Where To Go On Holiday In May

Where to Go on Holiday in May: Discover Dreamy Destinations

Introduction

May is a magical month for travel. The first signs of summer start to peek through, but destinations aren’t quite at their peak season crowds – a recipe for the perfect holiday! Whether you dream of balmy island beaches, vibrant spring festivals, or exploring hidden corners of Europe, this guide has something to inspire your next May adventure. Let’s dive in! 🌷     

Be sure to take a look at our other guides to Europe and Inspirational travel guides, such as Where to go on holiday in April and the Best places to visit in June. Enjoy.

Zermatt in Spring, Switzerland
Zermatt in Spring, Switzerland - perfect for group hikes

Key Takeaways

  1. May is a Sweet Spot for Travel: Spring weather is settling in, destinations aren’t as crowded compared to peak seasons, and the anticipation of summer makes for an exciting atmosphere.

  2. Diverse Experiences: Whether you dream of Mediterranean islands, scenic train journeys, charming European towns, or long-haul adventures, May offers a wide range of possibilities to suit different travel styles.

  3. Festivals & Seasonal Delights: Several destinations highlighted in the article boast unique festivals and events that take place in May, like Madeira’s Flower Festival or food celebrations in Norfolk and Bologna.

  4. Hidden Gems & Classic Favorites: The article suggests a mix of popular destinations (Loire Valley, Swiss Alps) and some lesser-known gems (Hebrides, Douro Valley) that are equally enticing in May.

  5. Practical Tips for Each Location: Beyond the inspiration, you’ll find specific tips tailored to each destination, covering accommodation styles, transport options, unique things to do, and even what to pack for the weather.

Hebrides - Quiraing, Portree, UK
Hebrides - Quiraing, Portree, UK

Madeira

Looking east along the north coast of Madeira
Looking east along the north coast of Madeira

Why Visit Madeira in May

Portugal’s lush “floating garden,” Madeira, is an absolute delight in May. The weather is pleasantly warm, perfect for hikes along the scenic levadas (irrigation channels) while surrounded by vibrant springtime blooms. Don’t miss the spectacular Flower Festival in Funchal, a feast for the eyes and senses!

Best Things To Do

  • Wander Funchal: Explore the charming streets, take a cable car ride for panoramic views, and visit the vibrant Mercado dos Lavradores (farmers market).
  • Botanical Delights: Be enchanted by the Monte Palace Tropical Garden and the Madeira Botanical Garden.
  • Hike the Levada Trails: Immerse yourself in nature with various difficulty levels from easy strolls to challenging treks.
  • Porto Santo Beach: Escape to this golden sandy island paradise.
  • Wine Tasting: Sip on Madeira’s unique fortified wine.

Where to Stay in Madeira

Madeira offers everything from luxurious resorts with ocean views to quaint Quintas (traditional manor homes) nestled among vineyards. Consider staying in Funchal for a lively atmosphere or opt for a quieter retreat in the countryside.

Tips for Traveling to Madeira in May

  • Weather in Portugal: Expect warm days with some possibility of rain. Pack light layers and a rain jacket.
  • Festival: If attending the Flower Festival, book accommodation early!
  • Explore Beyond Funchal: Rent a car to discover hidden waterfalls and charming villages.

Related articles: How to Plan a trip , Get Cheap Airfare , Portugal Travel Guide

Recommended tour: Nuns valley and sleigh ride tour

Bologna

Belvedere di San Michele in Bosco, Salita di San Benedetto, Bologna
Belvedere di San Michele in Bosco, Salita di San Benedetto, Bologna

Why Visit Bologna in May

Foodies and culture lovers rejoice! Bologna, Italy’s culinary capital, shines in May. The weather is lovely for strolling beneath the iconic porticos or enjoying an alfresco meal, and the crowds are less intense than in peak summer.

Best Things To Do

  • Food, Glorious Food: Sample fresh pasta, indulge in Bolognese sauce, and savor rich mortadella. Don’t miss a food tour!
  • Piazza Maggiore: Soak up the atmosphere of this central square, bordered by historical landmarks.
  • Climb Towers: Ascend the Asinelli Tower for breathtaking city views.
  • Museums & Churches: Explore the art collections at the Pinacoteca Nazionale or marvel at the Basilica di San Petronio.
  • Day Trips: Take a train to Modena for balsamic vinegar tastings or venture to charming Ravenna for mosaics.

