Best places to visit in May vacations

Discover the best places to visit in May. Cruise season is warming up, so you could hop in a small ship and sail along the Adriatic Coast, around the islands of the Aegean, or swoop down the Egyptian Nile. It's surprises abounds in Scotland, where rail trips explore the West Highlands, while weather along the Silk Road makes for great road-tripping potential.

Filters

Japan self guided trekking vacation, Nakasendo Trail

Japan self guided trekking vacation, Nakasendo Trail

Self-guided walking along Japan’s ancient Nakasendo trail
From US $1,135 to US $1,815 5 days ex flights
Tailor made: This trip can be tailormade at a time to suit you and can be adapted to suit your interests, budget and requirements as necessary
Blue Whale tour in the Azores

Blue Whale tour in the Azores

Ocean giants, volcanic landscapes and wild São Miguel
From US $1,775 8 days ex flights
Small group travel: 2027: 24 Apr, 1 May, 8 May
Grand rail tour of Scotland

Grand rail tour of Scotland

A leisurely self-guided trip touring Highlands and islands
From £3,590 to £3,700 16 days ex flights
Tailor made: Can be booked at any time, the best times to travel are between April to the end of October
Estonia, Latvia and Lithuania vacation

Estonia, Latvia and Lithuania vacation

Journey through Estonia, Latvia and Lithuania in 12 days
From US $3,320 to US $3,720 12 days ex flights
Small group travel: 2027: 14 Apr, 2 May, 12 May, 20 May, 27 May, 3 Jun, 9 Jun, 16 Jun, 23 Jun, 27 Jun, 7 Jul, 14 Jul, 21 Jul, 4 Aug, 15 Aug, 18 Aug, 29 Aug, 1 Sep, 12 Sep, 15 Sep
2028: 12 Apr, 30 Apr, 10 May, 18 May, 25 May, 1 Jun, 7 Jun, 14 Jun, 21 Jun, 25 Jun, 5 Jul, 12 Jul, 19 Jul, 2 Aug, 13 Aug, 16 Aug, 27 Aug, 30 Aug, 10 Sep, 13 Sep
Responsible Travel, Travel Team

Contact Us

Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
Wildlife holiday in Central India

Wildlife holiday in Central India

Best of Indian wildlife with tiger, leopard and sloth bear
From Rupee305,000 to Rupee310,000 12 days ex flights
Small group travel: 2027: 28 Jan, 14 Feb, 4 Mar, 11 Apr
Spanish course & hiking vacation, Picos de Europa, Spain

Spanish course & hiking vacation, Picos de Europa, Spain

Spanish classes + stunning hikes in Picos de Europa
From €1,645 7 days ex flights
Small group travel: 2027: 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct
Borneo tailor made tour on a shoestring

Borneo tailor made tour on a shoestring

The Best of Borneo at a great value price!
From £1,495 10 days ex flights
Tailor made: This trip can be tailormade throughout the year and can be adapted to suit your interests, budget and requirements as necessary
Activity vacation in Montenegro

Activity vacation in Montenegro

An active villa holiday at stunning Lake Skadar, Montenegro
From £895 to £1,045 8 days ex flights
Small group travel: 2027: 4 Apr, 11 Apr, 18 Apr, 2 May, 9 May, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 19 Sep, 3 Oct, 10 Oct
Book by 30th November and receive a 10% discount on this trip!
Walking holiday in the Baltics and Finland

Walking holiday in the Baltics and Finland

Explore national parks & history soaked cities
From US $4,185 to US $4,495 12 days ex flights
Small group travel: 2027: 5 May, 19 May, 2 Jun, 16 Jun, 28 Jul, 25 Aug, 8 Sep
2028: 3 May, 17 May, 31 May, 14 Jun, 28 Jun, 26 Jul, 23 Aug, 6 Sep
Transylvania self-drive vacation in Romania

Transylvania self-drive vacation in Romania

Traditional Landscapes & Cultural Heritage - beyond Dracula.
From £895 to £1,195 14 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Walking and painting vacation in Crete

Walking and painting vacation in Crete

Walking and Painting in unspoilt picturesque areas of Crete
From €1,180 to €1,200 8 days ex flights
Small group travel: 2027: 1 Jun, 7 Sep
The Lycian Way hiking vacation in Turkey

The Lycian Way hiking vacation in Turkey

Follow one of Turkey's most spectacular coastal trails
From US $1,280 to US $1,480 8 days ex flights
Small group travel: 2027: 27 Mar, 3 Apr, 7 Apr, 10 Apr, 17 Apr, 24 Apr, 28 Apr, 1 May, 8 May, 15 May, 22 May, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 29 Sep, 2 Oct, 9 Oct, 13 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov
2028: 25 Mar, 1 Apr, 8 Apr, 12 Apr, 15 Apr, 22 Apr, 29 Apr, 3 May, 6 May, 13 May, 20 May, 6 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 4 Oct, 7 Oct, 14 Oct, 18 Oct, 21 Oct, 28 Oct, 4 Nov, 11 Nov
Luxury small ship cruise in Croatia

Luxury small ship cruise in Croatia

Luxury small ship cruise through Croatia's Islands
From £2,265 to £3,135 8 days ex flights
Small group travel: 2027: 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct
Las Alpujarras hiking vacation, Spain

