Home > Cruises > Island Hopping Cruises & Sailing Trips > May

Island Hopping Cruises Starting In May 2027, 2028 and 2029

Filter Results
280 Cruises (7,167 Departures)
280 Cruises (7,167 Departures)
Departures
Duration
4 Days
45 Days
Regions
Ship Size
Trip Styles
Show More...
Budget
Start & End Cities
Operators
Show More...
Price
$400pp
$82,290pp
Countries
Show More...
29 Day Ultimate South America with Santiago Stopover & Galapagos Cruise with Cosmos
Tour + Cruise

29 Days Santiago to Guayaquil
Operator: Cosmos
Departures: May 2027 to Nov 2027
Trip Styles: Coach, Cruise, Island Hopping, Wildlife
Visits: Chile, Brazil, Argentina, Peru, Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$18,187
Save 434
Per Person
View Trip
11 Day Croatia & Its Islands with Collette
Tour + Cruise

11 Days Dubrovnik to Zagreb
Operator: Collette
Departures: Apr 2027 to Apr 2028
Trip Styles: Coach, Cruise, Island Hopping
Visits: Croatia
Exclusive Savings
From (Per Person)
A$7,643
Save 1,156
Per Person
View Trip
12 Day Venice and Croatian Islands Cruise with Collette
Tour + Cruise

12 Days Sibenik to Venice
Operator: Collette
Departure: 22 May 2027
Trip Styles: Coach, Cruise, Island Hopping
Visits: Croatia, Italy
Exclusive Savings
From (Per Person)
A$7,104
Save 1,145
Per Person
View Trip
10 Day Croatia Island Hopper with Globus
New ReleaseTour

10 Days Sarajevo to Dubrovnik
Operator: Globus
Departures: Apr 2027 to Sep 2028
Trip Styles: Coach, Small Group, Island Hopping
Visits: Bosnia Herzegovina, Croatia
Exclusive Savings
From (Per Person)
A$5,965
Save 483
Per Person
View Trip
15 Day Volcanoes & Galapagos with Explore Worldwide
Tour

15 Days Quito to Quito
Operator: Explore
Departures: Nov 2026 to Dec 2027
Trip Styles: Adventure, Island Hopping, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$7,010
Save 1,004
Per Person
View Trip
8 Day Croatia Island Sail with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operator: Contiki
Departures: May 2027 to Sep 2027
Visits: Croatia
Exclusive Savings
From (Per Person)
A$1,674
Save 245
Per Person
View Trip
8 Day Sail Greece: Mykonos to Santorini with Intrepid Travel
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operator: Intrepid
Departures: May 2027 to Sep 2028
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,657
Save 204
Per Person
View Trip
17 Day Active Galápagos & Machu Picchu (Lares Trek) with G Adventures
New ReleaseTour

17 Days Quito to Cusco
Operator: G Adventures
Departures: Apr 2027 to Oct 2027
Trip Styles: Adventure, Small Group, Island Hopping, Walking & Hiking, Wildlife, Lares Trek
Visits: Ecuador, Peru, Galapagos
Exclusive Savings
From (Per Person)
A$7,121
Save 1,428
Per Person
View Trip
14 Day A Taste of Croatia with Coastal Cruise with Globus
New ReleaseTour + Cruise

14 Days Zagreb to Trogir
Operator: Globus
Departures: May 2027 to Oct 2027
Trip Styles: Coach, Cruise, Island Hopping
Visits: Croatia
Exclusive Savings
From (Per Person)
A$8,741
Save 326
Per Person
View Trip
15 Day Best of Greece with G Adventures
Tour

15 Days Athens to Santorini
Operator: G Adventures
Departures: Mar 2027 to Oct 2028
Trip Styles: Adventure, Small Group, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$5,122
Save 1,102
Per Person
View Trip
9 Day Croatia: Walking & Island-Hopping Along the Dalmatian Coast with G Adventures
New ReleaseTour

9 Days Dubrovnik to Trogir
Operator: G Adventures
Departures: Apr 2027 to Oct 2027
Trip Styles: Adventure, Small Group, Island Hopping
Visits: Croatia
Exclusive Savings
From (Per Person)
A$5,580
Save 1,119
Per Person
View Trip
11 Day Galápagos Islands - Nine of the Best Isles (Western & Northern Route) with HX Expeditions
Cruise

