Long-Haul Summer: 10% off Top Selling destinations!

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
$2,534
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
$690
Private room included when booking for 2

360°, On the road
01 May 2026
Friday
12 days
12 May 2026
Tuesday

Planned

Expected WeRoaders: 8

Total
$2,395

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

Almost confirmed

Expected WeRoaders: 8

Total
$1,324
Private room included when booking for 2

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

Almost confirmed

Expected WeRoaders: 11

Total
$863
Private room included when booking for 2

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

Planned

Expected WeRoaders: 8

Total
$1,381
Private room included when booking for 2

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

Planned

Expected WeRoaders: 8

Total
$1,151
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
$747
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
$1,324
Private room included when booking for 2

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

Planned

Expected WeRoaders: 8

Total
$3,168

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

Almost confirmed

People interested: 4

Expected WeRoaders: 9

Total
$2,649
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
$2,418
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: 9

Total
$863
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: 10

Total
$2,649
Private room included when booking for 2

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

Planned

People interested: 1

Expected WeRoaders: 8

Total
$2,130
Private room included when booking for 2

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

Planned

Expected WeRoaders: 8

Total
$4,262
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
$1,497
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
$863

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

Planned

Expected WeRoaders: 8

Total
$2,879

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

Planned

People interested: 1

Expected WeRoaders: 9

Total
$1,082
-6%
$ 1,151