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Let Us Plan the Trip for You

Two ways to get a Madeira itinerary that actually fits you, built by people who live here.

Option A

The Local Insight

€45
  • 100% personalized itinerary, built entirely around you
  • Interactive map of every stop
  • WhatsApp support for your whole stay
Option B

The Full Experience

€175
  • Everything in The Local Insight
  • We research everything and handle the bookings for your rent-a-car, accommodation and experiences
  • We send it all to you ready to go, ours and outside partners alike
  • You just make the direct payment once it's all arranged, no chasing, no stress
Funchal, Madeira

Madeira, the way locals actually live it.

No generic bus tours, no tourist traps. Real routes, real bars, real hikes — planned and guided by people who actually live here.

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Historical Tours · Pub Crawls & Bar Hopping · Jeep Tours · Hikes · Boat Trips · Concierge Planning
Travelers Reached & Counting
000
Real interest from real travelers planning their Madeira trip, tracked on our Google Business profile.
First things first

Which kind of traveler are you?

Tell us in a WhatsApp message and we'll point you to the right experiences — most people are a mix of two.

Type 1

The Mountain Explorer

Sunrise hikes, levadas, 4x4 routes above the clouds. You want nature, not a photo stop.

Type 2

The Slow & Relaxed

Warm weather, coastal views, no rush. A boat trip and a long lunch beat a packed itinerary.

Type 3

The Food & Culture Enthusiast

Espetada, limpets, real poncha, local markets. You travel to eat and to understand a place.

Type 4

The All-Rounder

You want it all in one trip. That's exactly what our Concierge planning is built for.

Can't decide what to book?

Let us plan the trip for you

Two ways to get a Madeira itinerary that actually fits you — built by people who live here.

Don't take our word for it

What Travelers Say

Real reviews from real guests, across every platform we run on.

Book direct, save more

Tours & Experiences

Direct-booking rates below. Platform prices (GetYourGuide, Viator, GuruWalk) run a little higher.

4x4 Jeep Tours

Off-road routes across the island, door-to-door pickup included.
Views of the City (Centro & South route, shared, per person)€54
North East Route (shared, per person)€63
North West Route (shared, per person)€63
Sunrise Tour, 4h (private, per jeep)€170
Sunset Tour, 4h (private, per jeep)€170
Full-Day Private Tour, 8h, fully custom route (per jeep)€250
Shared routes priced per person. Private tours priced per jeep, not per person.
Check Availability

Private Car Tours

5-seat vehicle with panoramic sunroof and full street views, private driver/guide, 100% customizable route.
Half-Day (4h, total)€100
Full-Day (8h, total)€160
Includes door-to-door pickup and drop-off.
Check Availability

Boat Trips & Cruises

Sailing cruises and speedboat trips around the island, open bar included on most routes.
Cabo Girão Cruise, 3h (adult)€45
Dolphin & Whale Speedboat, 2-2.5h (adult)€60
Sunset Cruise, 3h (adult)€55
Sunrise Cruise, 2h (adult)€60
Desertas Islands Full-Day, 7.5h (adult)€100
Open bar (wine, beer, sangria, juices, water) included on most routes. Children 5-10 at reduced rates, 0-4 free. Private sailboat charter from €150.
Check Availability

Guided Hikes & Levadas

Certified local guide, accommodation pickup included.
Vereda do Larano (per person)€63
Poço das Pulgas / Pico Grande / Penha d'Águia€72
Hidden Waterfall Hike€90
Hidden Beach Hike€99
Check Availability

Private Transfers

Airport runs and custom drop-offs for hikes or island points.
Airport <-> Funchal, one way€30
Custom hiking/island transfersOn request
Check Availability

Island Pub Crawl

A car/van tavern route around the island, tasting different styles of poncha along the way. No driving to worry about.
PriceCustom quote
Based on group size — ask us for a quote.
Check Availability
Real Madeira, no filter

Who We Are

Good Ground exists to show Madeira the way it actually is — not the postcard version everyone already knows. Every tour, hike, and route we run is chosen to take you somewhere real: the bars locals actually go to, the trails without a queue for a photo, the places that don't show up on everyone else's Instagram feed. Authentic local experiences, done properly — that's the whole idea.