11 Days (10 Nights) Quito to Quito
Operator: HX Expeditions
Ship: MS Santa Cruz II
Departures: Nov 2026 to Mar 2029
Visits: Ecuador, Galapagos
Exclusive Savings
Oceanview
$14,104
Suite
$18,526
From (Per Person)
A$14,104
Save 363
Per Person
View Trip
14 Day Galápagos Islands – In Darwin’s Footsteps Plus Machu Picchu with HX Expeditions
Cruise

14 Days (13 Nights) Lima to Quito
Operator: HX Expeditions
Ship: MS Santa Cruz II
Departures: Jan 2027 to Mar 2029
Visits: Peru, Ecuador, Galapagos
Exclusive Savings
Oceanview
$15,380
Suite
$17,263
From (Per Person)
A$15,380
Save 401
Per Person
View Trip
8 Day Athens to Santorini (Premium Hotels) with Contiki
Tour

8 Days Athens to Santorini
Operator: Contiki
Departures: Apr 2027 to Sep 2027
Trip Styles: 18-30's, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,146
Save 358
Per Person
View Trip
14 Day Classical Greece Plus Greek Island Adventure with Globus
Tour

14 Days Athens to Athens
Operator: Globus
Departures: May 2027 to Sep 2028
Trip Styles: Coach, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$6,831
Save 215
Per Person
View Trip
16 Day Premium Venice to Dubrovnik with Intrepid Travel
Tour

16 Days Venice to Dubrovnik
Operator: Intrepid
Departures: May 2027 to Sep 2028
Trip Styles: Adventure, Small Group, Island Hopping
Visits: Italy, Slovenia, Croatia
Exclusive Savings
From (Per Person)
A$16,768
Save 507
Per Person
View Trip
8 Day Croatia Island Hopping with Explore Worldwide
Tour

8 Days Split to Dubrovnik
Operator: Explore
Departures: May 2027 to Oct 2027
Trip Styles: Adventure, Small Group, Island Hopping, Walking & Hiking
Visits: Croatia
Exclusive Savings
From (Per Person)
A$3,789
Save 351
Per Person
View Trip
17 Day Philippines Island Hopper with TruTravels
New ReleaseTour

17 Days Manila to Boracay
Operator: TruTravels
Departures: Nov 2026 to Dec 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Philippines
Exclusive Savings
From (Per Person)
A$2,427
Save 1,743
Per Person
View Trip
8 Day Galapagos Island Hopping with Intrepid Travel
Tour

8 Days San Cristobal Island to Puerto Ayora
Operator: Intrepid
Departures: Nov 2026 to Dec 2028
Trip Styles: Adventure, Small Group, Island Hopping, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$3,456
Save 684
Per Person
View Trip
27 Day London to Athens with Greek Islands with Contiki
New ReleaseTour

27 Days London to Athens
Operator: Contiki
Departures: Apr 2027 to Sep 2027
Trip Styles: Coach, 18-30's, Island Hopping
Visits: England, France, Spain, Monaco, Italy, Greece
Exclusive Savings
From (Per Person)
A$4,854
Save 731
Per Person
View Trip
8 Day Sail Greece: Santorini to Mykonos with Intrepid Travel
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operator: Intrepid
Departures: May 2027 to Sep 2028
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,559
Save 202
Per Person
View Trip
14 Day Country Roads of Croatia (Small Group) with Trafalgar
Tour

14 Days Zagreb to Dubrovnik
Operator: Trafalgar
Departures: Apr 2027 to Oct 2027
Trip Styles: Coach, Small Group, Island Hopping
Visits: Croatia, Slovenia
Exclusive Savings
From (Per Person)
A$9,162
Save 517
Per Person
View Trip
24 Day Cradles of Civilisation, Featuring Gallipoli, Cappadocia & Those Greek Isles with Albatross Tours
Tour

