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Where to go in May

With brighter days and rising temperatures, May sits neatly between the year’s start and the vastness of summer. And you won’t always have to travel far to find something rare and unknown.

We’ve hand-picked the ideas below to get your mind racing about your options for the month. As ever, we’re on hand to give you detailed guidance and expert suggestions in choosing your trip. And remember, we have our super-flexible State of Flex cancellation terms up our sleeve.


Your destination inspiration for the month

Where to go on holiday in May: Montenegro
Where to go on vacation in May: USA
Where to go on vacation in May: Morocco

100% refundable bookings should you cancel at any time up to 30 days before your departure.

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Experiences & Hotels

Our hand-picked recommendations for where to stay and what to do

Vacation in May: Charleston USA

A charming cultural journey in Charleston

A journey built around the people and stories of this extraordinary region. May is the perfect moment to experience Charleston before things get too hot. Canoes, waterways, historic towns and motorboats. A night campout on Capers Island is a must.

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Six Senses Zil Pasyon, The Seychelles

This is a firm Black Tomato favorite. All the exclusivity and facilities of a resort, albeit reserved for just 30 villas. A cinema beneath the stars. A duet of spa and infinity pool. Ecological sensibilities and (unsurprisingly) exceptional eating and drinking.

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Egypt: Culture on the Nile

This classic Egyptian itinerary has the energy of a 1920s expedition. See Aswan, Luxor, the Valley of the Kings and feluccas. Archaeological sites, private museum access and some very authentic riverside meals. You’ll fall in love.

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Aman Sveti Stefan, Montenegro

Effortless in style and substance, this islet perched hotel sits amid one of Montenegro’s most exclusive – and visually arresting – settings. The 15th-century buildings, prettily fortified walls, and sparkling waters, meanwhile, offer a genuine slab of old-world romance.

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Elephants & Emerald Isles in Sri Lanka

Really, this is the best of everything, and perfect for honeymooners. North in Sigiriya (with its enormous rock-etched carvings). Tea country, colonial plantations, hikes, and kayaks. There’s also stupendous Yala National Park and the fortress town of Galle. This is special indeed.

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Vacation in May: Morocco

The best of Morocco

Our quintessential Moroccan experience, bringing together Marrakech, the Agafay Desert and the Atlas Mountains. Sidecars, street-food, hot air balloons and Kasbah Tamadot. You can easily spread this trip across one or two weeks.

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Our notes from the field. Videos, guides, and stories to get your ideas flowing

Our third trip with Black Tomato...

“This was our third trip with Black Tomato, and we could not recommend them more! They take every trip to the next level, we trust their advice implicitly. Their knowledge and network of local guides across the world is unparalleled. We are now in the process of planning our fourth trip!”

Anon, Black Tomato Client

How Bazaar

This is what it’s like to experience Morocco with Black Tomato

What our clients say

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Take the risk out of travelling

With State of Flex, all new bookings are now 100% refundable should you cancel at any time up to 30 days before your departure. Should you change your mind, we won’t charge you. Find true flexibility and peace of mind when you come with us.

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