Spring Saver: Save 10% on 2024 Departures

Spring into savings! Don't miss out on our offer to save 10% on all Headwater holidays departing between 17th April and 31st December 2024. It's the perfect opportunity to embark on your dream holiday at an unbeatable price. But hurry, availability is limited and this offer ends on 30th April. Whether you're into self-guided walking, cycling, cultural exploration, or private guided walks, we've got you covered. Seize the moment and secure your spot today!

Terms and conditions apply.

BROWSE BY TRIP TYPE

  • Save on walking holidays
  • Save of cycling holidays
  • Save on tours
  • Save on pilgrimages

Self Guided Walking Holidays

On our self-guided walking holidays, you're in control of your journey. With detailed route instructions and maps, you can linger over scenic vistas, cool off in streams, or savour birdsong during lunch. Move at your own pace, selecting routes from serene country lanes to rugged mountain trails. Each path presents photo opportunities, atmospheric moments, and immersive experiences. Plus, your luggage awaits at the next hotel, ensuring seamless transitions between accommodation.

  • Short Break in the Altmuhltal Nature Park

    Self-guided walking
    4 nights from US$1250
    VIEW DETAILS
  • Walking the Antrim Way

    Self-guided walking
    4 nights from US$1490
    VIEW DETAILS
  • Villages & Vineyards of Alsace- Short Break

    Self-guided walking
    4 nights from US$1835
    VIEW DETAILS
  • Walking in Burgundy’s Vineyards - Short Break

    Self-guided walking
    4 nights from US$1850
    VIEW DETAILS
  • Walking The Vineyards of Champagne

    Self-guided walking
    4 nights from US$1700
    VIEW DETAILS
  • Catalan Classic Walk - Short Break

    Self-guided walking
    4 nights from US$1385
    VIEW DETAILS
  • Walking The Vineyards of Champagne - Deluxe

    Self-guided walking
    4 nights from US$1985
    VIEW DETAILS
  • Walking Devon's Coastal Highlights

    Self-guided walking
    4 nights from US$1340
    VIEW DETAILS
  • Walking on Gozo - Calypso's Isle - Short Break

    Self-guided walking
    4 nights from US$1385
    VIEW DETAILS
  • Walking the Kerry Way and Killarney N.P. - Short Break

    Self-guided walking
    4 nights from US$1505
    VIEW DETAILS
  • Chateaux Of The Loire Walk - Short Break

    Self-guided walking
    4 nights from US$1820
    VIEW DETAILS
  • Highlights of Secrets of Malta Walking

    Self-guided walking
    4 nights from US$1325
    VIEW DETAILS
  • Mont Blanc Walks – Short Break Premium

    Self-guided walking
    4 nights from US$2150
    VIEW DETAILS
  • Mont Blanc Walks – Short Break

    Self-guided walking
    4 nights from US$1700
    VIEW DETAILS
  • Salzkammergut Lakes Walk - Short Stay

    Self-guided walking
    4 nights from US$2060
    VIEW DETAILS
  • Walking in Kandersteg - short break

    Self-guided walking
    5 nights from US$1850
    VIEW DETAILS
  • Dublin & The Wicklow Way Walking

    Self-guided walking
    5 nights from US$1700
    VIEW DETAILS
  • Highlights of the Gower Peninsula Walk

    Self-guided walking
    5 nights from US$1910
    VIEW DETAILS
  • Walking the Best of Hadrian's Wall

    Self-guided walking
    5 nights from US$1505
    VIEW DETAILS
  • Walking the Algarve's South West Fishermen's Trail

    Self-guided walking
    6 nights from US$2675
    VIEW DETAILS
  • Villages & Vineyards of Alsace

    Self-guided walking
    6 nights from US$2450
    VIEW DETAILS
  • Walk the Algarve's Wild West

    Self-guided walking
    6 nights from US$2195
    VIEW DETAILS
  • Basque Country : From the Mountains to the Ocean

    Self-guided walking
    6 nights from US$2345
    VIEW DETAILS
  • Walking in Burgundy’s Vineyards

    Self-guided walking
    6 nights from US$2450
    VIEW DETAILS
  • Walking in the Vineyards of Bordeaux and Medoc

    Self-guided walking
    6 nights from US$2360
    VIEW DETAILS
  • Coastal Walking in Brittany

    Self-guided walking
    6 nights from US$2570
    VIEW DETAILS
  • Walking in Jersey, Guernsey and Sark

    Self-guided walking
    6 nights from US$1820
    VIEW DETAILS
  • Catalan Classic Walk