Las Alpujarras hiking vacation, Spain

Guided walking holiday in the Alpujarras of Andalucia
From €1,430 7 days ex flights
Small group travel: 2027: 10 Apr
Responsible Travel, Travel Team

Contact Us

Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
Japan small group holiday, Japan unmasked

Japan small group holiday, Japan unmasked

Japan’s iconic sights, combined with local secrets
From US $4,872 to US $5,740 14 days ex flights
Small group travel: 2027: 15 Feb, 8 Mar, 22 Mar, 29 Mar, 12 Apr, 10 May, 24 May, 14 Jun, 28 Jun, 12 Jul, 26 Jul, 16 Aug, 13 Sep, 20 Sep, 27 Sep, 11 Oct, 25 Oct, 1 Nov, 8 Nov, 22 Nov, 29 Nov
Catalonia family activity holiday, Spain

Catalonia family activity holiday, Spain

Family fun with scenic bike rides & adventure activities.
From €750 to €880 8 days ex flights
Tailor made: This trip can be tailor made at a time to suit you and can be adapted to suit your interests, budget and requirements as necessary
Croatia self drive vacation

Croatia self drive vacation

A self drive discovery tour of beautiful Croatia
From £1,295 to £1,950 15 days ex flights
Tailor made: This trip can be tailormade throughout the year and can be adapted to suit your interests, budget and requirements as necessary
Morocco vacation, Marrakech to the Sahara

Morocco vacation, Marrakech to the Sahara

Marrakech and Sahara - stay in a Riad, sleep under the stars
From £1,195 to £1,275 7 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Mont Blanc vacation, Tour du Mont Blanc

Mont Blanc vacation, Tour du Mont Blanc

The best of the Tour du Mont Blanc
From US $3,220 to US $3,575 8 days ex flights
Small group travel: 2027: 22 May, 29 May, 5 Jun, 19 Jun, 26 Jun, 3 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct
2028: 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
Amalfi Coast walking vacation, Italy

Amalfi Coast walking vacation, Italy

Walk in lemon groves and hillside villages
From US $2,350 to US $3,115 8 days ex flights
Small group travel: 2026: 19 Dec, 26 Dec
2027: 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov, 19 Dec, 26 Dec
Late availability on these dates: 19 Dec, 26 Dec, 13 Feb
French Riviera yoga vacation

French Riviera yoga vacation

Authentic yoga and French hospitality on the Cote d'Azur
From €1,000 7 days ex flights
Small group travel: 2027: 21 Mar, 11 Apr, 18 Apr, 25 Apr, 9 May, 16 May, 30 May, 6 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov
Armenia, Georgia and Azerbaijan highlights tour

Armenia, Georgia and Azerbaijan highlights tour

Three stunning countries in one unforgettable tour
From £1,731 to £2,002 13 days ex flights
Small group travel: 2027: 11 Apr, 25 Apr, 9 May, 16 May, 23 May, 6 Jun, 20 Jun, 4 Jul, 18 Jul, 8 Aug, 22 Aug, 29 Aug, 5 Sep, 19 Sep, 3 Oct, 17 Oct
2028: 16 Apr, 30 Apr, 7 May, 14 May, 21 May, 4 Jun, 18 Jun, 2 Jul, 16 Jul, 6 Aug, 20 Aug, 3 Sep, 17 Sep, 1 Oct, 15 Oct
Algarve self guided cycling vacation in Portugal

Algarve self guided cycling vacation in Portugal

Great food & wine, historical towns, breathtaking coastline
From €975 to €1,175 8 days ex flights
Tailor made: This cycling holiday in Portugal can be arranged at any time to suit your requirements although we do not recommend trips in August due to high temperatures
Morocco family vacation with teenagers

Morocco family vacation with teenagers

Exciting Moroccan adventure for teenagers and parents
From £849 to £899 8 days ex flights
Small group travel: 2026: 21 Nov, 23 Dec, 27 Dec
2027: 6 Feb, 13 Feb, 20 Mar, 27 Mar, 3 Apr, 22 May, 29 May, 26 Jun, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 16 Oct, 23 Oct, 20 Nov, 22 Dec, 27 Dec
10% off when you book by 30th November 2026. Must travel by 31st Dec 2027. Use code BlackFri10 directly on our website.
Greece sailing holiday for families

Greece sailing holiday for families

Sailing trip for families/friends in Greek islands
From £580 to £750 7 days ex flights
Small group travel: 2027: 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Serengeti vacation in Tanzania, the big five

Serengeti vacation in Tanzania, the big five

The best National parks of Tanzania northern circuit
From US $2,570 to US $3,500 5 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Highlights of Albania

Highlights of Albania

Discover the emerging nation of Albania and its secrets
From US $2,210 11 days ex flights
Small group travel: 2027: 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Porto to Lisbon cycling holiday, self guided

Porto to Lisbon cycling holiday, self guided

Easy flat scenic ride along beautiful coastline
From €1,019 to €1,280 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Blue whale watching in the Azores, Pico Island

Blue whale watching in the Azores, Pico Island

Spring whales, wild Pico & unforgettable Atlantic adventures
From US $1,695 9 days ex flights
Small group travel: 2027: 1 May
Trieste to Pula cycling tour, self guided

Trieste to Pula cycling tour, self guided

From Trieste to Pula wonderful bike expercience
From €1,050 to €1,920 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Photo credits: [Page banner: v2osk]