Home > Travel Styles > Short Breaks & City Breaks > May

Short Breaks & City Breaks Starting In May 2027 and 2028

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220 Trips (19,642 Trip Departures)
6 Day Hike the Larapinta Trail with Intrepid Travel
Tour

6 Days Alice Springs to Alice Springs
Operated By: Intrepid Travel
Departures: Jun 2026 to Aug 2027
Visit: Australia
Exclusive Savings
From
US$2,915
Save 579
Per Person
View Trip
6 or 5 Day Adelaide Hills Luxury Stay with Journey Beyond
New ReleaseTour

6 or 5 Days Adelaide to Darwin
Operated By: Journey Beyond
Departures: Jun 2026 to Nov 2027
Visit: Australia
Exclusive 10% Pay In Full Discount
Exclusive Savings
From
US$4,529
Save 623
Per Person
View Trip
4 Day Cape Town Explorer with Contiki
Tour

4 Days Cape Town to Cape Town
Operated By: Contiki
Departures: Jun 2026 to Dec 2027
Trip Styles: 18-30's, Short Break, Scenic
Visit: South Africa
Exclusive Savings
From
US$400
Save 45
Per Person
View Trip
5 Day Moroccan Coast Explorer with G Adventures
Tour

5 Days Marrakesh to Marrakesh
Operated By: G Adventures
Departures: Sep 2026 to Jan 2028
Visit: Morocco
Exclusive Savings
From
US$543
Save 140
Per Person
View Trip
6 Day Spotlight on Paris with Collette
Tour

6 Days Paris to Paris
Operated By: Collette
Departures: Jun 2026 to Jun 2027
Trip Styles: Coach, Short Break, Scenic
Visit: France
Flash Sale
Exclusive Savings
From
US$3,049
Save 250
Per Person
View Trip
5 Day Cambodia to Bangkok: Phnom Penh, Siem Reap & Khao San Road Hangouts with G Adventures
New ReleaseTour

5 Days Phnom Penh to Bangkok
Operated By: G Adventures
Departures: Jun 2026 to Dec 2026
Visit: Cambodia, Thailand
Exclusive Savings
From
US$348
Save 61
Per Person
View Trip
4 Day Peru: Amazon Jungle Short Break with Intrepid Travel
New ReleaseTour

4 Days Puerto Maldonado to Puerto Maldonado
Operated By: Intrepid Travel
Departures: Jun 2026 to Dec 2027
Visit: Peru
From
US$560
Per Person
View Trip
5 Day Scotland's Orkney Islands with Intrepid Travel
Tour

5 Days Inverness to Inverness
Operated By: Intrepid Travel
Departures: Jun 2026 to Oct 2027
Visit: Scotland
Exclusive Savings
From
US$2,120
Save 581
Per Person
View Trip
6 Day Red Centre & Uluru Explorer with Intrepid Travel
Tour

6 Days Alice Springs to Alice Springs
Operated By: Intrepid Travel
Departures: Aug 2026 to Mar 2028
Visit: Australia
Exclusive Savings
From
US$2,166
Save 144
Per Person
View Trip
5 Day Full Moon Party Pack with TruTravels
New ReleaseTour

5 Days Koh Phangan to Koh Phangan
Operated By: TruTravels
Departures: Jun 2026 to Dec 2026
Visit: Thailand
Exclusive Savings
From
US$506
Save 169
Per Person
View Trip
6 Day Kenya Adventure with Contiki
Tour

6 Days Nairobi to Nairobi
Operated By: Contiki
Departures: Jun 2026 to Dec 2027
Visit: Kenya
Exclusive Savings
From
US$1,847
Save 139
Per Person
View Trip
5 Day Southern Capitals - City Meets Bush with Trafalgar
Tour

5 Days Sydney to Melbourne
Operated By: Trafalgar
Departures: Aug 2026 to Mar 2028
Trip Styles: Coach, Short Break, Scenic
Visit: Australia
Multiple Deals Available
From
US$1,804
Save 217
Per Person
View Trip
6 Day Discover Malta & Gozo with Exodus Tours
Tour

6 Days Saint Paul’s Bay to Marsaxlokk
Operated By: Exodus Tours
Departures: Jun 2026 to Nov 2027
Visit: Malta
Sign Up Savings
Exclusive Savings
From
US$2,835
Save 373
Per Person
View Trip
6 Day England in a Week with Contiki
Tour

6 Days London to Edinburgh
Operated By: Contiki
Departures: Jun 2026 to Sep 2027
Trip Styles: Coach, 18-30's, Short Break, Scenic
Visit: England, Scotland
Exclusive Savings
From
US$1,075
Save 184
Per Person
View Trip
3 Day Great Ocean Road (Long Weekend) with Tasmanian Walking Co
New ReleaseTour