    Self-guided walking
    6 nights from US$1580
    VIEW DETAILS
  • Walking in the Cinque Terre and Portofino

    Self-guided walking
    6 nights from US$1895
    VIEW DETAILS
  • Walking in Jersey, Guernsey and Sark Premium

    Self-guided walking
    6 nights from US$2600
    VIEW DETAILS
  • Highlights of the Pembrokeshire Coast

    Self-guided walking
    6 nights from US$2375
    VIEW DETAILS
  • Walking the Western Tip of Cornwall

    Self-guided walking
    6 nights from US$1925
    VIEW DETAILS
  • Jewels of the Jurassic Coast Walk

    Self-guided walking
    6 nights from US$1775
    VIEW DETAILS
  • Walking on Kythnos Island

    Self-guided walking
    6 nights from US$1640
    VIEW DETAILS
  • Walking the Tyrolean Mountains

    Self-guided walking
    6 nights from US$2060
    VIEW DETAILS
  • Literary Walking in the Lake District

    Self-guided walking
    6 nights from US$2060
    VIEW DETAILS
  • Mediterranean Pyrenees Coastal Walk from Collioure to Cadaques

    Self-guided walking
    6 nights from US$1970
    VIEW DETAILS
  • Walking Rota Vicentina North Fishermen's Trail

    Self-guided walking
    6 nights from US$2225
    VIEW DETAILS
  • Walking St Cuthbert's Way

    Self-guided walking
    6 nights from US$1625
    VIEW DETAILS
  • Walking the Speyside Way

    Self-guided walking
    6 nights from US$1850
    VIEW DETAILS
  • Walk the Welsh Highland Railway

    Self-guided walking
    6 nights from US$2030
    VIEW DETAILS
  • Walk across Andorra

    Self-guided walking
    7 nights from US$2000
    VIEW DETAILS
  • Classic Swiss Alps Walk

    Self-guided walking
    7 nights from US$2300
    VIEW DETAILS
  • Walking Amalfi's Path of the Gods

    Self-guided walking
    7 nights from US$1700
    VIEW DETAILS
  • Volcanoes of Sicily Walk

    Self-guided walking
    7 nights from US$2555
    VIEW DETAILS
  • Gems of the Amalfi Coast Walking

    Self-guided walking
    7 nights from US$2000
    VIEW DETAILS
  • The Antrim Coast and Glens Walking

    Self-guided walking
    7 nights from US$2000
    VIEW DETAILS
  • Walking the White Villages of the Alpujarras

    Self-guided walking
    7 nights from US$1640
    VIEW DETAILS
  • Walking the Green Island of the Azores

    Self-guided walking
    7 nights from US$2075
    VIEW DETAILS
  • The Algarve from West to East

    Self-guided walking
    7 nights from US$1970
    VIEW DETAILS
  • Walking the Bernese Highlights East

    Self-guided walking
    7 nights from US$3050
    VIEW DETAILS
  • Walk the Bonita Island of La Palma

    Self-guided walking
    7 nights from US$860
    VIEW DETAILS
  • Contrasts of Devon Walking

    Self-guided walking
    7 nights from US$1700
    VIEW DETAILS
  • Walking Bavaria’s Lakes and Mountains

    Self-guided walking
    7 nights from US$1805
    VIEW DETAILS
  • Islands of Bermuda Walk

    Self-guided walking
    7 nights from US$2825
    VIEW DETAILS
  • Paths of the Amalfi Coast

    Self-guided walking
    7 nights from US$1565
    VIEW DETAILS
  • Walking the Bernese Highlights West

    Self-guided walking
    7 nights from US$3020
    VIEW DETAILS
  • WALKING THE AKAMAS PENINSULA

    Self-guided walking
    7 nights from US$1550
    VIEW DETAILS
  • Walk the Crossroads of Five Passes

    Self-guided walking
    7 nights from US$2180
    VIEW DETAILS
  • Highlights of El Hierro Walk

    Self-guided walking
    7 nights from US$1850
    VIEW DETAILS
  • North Corsican Wonders Between Coast and Mountains

    Self-guided walking
    7 nights from US$2450
    VIEW DETAILS
  • Walking in Gran Canaria and La Palma

    Self-guided walking
    7 nights from US$2300
    VIEW DETAILS
  • Highlights of the Camino de Santiago Walk

    Self-guided walking
    7 nights from US$2525
    VIEW DETAILS
  • Walks in the Troodos Mountains

    Self-guided walking
    7 nights from US$1595
    VIEW DETAILS
  • Walking through Bohemia

    Self-guided walking
    7 nights from US$1850
    VIEW DETAILS
  • Dalmatian Coast Island Hopping