Eat like a local

Where We Actually Eat

No influencer traps — just what locals order.

Espetada & Grilled Meats

Estreito de Câmara de Lobos is the espetada capital of the island — skewers grilled over bay laurel wood, always with milho frito and bolo do caco. Any restaurant in the area does it well.

Poncha, Done Right

Skip the pre-bottled, industrial stuff. Look for poncha made fresh to order with a caralhinho (traditional wooden muddler) — it's a completely different drink.

Fish & Seafood

Fresh limpets (lapas), espada (black scabbardfish) with banana, and tuna steak. Caniçal in general is excellent for fish and seafood.

Want more before you land? Get our free 20+ page Madeira e-book — recipes, a free itinerary, traditions and local tips.

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Follow along

More Madeira, Every Day

Behind-the-scenes, local tips, and real trip footage — @tipsymadeira everywhere.

Instagram

Daily stories, reels, and DM booking.
@tipsymadeira

TikTok

Short-form island tips and day-in-the-life content.
@tipsymadeira

YouTube

Longer vlogs and full trip breakdowns.
@tipsymadeira

WhatsApp Community

Join fellow travelers and get real-time tips from the team.
Join the group
Ready to book?

How Booking Works

Everything happens over WhatsApp — quick, direct, no back-and-forth on forms.

1

Message us on WhatsApp with the experience you want (or your DM keyword on Instagram).

2

Send us the main guest's first and last name.

3

Tell us the group size and your preferred date and time.

4

We confirm availability and lock in your spot.

Good to know

Frequently Asked Questions

How do I book a tour?

For the Pub Crawl and Historical Walking Tour, book directly through our online booking form — you'll get instant confirmation. For jeep tours, boat trips, hikes, transfers, and private experiences, message us on WhatsApp and we'll confirm availability before anything is paid.

Can I pay the tours & experiences when I arrive?

Yes. Everything except the Pub Crawl and Historical Walking Tour can be paid on the day of the tour, directly to your guide, or the day before by card or bank transfer. Your booking is registered and reserved by us, we always trust our clients. The only exception is the Private Sail Boat Charter, which requires a 50% deposit of the tour price to secure the booking.

What's the difference between direct and platform prices?

Booking directly with us (through our own form or WhatsApp) is always cheaper than booking through GetYourGuide, Viator, or GuruWalk, since those platforms take a commission.

Can I cancel or change my booking?

Yes — message us on WhatsApp as soon as you know your plans have changed and we'll sort it out with you directly.

Do you offer private or custom tours?

Yes. Private car tours, private jeep tours, and fully custom itineraries through our Concierge service are all available — just tell us what you're after on WhatsApp.

Is the Pub Crawl suitable if I'm traveling solo?

It's one of the best ways to meet other travelers in Funchal — most of our Pub Crawl guests come solo or in pairs and leave with a bigger group of friends.

Grow with us

Become a Tipsy Madeira Partner

We work as Madeira's Digital Concierge — running our own Historical Tour and Pub Crawl, and sending a steady flow of bookings to a curated network of local partners.

What We Bring

  • Content that converts — Reels, Stories and posts built to turn followers into customers
  • Full lead management, from first message to confirmed booking
  • You handle the logistics, we handle the sale

Who We Partner With

  • 4x4 jeep tours & guided hikes
  • Boat rides & radical experiences
  • Car rentals, private drivers & transfers
  • Hotels, hostels & local accommodation

How It Works

  • Personalized discount codes and direct-sale commissions
  • Reciprocity — we promote each other's services
  • Joint content days ("Fam Trips") and social media collabs

Tell us a bit about your business and we'll follow up with our full partnership proposal — commissions, cross-promotion, and everything in between.

Apply to Partner
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