24 Days Istanbul to Athens
Operator: Albatross
Departures: May 2027 to Sep 2027
Trip Styles: Coach, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$25,369
Save 518
Per Person
View Trip
25 Day Ecuador, Galapagos & Peru Explorer with Intrepid Travel
Tour

25 Days Quito to Cusco
Operator: Intrepid
Departures: Nov 2026 to Dec 2028
Trip Styles: Adventure, Small Group, Island Hopping, Walking & Hiking, Wildlife, Inca Trail
Visits: Ecuador, Galapagos, Peru
Exclusive Savings
From (Per Person)
A$9,993
Save 396
Per Person
View Trip
15 Day Best of Greece with Intrepid Travel
Tour

15 Days Athens to Santorini
Operator: Intrepid
Departures: Mar 2027 to Oct 2028
Trip Styles: Adventure, Small Group, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$6,419
Save 298
Per Person
View Trip
16 Day Galápagos Islands - Nine of the Best Isles plus Machu Picchu with HX Expeditions
Cruise

16 Days (15 Nights) Lima to Quito
Operator: HX Expeditions
Ship: MS Santa Cruz II
Departures: Jun 2027 to Mar 2029
Visits: Peru, Ecuador, Galapagos
Exclusive Savings
Oceanview
$20,189
Suite
$24,032
From (Per Person)
A$20,189
Save 442
Per Person
View Trip
14 Day Mainland Ecuador and Galapagos Cruise with Intrepid Travel
Tour

14 Days Quito to Quito
Operator: Intrepid
Departures: Nov 2026 to Dec 2028
Trip Styles: Adventure, Small Group, Island Hopping, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$11,261
Save 2,766
Per Person
View Trip
15 Day The Best of Greek Islands with Intrepid Travel
New ReleaseTour

15 Days Athens to Chania
Operator: Intrepid
Departures: Apr 2027 to Sep 2028
Trip Styles: Adventure, Small Group, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$6,541
Save 290
Per Person
View Trip
23 Day South American Discovery with Galápagos Cruise with Globus
Tour + Cruise

23 Days Rio de Janeiro to Guayaquil
Operator: Globus
Departures: May 2027 to Nov 2028
Trip Styles: Coach, Cruise, Island Hopping, Wildlife
Visits: Brazil, Argentina, Peru, Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$20,172
Save 583
Per Person
View Trip
9 Day Greece Real Food Adventure with Intrepid Travel
Tour

9 Days Athens to Athens
Operator: Intrepid
Departures: May 2027 to Oct 2028
Trip Styles: Adventure, Small Group, Food & Wine, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$4,748
Save 257
Per Person
View Trip
Results: 91-120 of 280

No trips found. Try adjusting the search filters.




Cruises found! Scroll up to view.

Cruises

All Cruises Adriatic Cruises Aegean Cruises Africa Cruises Alaska Cruises Antarctic Cruises Arabian & Middle East Cruises Arctic Cruises Asia Cruises Australia Cruises Bahamas Cruises Bermuda Cruises Canada & New England Cruises Caribbean Cruises Central America Cruises China Cruises Croatia Cruises Cruises to the Falkland Islands Cruising Cape Horn Europe Cruises Hawaii Cruises Indian Ocean Cruises Japan Cruises Kimberley Tours & Cruises Mediterranean Cruises Mexico Cruises New Zealand Cruises Northern Europe & Baltic Cruises Northwest Passage Cruises Norway & Iceland Cruises Norwegian Fjords Cruises Patagonia Cruises South America Cruises South East Asia Cruises South Pacific Cruises Transatlantic Cruises UK Cruises USA Cruises Western Europe Cruises Worldwide Cruises

Trip Lengths

1 Month 10 Day 2 Week 3 Week 7 Day

Departure Months

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

Cruise Themes

Adults Only Cruises Christmas & New Year Cruises Expedition Cruises Family Cruises Island Hopping Cruises Luxury Cruises Northen Lights Cruises Sailing Trips Short Cruises Last Minute Cruise Deals
© 2010-2026. Global Journeys.
    

Global Journeys | Terms & Conditions

Global Journeys Pty Ltd. Accredited Member of The Australian Travel Industry Association (ATIA). No. A11351.

Travel Industry Associations