    Self-guided walking
    7 nights from US$2285
    VIEW DETAILS
  • Walking South Devon's Coastal Path

    Self-guided walking
    7 nights from US$2075
    VIEW DETAILS
  • Dalmatian Islands Walk

    Self-guided walking
    7 nights from US$2405
    VIEW DETAILS
  • Walks in The Italian Dolomites

    Self-guided walking
    7 nights from US$2495
    VIEW DETAILS
  • Walking the Dolomites of Alta Badia

    Self-guided walking
    7 nights from US$2945
    VIEW DETAILS
  • Walking in El Hierro

    Self-guided walking
    7 nights from US$1865
    VIEW DETAILS
  • Walking in the Lower Engadine

    Self-guided walking
    7 nights from US$2150
    VIEW DETAILS
  • Mallorca Finca Walking

    Self-guided walking
    7 nights from US$2510
    VIEW DETAILS
  • Walking in the Sierra de Gredos

    Self-guided walking
    7 nights from US$1475
    VIEW DETAILS
  • Contrasts of Crete Walking

    Self-guided walking
    7 nights from US$2300
    VIEW DETAILS
  • Discovering the Maltese Islands

    Self-guided walking
    7 nights from US$1730
    VIEW DETAILS
  • Walking on Gozo - Calypso's Isle

    Self-guided walking
    7 nights from US$1895
    VIEW DETAILS
  • Walking the Pelion Peninsula

    Self-guided walking
    7 nights from US$1925
    VIEW DETAILS
  • Highlights of Southern Montenegro Walk

    Self-guided walking
    7 nights from US$1955
    VIEW DETAILS
  • The Islands of Amalfi Walk

    Self-guided walking
    7 nights from US$2045
    VIEW DETAILS
  • Castles to Coast Walk

    Self-guided walking
    7 nights from US$2405
    VIEW DETAILS
  • Walking the Kerry Way and Killarney N.P.

    Self-guided walking
    7 nights from US$1805
    VIEW DETAILS
  • Contrasts of La Gomera

    Self-guided walking
    7 nights from US$1700
    VIEW DETAILS
  • Chateaux Of The Loire Walk

    Self-guided walking
    7 nights from US$2675
    VIEW DETAILS
  • Contrasts of Lanzarote

    Self-guided walking
    7 nights from US$1580
    VIEW DETAILS
  • Walk the Garden Island of Madeira

    Self-guided walking
    7 nights from US$1175
    VIEW DETAILS
  • Marvels of Madeira Walk

    Self-guided walking
    7 nights from US$2795
    VIEW DETAILS
  • Walking the Green Coast of Minho

    Self-guided walking
    7 nights from US$1160
    VIEW DETAILS
  • Walking Mallorca's Mountains and Coast

    Self-guided walking
    7 nights from US$1460
    VIEW DETAILS
  • Secrets of Malta Walking

    Self-guided walking
    7 nights from US$1790
    VIEW DETAILS
  • Walking the Coastal Trails of Menorca

    Self-guided walking
    7 nights from US$1850
    VIEW DETAILS
  • Walking Tour du Mont Blanc - Premium

    Self-guided walking
    7 nights from US$3200
    VIEW DETAILS
  • Secrets of Sicily Walking

    Self-guided walking
    7 nights from US$2450
    VIEW DETAILS
  • Walking the Waterways and villages of Madeira

    Self-guided walking
    7 nights from US$1955
    VIEW DETAILS
  • Walking Tour du Mont Blanc

    Self-guided walking
    7 nights from US$2975
    VIEW DETAILS
  • Walking the Mountains, Valleys & Coast of Minho

    Self-guided walking
    7 nights from US$1610
    VIEW DETAILS
  • Alpine Walks in the Stubai Valley

    Self-guided walking
    7 nights from US$1985
    VIEW DETAILS
  • Normandy Walk from Deauville to Bayeux

    Self-guided walking
    7 nights from US$2135
    VIEW DETAILS
  • Normandy Walk from Deauville to Bayeux - Deluxe

    Self-guided walking
    7 nights from US$2450
    VIEW DETAILS
  • Walking in the Outer Mani

    Self-guided walking
    7 nights from US$1700
    VIEW DETAILS
  • Walking the Trails of La Palma

    Self-guided walking
    7 nights from US$1550
    VIEW DETAILS
  • Highlights of the Picos de Europa

    Self-guided walking
    7 nights from US$1610
    VIEW DETAILS
  • Churches of the Peloponnese Walk

    Self-guided walking
    7 nights from US$1820
    VIEW DETAILS
  • Majestic Mountains of the Picos de Europa