Where to Stay in Bologna

Consider staying in the historic center for easy access to attractions. Bologna offers both quaint boutique hotels and charming B&Bs.

Tips for Traveling to Bologna in May

  • Comfortable Shoes: You’ll be doing lots of walking on cobbled streets.
  • Food Markets: Explore the Mercato delle Erbe for fresh produce and culinary delights.
  • Aperitivo Time: Join the locals for this pre-dinner tradition of drinks and snacks.

Recommended tour: Walking food tour with local guide

Related article: Italy travel guides8 ways to experience Italy this year , Solo Travel 

Recommended Tours in Bologna

Hebrides, Scotland

Hebrides beach and sea view
Hebrides beach and sea view

Why Visit the Hebrides in May

For those seeking a truly unique experience, the Scottish Hebrides beckon with their windswept beauty and rich Gaelic culture. May brings longer days, milder weather, and a chance to witness the islands awakening from winter.

Best Things To Do

  • Wildlife Watching: Spot puffins, seals, dolphins, and even whales! Take a boat trip from the Isle of Skye or Lewis and Harris.
  • Explore Ancient Sites: Discover the mystical Callanish Standing Stones, step back in time at the Dun Carloway Broch, and wander through the ruins of Blackhouses.
  • Beaches: Even with a brisk breeze, the white-sand beaches like Luskentyre and Scarista are breathtaking.
  • Cozy Up: Spend evenings in a local pub with traditional music.
  • Isle Hopping: Experience the distinct flavors of different islands like Skye, Lewis, Harris, and the Uists.

Where to Stay in the Hebrides You’ll find a range of accommodations, from traditional B&Bs and self-catering cottages to small hotels. Consider Portree on Skye for a central base or opt for more remote locations for tranquility.

Tips for Traveling to the Hebrides in May

  • Be Prepared: Pack layers for unpredictable weather.
  • Ferries: Book ferries ahead of time, especially if taking a car.
  • Island Life: Embrace the slower pace and the warmth of Hebridean hospitality.

Related article: Scotland Travel Guides

Norfolk, England

Happisburgh Lighthouse, North Norfolk coast, taken at Golden hour
Happisburgh Lighthouse, North Norfolk coast, taken at Golden hour

Why Visit Norfolk in May

Experience the understated charm of the Norfolk Coast in May. With blossoming countryside, picturesque coastal towns, and a calendar brimming with events, Norfolk offers a delightful English getaway.

Best Things To Do

  • Embrace the Broads: Rent a boat and explore the Norfolk Broads National Park, a haven for wildlife and tranquil waterways.
  • Coastal Delights: Stroll the Cromer Pier, enjoy traditional fish and chips in Wells-next-the-Sea, and spot seals at Blakeney Point.
  • Stately Homes: Visit grand estates like Holkham Hall and Sandringham, the Queen’s country residence.
  • Norwich Exploration: Discover the historic city of Norwich, its cathedral, quaint lanes, and vibrant markets.
  • Spring Festivals: Enjoy the North Norfolk Food and Drink Festival or embrace your creativity at the Norfolk & Norwich Festival.

Where to Stay in Norfolk

Norfolk has everything from coastal cottages and quaint inns to luxurious country retreats. Choose a coastal village for seaside charm or stay in Norwich for the city buzz.

Tips for Traveling to Norfolk in May

  • Nature Enthusiasts: Bring binoculars for birdwatching!
  • Foodie Finds: Explore local farmers markets and try Norfolk’s delicious seafood.
  • Pack for Changeable Weather: Expect a mix of sun and the occasional shower!

Related article: England travel guides

Douro Valley

Ibiza, Spain. Europe
Ibiza, Spain. Europe

Why Visit the Douro Valley in May

Portugal’s Douro Valley, famed for its port wine, is a stunner in May. Landscapes burst with color as grapevines awaken, and the weather is ideal for exploring the picturesque terraced vineyards.

