport (FNC).

ARRIVAL AIRPORT TRANSFERS:
Arrival airport transfers are not included as part of this trip, so you will need to make your own arrangements. More specific information on transport options for your arrival and departure airports will be available on the airport websites.

Pre-booked airport transfers are available for most airports via Expedia – please select “Cars” and then “Airport Transportation”: https://bit.ly/expedia-best-in-travel-vip

ADDITIONAL NIGHTS ACCOMMODATION:
We are unable to organise additional nights accommodation on your behalf. Our exact hotels will be finalised and advised when the trip is confirmed. Once that happens, we recommend booking accommodation via our affiliate link at https://bit.ly/booking-com-best-in-travel

ENTRY REQUIREMENTS:
Be sure to check entry requirements based on the passport that you will be travelling with. It is your responsibility to ensure that your passport meets minimum requirements, and that you have arranged any required visas before arrival. Visa information is available in the destination guide linked below.

DESTINATION GUIDE:
For a detailed destination guide for this trip’s location, head to https://bestintravelgroup.com/portugal-destination-guide/

TRIP CONFIRMATION:
This trip is CONFIRMED.

BOOKING FLIGHTS:
This trip is CONFIRMED, and therefore we recommend booking your flights as soon as you are able.

BOOKING T&Cs:
We recommend you familiarise yourself with our Booking Terms & Conditions for more information about our booking, deposit and cancellation policies.

TRAVEL INSURANCE:
Travel insurance is required, and this will need to organised independently. There are a number of travel insurance comparison websites available.

For more information on travel insurance head to https://bestintravelgroup.com/protect-your-adventure-best-in-travels-guide-to-travel-insurance/

ISSUES & CONTACTS DURING THE TRIP:
If you experience any issues that you need resolved during this trip, please chat to your host or your local driver/guide. Emergency contact details for your local trip operator will be provided prior to the trip starting.

For more information on the correct process for handling issues during a trip, including emergency situations, please read the following guide: https://bestintravelgroup.com/managing-emergencies-other-issues-on-your-best-in-travel-adventure/

INCLUSIVITY:
For information on how Best In Travel creates a welcoming space for all travellers, please head to: https://bestintravelgroup.com/everyones-welcome-inclusivity-on-best-in-travel-group-trips/

TRAVELLER CONDUCT & WELLBEING:
For a quick guide on how to enjoy our group trips safely, respectfully, and with the right balance of fun and wellbeing, head to: https://bestintravelgroup.com/group-trips-great-times-how-to-eat-drink-stay-well-on-the-road/

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An Unforgettable 8-Day Madeira Adventure with Meredith



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