    Self-guided walking
    7 nights from US$1985
    VIEW DETAILS
  • Undiscovered Puglia Walk - Discovering the South-East Coast

    Self-guided walking
    7 nights from US$1850
    VIEW DETAILS
  • Self Guided Walking in Puglia: From Lecce to Matera

    Self-guided walking
    7 nights from US$1805
    VIEW DETAILS
  • Walking the Best of the High Pyrenees

    Self-guided walking
    7 nights from US$2825
    VIEW DETAILS
  • Walking on Gran Canaria

    Self-guided walking
    7 nights from US$1685
    VIEW DETAILS
  • Transylvanian Castles Walk

    Self-guided walking
    7 nights from US$1475
    VIEW DETAILS
  • Walking the Rugged Pyrenees of Andorra

    Self-guided walking
    7 nights from US$1400
    VIEW DETAILS
  • Contrasts of Rota Vicentina Walk

    Self-guided walking
    7 nights from US$1595
    VIEW DETAILS
  • Secrets of Sardinia Walking

    Self-guided walking
    7 nights from US$2120
    VIEW DETAILS
  • Lake Bled and Lake Bohinj Walk

    Self-guided walking
    7 nights from US$1520
    VIEW DETAILS
  • Salzkammergut Lakes Walk

    Self-guided walking
    7 nights from US$2900
    VIEW DETAILS
  • Walking in Sierra de Aracena

    Self-guided walking
    7 nights from US$1760
    VIEW DETAILS
  • A Taste of Tuscany Walking

    Self-guided walking
    7 nights from US$2675
    VIEW DETAILS
  • Walking in Austria's Lake District

    Self-guided walking
    7 nights from US$2105
    VIEW DETAILS
  • Walking in Tenerife and La Palma

    Self-guided walking
    7 nights from US$2345
    VIEW DETAILS
  • Contrasts of Tenerife Walk (with car hire)

    Self-guided walking
    7 nights from US$2030
    VIEW DETAILS
  • Walking the trails of Tenerife

    Self-guided walking
    7 nights from US$1550
    VIEW DETAILS
  • Wine & Walk in Chianti

    Self-guided walking
    7 nights from US$2150
    VIEW DETAILS
  • Undiscovered Villages of Umbria Walk

    Self-guided walking
    7 nights from US$2075
    VIEW DETAILS
  • Walking in Val D'Anniviers

    Self-guided walking
    7 nights from US$2585
    VIEW DETAILS
  • Walking the Valais Matterhorn Region

    Self-guided walking
    7 nights from US$1820
    VIEW DETAILS
  • Walking the Valais Matterhorn Region - Premium

    Self-guided walking
    7 nights from US$2060
    VIEW DETAILS
  • Volcanoes and Vineyards of Lanzarote

    Self-guided walking
    7 nights from US$1580
    VIEW DETAILS
  • Walking the Wachau Heritage Trail

    Self-guided walking
    7 nights from US$1940
    VIEW DETAILS
  • Contrasts of Cyprus Walking

    Self-guided walking
    7 nights from US$1700
    VIEW DETAILS
  • Walk in the Home of the Matterhorn

    Self-guided walking
    7 nights from US$2585
    VIEW DETAILS
  • Hidden Valleys of Cordoba Walk

    Self-guided walking
    7 nights from US$1400
    VIEW DETAILS
  • Walking in the Altmuhltal Nature Park

    Self-guided walking
    8 nights from US$1850
    VIEW DETAILS
  • The Amalfi Coast Walk

    Self-guided walking
    8 nights from US$3980
    VIEW DETAILS
  • Best of the Cotswolds Walk

    Self-guided walking
    8 nights from US$2720
    VIEW DETAILS
  • Catalan Coastal Walk

    Self-guided walking
    8 nights from US$2300
    VIEW DETAILS
  • Coastal Cilento Walk

    Self-guided walking
    8 nights from US$1850
    VIEW DETAILS
  • Dordogne River Walk

    Self-guided walking
    8 nights from US$2705
    VIEW DETAILS
  • Walking the Wine Villages of Piedmont

    Self-guided walking
    8 nights from US$2990
    VIEW DETAILS
  • Gastronomic Barolo Walk

    Self-guided walking
    8 nights from US$3590
    VIEW DETAILS
  • Landscapes of the Luberon Walk

    Self-guided walking
    8 nights from US$2765
    VIEW DETAILS
  • Walk the Highlights of Northern Portugal

    Self-guided walking
    8 nights from US$2300
    VIEW DETAILS
  • Walking the Rob Roy Way

