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Luxury May holidays

From luxury self-drives in southern Europe to whale watching in Canada, May is an excellent time to escape on holiday before the summer crowds arrive. Our specialists have picked out their favourites below.

European sun

Italy and Spain are ideal May destinations, especially for road trips in Tuscany and exploring Florence. In Spain, Andalucia basks in sunshine, while Portugal's Porto, Lisbon and the Algarve all benefit from the same Iberian heat, and self-drives are a little quieter thanks to avoiding peak tourist season. Over in Scandinavia and the Nordics, the arrival of spring sees Norway's fjordland bloom in wildflowers, rushing rivers and spectacular waterfalls.

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Tuscany, Italy

North America

May is an excellent time to head to Canada. With fewer crowds in across its world-famous cities and majestic national parks, May lends itself perfectly to a luxury rail journey aboard the Rocky Mountaineer. For those on the look out for wildlife, this is also a great time to spot whales in eastern Canada.

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Rocky Mountaineer travelling through Canada

Safaris in Southern Africa

Many regions in the south of Africa offer prime opportunities for wildlife spotting, particularly in South Africa's iconic Kruger National Park. This is also the best time to visit the Botswana's fertile Okavango Delta and Namibia's desert waterholes as luxury safari lodges abound, alongside superb dining and expert guides.

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Okavango, Botswana

Adventures in Asia

Vietnam and the eastern coasts of Thailand and Malaysia enjoy plentiful sunshine during May. Japan is also an excellent choice for a May holiday, prior to the heat of high summer. 

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Lombok, Indonesia

Our top May holiday ideas

Sorrento

Sorrento & the Amalfi Coast

8-day tailor-made holiday from £2,710 pp excl. flights

Based in Sorrento, this is the perfect introduction to Italy’s Amalfi Coast. Across one memorable week, you'll relax, dine in style and join expert guides to explore the region's storied highlights.

Taormina, Sicily

Best of Sicily

8-day tailor-made self-drive from £1,830 pp excl. flights

This luxury road trip takes in the best of Sicily's ancient cities, pristine coastline and vineyard-studded interior, linking together the likes of Palermo, Cefalù and Taormina.

Galapagos Islands, Ecuador

Machu Picchu & the Galápagos

14-day tailor-made holiday from £10,015 pp excl. flights

In between the mist‑clad beauty of Machu Picchu and cruising the Galápagos Islands, explore key cities such as Quito, Cusco, and Lima.

Rocky Mountaineer

Rocky Mountaineer rail journey: Canadian Rockies highlights

9-day luxury rail journey from £3,520 pp excl. flights

Travel in style between Vancouver and Calgary, enjoying included gourmet dining and drinks throughout, while taking in spectacular national parks on expert-led tours in the Rockies.

Alhambra

Andalucia: a luxury road trip

6-day tailor-made self-drive from £1,760 pp excl. flights

Knit together the world wonders of Andalucia with scenic drives, luxury palace stays and private tours included throughout.

Mokoros, Okavango Delta, Botswana

Highlights of Botswana

8-day tailor-made fly-safari from £11,720 pp excl. flights

This is a safari at its most indulgent. Explore the winding waterways of the Okavango Delta and the vast expanse of the Kalahari Desert with stays in ultra-luxury lodges, enjoying all-inclusive activities and dining.

Angkor Wat, Siem Reap

Best of Cambodia

12-day tailor-made holiday from £3,485 pp excl. flights

Explore traditional floating villages and stay in everything from tented suites on rainforest rivers to luxury boutique boltholes overlooking the Gulf of Thailand on this ideal introduction to Cambodia.

Japan cherry blossoms

Highlights of Japan

9-day tailor-made holiday from £4,910 pp excl. flights

This is the ideal introduction to Japan, pairing a host of highlights with personalised tours, including a trip up the iconic Tokyo Skytree, stays at luxurious ryokan accommodation, traditional kaiseki feasts and journeys aboard the bullet train.

Ha Long Bay

Highlights of Vietnam

11-day tailor-made holiday from £3,895 pp excl. flights

An introduction to Vietnam's most iconic and enticing sights, including its vibrant towns and cities, verdant countryside and, of course, its world-renowned cuisine.

Komodo Dragon fight

Bali, Singapore & Komodo: luxury cruise and stays

16-day tailor-made holiday from £7,960 pp excl. flights

Between island-hopping on a luxury small-ship cruise, complete with technicolour dives and Komodo dragons, you’ll explore Singapore’s futurism and stay in private-pool villas in Bali.

Geiranger

Norway's Western Fjords

7-day tailor-made self-drive from £3,005 pp excl. flights

Couple stylish accommodation with the meandering roads of Norway's majestic western fjords for the ultimate Nordic self-drive adventure.

Lisbon, Portugal

Porto, the Douro Valley & Lisbon in style

7-day tailor-made holiday from £2,685 pp excl. flights

From the picturesque villages of Douro Valley to the fairytale charm of Sintra, this Porto to Lisbon trip has it all – world-class wine, magnificent scenery and stays in two fabulous hotels.

Florence, Italy
Special offer

Venice Simplon-Orient-Express Rail Journey: Florence to Paris or London

4-day luxury rail journey from £4,905 pp excl. flights

Add complimentary Eurostar in Premier Class – book by 31 May

Journey aboard the iconic Venice Simplon-Orient-Express, starting amid the exquisite architecture of Florence before crossing the Alps in style.

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