Best Things To Do

  • Wine Tastings: Visit traditional quintas (wine estates) offering tastings and tours.
  • Scenic Train Ride: The Linha do Douro follows the river, offering breathtaking views.
  • River Cruise: Enjoy a leisurely boat trip, gliding past picturesque villages and vineyards.
  • Charming Towns: Explore Pinhão, with its tiled train station, or the historic city of Lamego.
  • Hike the Vineyards: Get active on the trails, immersing yourself in the valley’s beauty.

Where to Stay in the Douro Valley

Opt for a charming quinta immersed in the vineyards for an authentic experience, or choose a riverside hotel in one of the picturesque towns within the valley.

Tips for Traveling to the Douro Valley in May

  • Book Ahead: Popular quintas and hotels fill up quickly, especially during weekends.
  • Comfortable Footwear: Be prepared for walking on cobblestones and vineyard paths.
  • Foodie Paradise: Aside from Port, enjoy the delicious local cuisine with fresh produce.

Recommended tour: From Porto: Duoro Valley wine and port tasting tour

Related articles: Portugal Travel Guides

Canada

Djemaa el Fna square, Marrakech

Why Visit Canada in May

For those seeking a long-haul adventure, Canada delivers in May. While still the shoulder season in some parts, the country starts to embrace warmer weather, national parks reopen, and iconic outdoor experiences await.

Best Things To Do

  • Niagara Falls: Witness the power and majesty of this natural wonder.
  • British Columbia: From Vancouver Island’s coastal charm to Whistler’s mountain adventures, options are endless.
  • Rocky Mountain Adventures: Hike in Banff or Jasper National Parks, surrounded by towering peaks and turquoise lakes.
  • Toronto & Montreal: Experience the vibrant city life and European flair.
  • Wildlife Spotting: Keep your eyes peeled for bears, moose, and whales, depending on the region!

Where to Stay in Canada

Accommodation ranges from wilderness lodges and cozy cabins to city-center hotels. Choose based on the adventures you’re seeking.

Tips for Traveling to Canada in May

  • Shoulder Season: Be mindful of varied weather and some attractions being closed in early May.
  • Vast Country: Focus on a specific region for an in-depth trip.
  • Outdoor Enthusiasts: Pack hiking boots and gear for the national parks.

Related article: North America Guides , Canada travel guides

Recommended tour: Niagara Falls tour with boat ride

Loire Valley

Belem Tower in Lisbon
Belem Tower in Lisbon

Why Visit the Loire Valley in May

France’s enchanting Loire Valley is magical in May. The weather is usually mild, the crowds are smaller, and the gardens of the fairytale châteaux are in full bloom.

Best Things To Do

  • Château Hopping: Explore gems like Chambord, Chenonceau, and Villandry with their breathtaking architecture and gardens.
  • Charming Towns: Wander through Amboise, Blois, or Chinon, soaking up the medieval atmosphere.
  • Cycling & Picnics: Rent bicycles and follow scenic routes along the river and through vineyards.
  • Wine Tasting: Enjoy Sauvignon Blanc in Sancerre or sample the sparkling wines of Vouvray.
  • Local Markets: Find fresh produce and artisanal crafts in vibrant town markets.

Where to Stay in the Loire Valley Immerse yourself in the experience by staying in a château turned hotel, opt for a cozy B&B in a picturesque village, or choose a city like Tours as your base.

Tips for Traveling to the Loire Valley in May

  • Festivals: Look for local events like flower festivals or medieval fairs for a unique experience.
  • Foodie Finds: Discover regional delicacies like rillettes (potted pork) and fresh goat’s cheese.
  • Château Reservations: Book tickets and tours in advance, especially for popular ones.

Recommended tour: Chambord castle entry

Related article: France travel guides , Packing Tips , How to plan a trip

Swiss Alps

how to get around Switzerland
Typical view in Switzerland

Why Visit the Swiss Alps in May

The Swiss Alps are a picture-perfect delight in May. As the snow melts, wildflowers carpet the meadows, creating spectacular hiking landscapes with stunning mountain backdrops.