    Self-guided walking
    8 nights from US$1820
    VIEW DETAILS
  • Walking Canada’s Sunshine Coast

    Self-guided walking
    8 nights from US$4205
    VIEW DETAILS
  • Volterra to San Gimignano Walk

    Self-guided walking
    8 nights from US$2750
    VIEW DETAILS
  • Walking in the Venetian Hills

    Self-guided walking
    8 nights from US$2030
    VIEW DETAILS
  • Walking the West Highland Way

    Self-guided walking
    8 nights from US$1820
    VIEW DETAILS
  • The Cotswold Way Walk

    Self-guided walking
    9 nights from US$3050
    VIEW DETAILS
  • Walking on the Francigena Way

    Self-guided walking
    9 nights from US$2105
    VIEW DETAILS
  • Walking the Algarve's South West

    Self-guided walking
    10 nights from US$2900
    VIEW DETAILS
  • Walking across the Pyrenees on the Camino Frances

    Self-guided walking
    10 nights from US$2225
    VIEW DETAILS
  • Walking the Camino de Santiago

    Self-guided walking
    10 nights from US$3470
    VIEW DETAILS
  • Walk the Kumano Kodo

    Self-guided walking
    10 nights from US$5555
    VIEW DETAILS
  • Walk the Nakasendo Trail

    Self-guided walking
    10 nights from US$5615
    VIEW DETAILS
  • Shikoku Pilgrimage Trail

    Self-guided walking
    10 nights from US$5675
    VIEW DETAILS
  • Chianti Classic Walk

    Self-guided walking
    10 nights from US$3050
    VIEW DETAILS
  • Following St James' Way

    Self-guided walking
    12 nights from US$3695
    VIEW DETAILS
  • Bermuda Islands Discovery

    Self-guided walking
    14 nights from US$4700
    VIEW DETAILS
  • Portugal Coastal Way to Santiago

    Self-guided walking
    14 nights from US$2675
    VIEW DETAILS
  • Island Hopping in the Azores

    Self-guided walking
    14 nights from US$3200
    VIEW DETAILS
  • Walking from Coast to Coast

    Self-guided walking
    17 nights from US$3650
    VIEW DETAILS
  • Walking Offa's Dyke Path (North to South)

    Self-guided walking
    17 nights from US$4415
    VIEW DETAILS
 

View all walking holidays




Self Guided Cycling Holidays

Cycling holidays are an unparalleled way to explore. Pedalling through landscapes on two wheels allows for greater distances covered, granting ample time to linger in captivating spots. Set off to some of the world's premier cycling destinations, like the idyllic rolling hills of Italy to the majestic coastline of Portugal. Expect awe-inspiring scenery, culinary delights, and rich cultural immersion. Start your next adventure today by browsing our cycling holidays below.

  • Cycling the Vineyards of Champagne

    Self-guided cycling
    3 nights from US$1685
    VIEW DETAILS
  • Cycling In The Royal Loire Valley

    Self-guided cycling
    3 nights from US$2075
    VIEW DETAILS
  • Cycling in Beaune Vineyards

    Self-guided cycling
    4 nights from US$1700
    VIEW DETAILS
  • Classic Burgundy Cycling

    Self-guided cycling
    4 nights from US$2000
    VIEW DETAILS
  • Contrasts of Catalunya Cycling - Short Break

    Self-guided cycling
    4 nights from US$2000
    VIEW DETAILS
  • Cycling from Copenhagen

    Self-guided cycling
    4 nights from US$1850
    VIEW DETAILS
  • Hilltop Villages of Provence Cycling - Short Break

    Self-guided cycling
    4 nights from US$2090
    VIEW DETAILS
  • Cycling the Wine Route of Alsace

    Self-guided cycling
    5 nights from US$2180
    VIEW DETAILS
  • Cycling The Grand Crus of Bordeaux

    Self-guided cycling
    5 nights from US$2435
    VIEW DETAILS
  • Cycle The Wine Route of Champagne

    Self-guided cycling
    5 nights from US$2330
    VIEW DETAILS
  • Cycling The UNESCO Loire Valley - Deluxe

    Self-guided cycling
    5 nights from US$2555
    VIEW DETAILS
  • Cycling The Chateaux Of The Loire - Short Break

    Self-guided cycling
    5 nights from US$2150
    VIEW DETAILS
  • Cycling The UNESCO Loire Valley

    Self-guided cycling
    5 nights from US$2225
    VIEW DETAILS
  • Cycling The Chateaux Of The Loire - Upgraded Short

