LAST MINUTE DEALS!

May Departures

Next May, Travel Together

(even if you start solo)

May is that sweet spot between spring's freshness and summer's sizzle. The days are longer, the sun shines brighter, and the world feels wide open. It's the perfect time to break free from routine and dive into new experiences with like-minded travellers in their 20s, 30s and 40s. So, just for you, on this page we have a list of all our May departures - you just need to choose where to go!

All trips departing in May

5
235 departure dates found
May 2026
360°
01 May 2026
Friday
12 days
12 May 2026
Tuesday

Planned

Expected WeRoaders: 8

Total
$2,568
Private room included when booking for 2

Art & Culture, City Escape, History
01 May 2026
Friday
5 days
05 May 2026
Tuesday

Planned

Expected WeRoaders: 8

Total
$699
Private room included when booking for 2

Art & Culture, City Escape, History
01 May 2026
Friday
8 days
08 May 2026
Friday

Almost confirmed

Expected WeRoaders: 8

Total
$1,342
Private room included when booking for 2

City Escape
01 May 2026
Friday
5 days
05 May 2026
Tuesday

Almost confirmed

Show
group info


Expected WeRoaders: 11

Total
$874
Private room included when booking for 2

Art & Culture
01 May 2026
Friday
5 days
05 May 2026
Tuesday

Planned

People interested: 1

Expected WeRoaders: 11

Total
$816

360°
01 May 2026
Friday
8 days
08 May 2026
Friday

Planned

Expected WeRoaders: 8

Total
$1,400
Private room included when booking for 2

Beach Life
01 May 2026
Friday
5 days
05 May 2026
Tuesday

Planned

Expected WeRoaders: 8

Total
$1,166
Private room included when booking for 2

Active, Trekking & Hiking
01 May 2026
Friday
5 days
05 May 2026
Tuesday

Planned

People interested: 1

Expected WeRoaders: 13

Total
$758
Private room included when booking for 2

360°, Active, Trekking & Hiking
01 May 2026
Friday
9 days
09 May 2026
Saturday

Almost confirmed

Show
group info


People interested: 1

Expected WeRoaders: 8

Total
$1,342
Private room included when booking for 2

360°
01 May 2026
Friday
14 days
14 May 2026
Thursday

Planned

Expected WeRoaders: 8

Total
$3,211

360°
01 May 2026
Friday
12 days
12 May 2026
Tuesday

Almost confirmed

People interested: 5

Expected WeRoaders: 9

Total
$2,685
Private room included when booking for 2

360°, Beach Life
01 May 2026
Friday
13 days
13 May 2026
Wednesday

Planned

People interested: 1

Expected WeRoaders: 8

Total
$2,451
Private room included when booking for 2

City Escape
01 May 2026
Friday
5 days
05 May 2026
Tuesday

Almost confirmed

People interested: 1

Expected WeRoaders: 11

Total
$874
Private room included when booking for 2

360°, Safari
01 May 2026
Friday
13 days
13 May 2026
Wednesday

Planned

People interested: 2

Expected WeRoaders: 9

Total
$2,685
Private room included when booking for 2

360°
01 May 2026
Friday
10 days
10 May 2026
Sunday

Almost confirmed

Show
group info


People interested: 1

Expected WeRoaders: 9

Total
$2,159
Private room included when booking for 2

Collection
360°
01 May 2026
Friday
10 days
10 May 2026
Sunday

Planned

Expected WeRoaders: 8

Total
$4,320
Private room included when booking for 2

360°
01 May 2026
Friday
9 days
09 May 2026
Saturday

Planned

People interested: 1

Expected WeRoaders: 11

Total
$1,517
Private room included when booking for 2

360°, Beach Life
02 May 2026
Saturday
8 days
09 May 2026
Saturday

Confirmed

Coordinator

Renato

Show
group info


Expected WeRoaders: 15

Total
$874

On the road
02 May 2026
Saturday
14 days
15 May 2026
Friday

Planned

Expected WeRoaders: 8

Total
$2,919

360°
02 May 2026
Saturday
9 days
10 May 2026
Sunday

Planned

People interested: 3

Expected WeRoaders: 9

Total
$1,096
-6%
$ 1,166