Best Things To Do

  • Scenic Hikes: Choose trails for all levels, from gentle valley strolls to challenging treks with breathtaking views.
  • Mountain Railways: Ascend iconic peaks like the Jungfraujoch or the Gornergrat for panoramic vistas.
  • Lakeside Adventures: Explore the shores of shimmering Lake Lucerne or Lake Geneva.
  • Charming Towns: Enjoy the quintessential Swiss charm of Interlaken, Zermatt, or Grindelwald.
  • Chocolate Indulgence Sample Switzerland’s finest chocolate creations!

Where to Stay in the Swiss Alps

The Swiss Alps offer everything from luxury mountain resorts to traditional chalets with cozy fireplaces. Choose your base depending on your desired activities and scenery.

Tips for Traveling to the Swiss Alps in May

  • Layer Up: The weather can be unpredictable, so pack for sunshine and colder mountain temperatures.
  • Hiking Essentials: Invest in good hiking boots, a waterproof jacket, and walking sticks.
  • Swiss Travel Pass: Consider the cost-effective Swiss Travel Pass if you plan on extensive train travel.

Related articles: Switzerland travel guides

Recommended tours in Switzerland

Puglia

Puglia, Italy
Puglia, Italy

Why Visit Puglia in May

Italy’s charming Puglia region, forming the ‘heel’ of the boot, offers a delightful mix of history, beaches, and outstanding cuisine in May. The weather is pleasant before the summer crowds arrive.

Best Things To Do

  • Trulli Town: Explore Alberobello, a UNESCO site with its unique conical-roofed houses.
  • Baroque Beauty: Discover the architectural gems of Lecce, dubbed the ‘Florence of the South’.
  • Seaside Delights: Relax on the beaches of the Salento Peninsula or explore the coastal towns of Polignano a Mare and Otranto.
  • Foodie Paradise: Sample fresh seafood, try orecchiette pasta, and indulge in olive oil tastings.
  • Matera: Venture slightly outside Puglia to visit the fascinating Sassi di Matera, a cave-dwelling city.

Where to Stay in Puglia

Puglia offers a variety of accommodation options:

  • Masserie: Stay in a fortified farmhouse converted into a charming hotel.
  • Beachside Resorts: Choose a seaside town for a relaxing holiday vibe.
  • Agriturismo: Opt for a farm stay to experience authentic Puglia lifestyle.

Tips for Traveling to Puglia in May

  • Hire a Car: A car is the best way to explore Puglia’s off-the-beaten-path villages.
  • Foodie Finds: Discover regional delicacies like burrata cheese and fresh seafood.
  • Siesta Time: Embrace the slower Mediterranean pace and respect local siesta hours.

Frequently Asked Questions (FAQs)

Madeira, Puglia, the Douro Valley, and the Loire Valley offer pleasant warm weather without the intense heat of summer. For long-haul options with summery vibes, consider Canada’s west coast.

Madeira bursts with color during its Flower Festival. You might also find local springtime celebrations in the Loire Valley or Norfolk.

Related article: Festival Hopping

Madeira, Puglia, Norfolk, and the Loire Valley offer a great mix of activities to keep both adults and children entertained.

Portugal (Madeira, the Douro Valley), the Loire Valley, and the Norfolk Coast offer good value without compromising on experiences.

Final Thoughts

May is a marvellous month to travel, and these destinations offer an inspiring starting point for your adventure. Whether you seek culture, cuisine, beaches, or simply a change of scenery, there’s a perfect holiday waiting for you! 🌍 

Do you have any May suggestions for others? Drop a comment below – let’s keep the conversation going!

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Related articles: North American Travel GuidesBudget travel guides

Recommended websites: Visit Madeira , Travel Switzerland

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Nick Harvey

Hi, I am Nick! Thank you for reading! I created The Travel Tinker as a resource designed to help you navigate the beauty of travel, allowing you to tinker your own travels! Let's explore!

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Nick Harvey

Hi, I am Nick! Thank you for reading! I created The Travel Tinker as a resource designed to help you navigate the beauty of travel, allowing you to tinker your own travels! Let's explore!

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