    Self-guided cycling
    5 nights from US$2570
    VIEW DETAILS
  • D-Day Beaches Of Normandy Cycling

    Self-guided cycling
    5 nights from US$2405
    VIEW DETAILS
  • Highlights of Norfolk Cycling

    Self-guided cycling
    5 nights from US$2060
    VIEW DETAILS
  • Cycling from Stockholm

    Self-guided cycling
    5 nights from US$2000
    VIEW DETAILS
  • Cycling in Andalucia: Seville to Cadiz

    Self-guided cycling
    6 nights from US$2570
    VIEW DETAILS
  • Cycling in The Real Algarve

    Self-guided cycling
    6 nights from US$2360
    VIEW DETAILS
  • Azores Cycling

    Self-guided cycling
    6 nights from US$2150
    VIEW DETAILS
  • Highlights of Lake Chiemsee by Bike

    Self-guided cycling
    6 nights from US$2120
    VIEW DETAILS
  • Cycling the Vineyards From Beaune to Macon

    Self-guided cycling
    6 nights from US$2495
    VIEW DETAILS
  • Cycling The Grand Crus of Burgundy

    Self-guided cycling
    6 nights from US$2435
    VIEW DETAILS
  • Cycling through the Unspoilt Costa Blanca

    Self-guided cycling
    6 nights from US$2360
    VIEW DETAILS
  • Cycling in Jersey, Guernsey and Sark

    Self-guided cycling
    6 nights from US$2150
    VIEW DETAILS
  • Canal du midi Cycling : from Toulouse to Sete

    Self-guided cycling
    6 nights from US$2750
    VIEW DETAILS
  • Contrasts of Catalunya Cycling

    Self-guided cycling
    6 nights from US$2375
    VIEW DETAILS
  • Best of the Cotswolds Cycling

    Self-guided cycling
    6 nights from US$2750
    VIEW DETAILS
  • Cycling in the Douro Valley

    Self-guided cycling
    6 nights from US$2765
    VIEW DETAILS
  • County Kerry Cycling

    Self-guided cycling
    6 nights from US$2225
    VIEW DETAILS
  • Cycling the Colourful villages of Provence

    Self-guided cycling
    6 nights from US$2375
    VIEW DETAILS
  • Provence : between Vineyards and olive groves

    Self-guided cycling
    6 nights from US$2450
    VIEW DETAILS
  • Hilltop Villages of Provence Cycling

    Self-guided cycling
    6 nights from US$2525
    VIEW DETAILS
  • Cotes du Ventoux Cycling

    Self-guided cycling
    6 nights from US$2585
    VIEW DETAILS
  • Cycling Stockholm's Archipelago

    Self-guided cycling
    6 nights from US$2450
    VIEW DETAILS
  • Cycling the Lakes and Rivers of the Salzkammergut

    Self-guided cycling
    6 nights from US$1820
    VIEW DETAILS
  • Cycling from Amsterdam to Brussels

    Self-guided cycling
    7 nights from US$2525
    VIEW DETAILS
  • Cycling from Bruges to Amsterdam

    Self-guided cycling
    7 nights from US$2495
    VIEW DETAILS
  • Cycling Bavaria’s Lake Chiemsee

    Self-guided cycling
    7 nights from US$2195
    VIEW DETAILS
  • Cycling from Brussels to Bruges

    Self-guided cycling
    7 nights from US$2375
    VIEW DETAILS
  • Lakes and Mountains of Bavaria Cycling

    Self-guided cycling
    7 nights from US$2420
    VIEW DETAILS
  • St Malo to Mont St Michel Cycling

    Self-guided cycling
    7 nights from US$2600
    VIEW DETAILS
  • Corsica with Ebike

    Self-guided cycling
    7 nights from US$3200
    VIEW DETAILS
  • Cycling the Coast of Eastern Crete

    Self-guided cycling
    7 nights from US$2390
    VIEW DETAILS
  • Cycling from the Dolomites to Venice

    Self-guided cycling
    7 nights from US$2045
    VIEW DETAILS
  • Emilia Romagna – Bologna to Parma Cycling

    Self-guided cycling
    7 nights from US$2750
    VIEW DETAILS
  • Cycling in the Peloponnese

    Self-guided cycling
    7 nights from US$2750
    VIEW DETAILS
  • Cycling the Highlights of Holland

    Self-guided cycling
    7 nights from US$2450
    VIEW DETAILS
  • Coastal Croatia - Pula to Porec Cycling

    Self-guided cycling
    7 nights from US$2300
    VIEW DETAILS
  • Unspoilt Ring of Kerry Cycling