3 Days Melbourne to Melbourne
Operated By: Tasmanian Walking Co
Departures: Sep 2026 to May 2027
Visit: Australia
Exclusive 10% Pay In Full Discount
From
US$1,508
Per Person
View Trip
4 Day Independent Singapore City Stay with Globus
New ReleaseTour

4 Days Singapore to Singapore
Operated By: Globus
Departures: Jun 2026 to Apr 2027
Trip Styles: Short Break, Scenic
Visit: Singapore
From
US$1,559
Per Person
View Trip
5 Day Spotlight on New York City with Collette
Tour

5 Days New York to New York
Operated By: Collette
Departures: Jun 2026 to Apr 2027
Trip Styles: Coach, Short Break, Scenic
Visit: USA
Flash Sale
Exclusive Savings
From
US$2,449
Save 250
Per Person
View Trip
5 Day Moroccan Sahara Discovery with G Adventures
Tour

5 Days Marrakesh to Marrakesh
Operated By: G Adventures
Departures: Sep 2026 to Jan 2028
Visit: Morocco
Exclusive Savings
From
US$543
Save 138
Per Person
View Trip
5 Day Iceland's Golden Circle in Depth with Intrepid Travel
Tour

5 Days Reykjavik to Reykjavik
Operated By: Intrepid Travel
Departures: Jun 2026 to Oct 2028
Visit: Iceland
Exclusive Savings
From
US$2,767
Save 564
Per Person
View Trip
6 Day Hiking in Yosemite National Park with Intrepid Travel
Tour

6 Days San Francisco to San Francisco
Operated By: Intrepid Travel
Departures: Jun 2026 to Oct 2027
Visit: USA
Exclusive Savings
From
US$2,236
Save 586
Per Person
View Trip
4 Day Masai Mara Camping Safari with G Adventures
Tour

4 Days Nairobi to Nairobi
Operated By: G Adventures
Departures: Jun 2026 to Dec 2027
Visit: Kenya
Exclusive Savings
From
US$1,799
Save 600
Per Person
View Trip
6 Day Spotlight on London with Collette
Tour

6 Days London to London
Operated By: Collette
Departures: Jul 2026 to Jun 2027
Trip Styles: Coach, Short Break, Scenic
Visit: England
Flash Sale
Exclusive Savings
From
US$2,999
Save 300
Per Person
View Trip
6 Day Italian Apennines: Walks & Wildlife with Exodus Tours
Tour

6 Days Rome to Rome
Operated By: Exodus Tours
Departures: Sep 2026 to Sep 2027
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$2,295
Save 328
Per Person
View Trip
6 Day Western USA National Parks Loop with Intrepid Travel
Tour

6 Days Las Vegas to Las Vegas
Operated By: Intrepid Travel
Departures: Jun 2026 to Nov 2027
Visit: USA
Exclusive Savings
From
US$2,057
Save 443
Per Person
View Trip
6 Day Costa Rica: Beaches, Wildlife & Wild Times with G Adventures
New ReleaseTour

6 Days Liberia to Playa Tamarindo
Operated By: G Adventures
Departures: Aug 2026 to Dec 2026
Visit: Costa Rica
Exclusive Savings
From
US$535
Save 94
Per Person
View Trip
4 Day Acatenango Volcano Hike & Antigua Short Break with Intrepid Travel
New ReleaseTour

4 Days Antigua to Antigua
Operated By: Intrepid Travel
Departures: Oct 2026 to Dec 2028
Visit: Guatemala
Exclusive Savings
From
US$796
Save 202
Per Person
View Trip
5 Day Sapa Adventure with G Adventures
New ReleaseTour

5 Days Hanoi to Hanoi
Operated By: G Adventures
Departures: Jul 2026 to Dec 2028
Visit: Vietnam
Exclusive Savings
From
US$472
Save 157
Per Person
View Trip
2 Day Harbour to Vineyards with Journey Beyond
Tour

2 Days Sydney to Adelaide
Operated By: Journey Beyond
Departures: Jun 2026 to Dec 2027
Trip Styles: Rail, Short Break, Scenic
Visit: Australia
Exclusive 10% Pay In Full Discount
Exclusive Savings
From
US$929
Save 327
Per Person
View Trip
4 Day Independent Bangkok City Stay with Globus
New ReleaseTour

4 Days Bangkok to Bangkok
Operated By: Globus
Departures: Jun 2026 to Apr 2027
Trip Styles: Short Break, Scenic
Visit: Thailand
From
US$1,089
Per Person
View Trip
5 Day Kangaroo Island Adventure with Intrepid Travel
Tour

5 Days Adelaide to Adelaide
Operated By: Intrepid Travel
Departures: Aug 2026 to Mar 2028
Visit: Australia
Exclusive Savings
From
US$1,943
Save 117
Per Person
View Trip
Results: 121-150 of 220

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Trip Lengths

3 Day

Departure Months

May June July August September October November December January February March April

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