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May Departures

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
243 departure dates found
May 2026
Beach Life
01 May 2026
Friday
8 days
08 May 2026
Friday

Planned
All ages

People interested: 1

Expected WeRoaders: 9

Total
$1,156

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

Planned
All ages

People interested: 1

Expected WeRoaders: 8

Total
$705
Private room included when booking for 2

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

Almost confirmed
All ages

Expected WeRoaders: 8

Total
$1,338
Private room included when booking for 2

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

Almost confirmed
All ages

Show
group info


People interested: 1

Expected WeRoaders: 13

Total
$872
Private room included when booking for 2

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

Almost confirmed
All ages

Show
group info


People interested: 4

Expected WeRoaders: 13

Total
$814

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

Planned
All ages

Expected WeRoaders: 8

Total
$1,411
Private room included when booking for 2

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

Planned
All ages

Expected WeRoaders: 8

Total
$815

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

Planned
All ages

Expected WeRoaders: 8

Total
$1,176
Private room included when booking for 2

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

Almost confirmed
All ages

Show
group info


People interested: 1

Expected WeRoaders: 8

Total
$1,338
Private room included when booking for 2

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

Almost confirmed
All ages

People interested: 6

Expected WeRoaders: 10

Total
$2,328
Private room included when booking for 2

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

Almost confirmed
All ages

People interested: 1

Expected WeRoaders: 8

Total
$2,445
Private room included when booking for 2

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

Almost confirmed
All ages

People interested: 1

Expected WeRoaders: 12

Total
$872
Private room included when booking for 2

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

Planned
All ages

People interested: 2

Expected WeRoaders: 9

Total
$2,706
Private room included when booking for 2

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

Almost confirmed
All ages

Coordinator

Yaser

Show
group info


People interested: 1

Expected WeRoaders: 8

Total
$2,153
Private room included when booking for 2

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

Planned
All ages

Expected WeRoaders: 8

Total
$4,355
Private room included when booking for 2

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

Almost confirmed
All ages

People interested: 1

Expected WeRoaders: 11

Total
$1,513
Private room included when booking for 2

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

Confirmed
All ages

Coordinator

Renato

Show
group info


Expected WeRoaders: 15

Total
$872

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

Almost confirmed
All ages

Expected WeRoaders: 8

Total
$2,911

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

Planned
All ages

People interested: 3

Expected WeRoaders: 10

Total
$1,105
-6%
$ 1,176

360°
02 May 2026
Saturday
7 days
08 May 2026
Friday

Planned
All ages

Expected WeRoaders: 8

Total
$1,352
Private room included when booking for 2