    Self-guided cycling
    7 nights from US$2360
    VIEW DETAILS
  • Cycling along the Danube from Passau to Vienna

    Self-guided cycling
    7 nights from US$1925
    VIEW DETAILS
  • Highlights of Lake Constance by bike

    Self-guided cycling
    7 nights from US$2180
    VIEW DETAILS
  • Cycling The Chateaux Of The Loire

    Self-guided cycling
    7 nights from US$2690
    VIEW DETAILS
  • Cycling The Chateaux Of The Loire - Upgraded

    Self-guided cycling
    7 nights from US$3440
    VIEW DETAILS
  • Cycling in Mallorca: Coast to Coast

    Self-guided cycling
    7 nights from US$2540
    VIEW DETAILS
  • Cycling in Portugal: From the Mountains to the Sea

    Self-guided cycling
    7 nights from US$2585
    VIEW DETAILS
  • Cycling Maine's Coast & National Park

    Self-guided cycling
    7 nights from US$5255
    VIEW DETAILS
  • Secrets of Sicily Cycling

    Self-guided cycling
    7 nights from US$2510
    VIEW DETAILS
  • Porto Coastal Cycling

    Self-guided cycling
    7 nights from US$3050
    VIEW DETAILS
  • Hilltop Villages of Provence with e-bike

    Self-guided cycling
    7 nights from US$3305
    VIEW DETAILS
  • Cycling in Tuscany: Pisa to Florence

    Self-guided cycling
    7 nights from US$2135
    VIEW DETAILS
  • Cycling the Heel of Italy - Alberobello to Lecce

    Self-guided cycling
    7 nights from US$2255
    VIEW DETAILS
  • Contrasts of Puglia Cycling

    Self-guided cycling
    7 nights from US$2795
    VIEW DETAILS
  • Vineyards of La Rioja Cycling

    Self-guided cycling
    7 nights from US$2600
    VIEW DETAILS
  • Cycling the Algarve's Rota Vicentina

    Self-guided cycling
    7 nights from US$2570
    VIEW DETAILS
  • Undiscovered Sardinia Cycling

    Self-guided cycling
    7 nights from US$2600
    VIEW DETAILS
  • Stockholm to Copenhagen Cycling

    Self-guided cycling
    7 nights from US$3200
    VIEW DETAILS
  • Five Lakes Cycling

    Self-guided cycling
    7 nights from US$2960
    VIEW DETAILS
  • E-bike Cycling on the Costa Smeralda

    Self-guided cycling
    7 nights from US$2750
    VIEW DETAILS
  • Secrets of Slovenia Cycling

    Self-guided cycling
    7 nights from US$3425
    VIEW DETAILS
  • A Taste of Tuscany Cycling

    Self-guided cycling
    7 nights from US$2750
    VIEW DETAILS
  • Cycling the Italian Lakes

    Self-guided cycling
    7 nights from US$2780
    VIEW DETAILS
  • The Wine Trails of Umbria Cycling

    Self-guided cycling
    7 nights from US$2375
    VIEW DETAILS
  • Cycling Valencia and the Orange Blossom Coast

    Self-guided cycling
    7 nights from US$2405
    VIEW DETAILS
  • Cycling from Vienna to Budapest

    Self-guided cycling
    7 nights from US$2030
    VIEW DETAILS
  • Bolzano, Verona & Venice Ride

    Self-guided cycling
    7 nights from US$2150
    VIEW DETAILS
  • Mountain Biking the Valais Matterhorn Region

    Self-guided cycling
    7 nights from US$3980
    VIEW DETAILS
  • Heart of Veneto Cycling

    Self-guided cycling
    7 nights from US$1970
    VIEW DETAILS
  • Cycling through Baroque Sicily

    Self-guided cycling
    8 nights from US$3200
    VIEW DETAILS
  • Classic Catalan Cycling

    Self-guided cycling
    8 nights from US$2525
    VIEW DETAILS
  • Dordogne Valleys & Villages Cycling

    Self-guided cycling
    8 nights from US$2360
    VIEW DETAILS
  • Cycling the Wine Villages of Piedmont

    Self-guided cycling
    8 nights from US$3065
    VIEW DETAILS
  • Gastronomic Barolo Cycling

    Self-guided cycling
    8 nights from US$3635
    VIEW DETAILS
  • Landscapes of the Luberon Cycling

    Self-guided cycling
    8 nights from US$3035
    VIEW DETAILS
  • Vineyards of Vaucluse Cycling

    Self-guided cycling
    8 nights from US$3005
    VIEW DETAILS
  • Secrets of San Gimignano Cycling

    Self-guided cycling
    8 nights from US$3230
    VIEW DETAILS
  • Venetian Villas and Vineyards Cycling

    Self-guided cycling
    8 nights from US$2540
    VIEW DETAILS
  • Porto to Coimbra Cycling

    Self-guided cycling
    9 nights from US$3380
    VIEW DETAILS
  • Brenner Pass to Venice Cycling

    Self-guided cycling
    9 nights from US$2780
    VIEW DETAILS
  • Lake Constance Cycling

    Self-guided cycling
    10 nights from US$2960
    VIEW DETAILS
  • Passau to Vienna Cycling

    Self-guided cycling
    10 nights from US$2900
    VIEW DETAILS
  • Highlights of Puglia Cycling

    Self-guided cycling
    10 nights from US$3920
    VIEW DETAILS
  • Julian Alps to the Adriatic Cycling

    Self-guided cycling
    10 nights from US$4070
    VIEW DETAILS
  • Classic Chianti Cycling

    Self-guided cycling
    10 nights from US$3635
    VIEW DETAILS
  • Cycling the Heel of Italy - Matera to Lecce

    Self-guided cycling
    11 nights from US$3185
    VIEW DETAILS
  • Coimbra to Lisbon Cycling

    Self-guided cycling
    11 nights from US$3650
    VIEW DETAILS
 

View all cycling holidays




Independent Tours

Our independent tours are new for 2024. We've handpicked must-visit regions that we feel deserve a more leisurely exploration. Crafted to be slightly less strenuous and more centred on immersing yourself in cultural wonders at your own rhythm, our Tours offer you ample opportunity to delve deeper into the hidden gems of a destination. Plus, we've woven in some truly authentic local encounters to add extra magic to your journey.

  • Journey through Puglia to Matera

    Independent tour
    7 nights from US$2195
    VIEW DETAILS
  • Tour the Treasures of Portugal

    Independent tour
    7 nights from US$2450
    VIEW DETAILS
  • Provence Velo Vin Voyage

    Independent tour
    7 nights from US$3725
    VIEW DETAILS
  • Three Cities of Andalucia

    Independent tour
    7 nights from US$2600
    VIEW DETAILS
  • Sicily: Vino & Volcanoes

    Independent tour
    7 nights from US$3800
    VIEW DETAILS
 

View all independent tours




Pilgrimage Holidays

Step by step along our pilgrimage routes, the uninterrupted miles offer time for reflection, historical discovery, and forging bonds with fellow pilgrims. Many opt for solitary walks, supported by our detailed notes and camaraderie. Our itineraries ensure marked routes, scenic stops, and local cuisine sampling. Some view pilgrimage as a sacred journey, others as a cultural exploration. Whether on the Camino de Santiago or Via Francigena, expect breathtaking scenery and culinary delights.

  • Cycling the Camino de Santiago

    Self-guided pilgrimage
    8 nights from US$2960
    VIEW DETAILS
  • Highlights of the Camino de Santiago Walk

    Self-guided walking
    7 nights from US$2525
    VIEW DETAILS
  • Walking on the Francigena Way

    Self-guided walking
    9 nights from US$2105
    VIEW DETAILS
  • Walking across the Pyrenees on the Camino Frances

    Self-guided walking
    10 nights from US$2225
    VIEW DETAILS
  • Walking the Camino de Santiago

    Self-guided walking
    10 nights from US$3470
    VIEW DETAILS
  • Following St James' Way

    Self-guided walking
    12 nights from US$3695
    VIEW DETAILS
  • Portugal Coastal Way to Santiago

    Self-guided walking
    14 nights from US$2675
    VIEW DETAILS
 

View all pilgrimage holidays







Terms & Conditions

  1. Please quote offer code HW24Spring10 at the time of booking (if booking online please enter this code in the 'Special Requests' box).
  2. Valid on bookings made between 16/04/2024 and 03/05/2024 only.
  3. Valid on selected departures between 17/04/2024 and 31/12/2024 only.
  4. Valid on new bookings only, cannot be applied to existing bookings, cannot be used to rebook the same trip, or to rebook any trip cancelled after 1 January 2024.
  5. Excludes all Exodus Adventure Travels operated holidays.
  6. Offer is valid for direct bookings only.
  7. This offer is not combinable with any other promotional offers including Loyalty Discounts.
  8. All other Headwater standard booking terms and conditions apply.
  9. This offer is subject to availability and Headwater reserves the right to change this offer at any time.
  10. This offer is not transferrable, there is no cash alternative, and no correspondence will be entered into.
  11. This offer is not available to Headwater staff or their immediate families.