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

Island Hopping Cruises Starting In May 2027 and 2028

Filter Results
259 Cruises (7,055 Departures)
259 Cruises (7,055 Departures)
Departures
Duration
4 Days
45 Days
Regions
Ship Size
Trip Styles
Show More...
Budget
Start & End Cities
Operators
Show More...
Price
$500pp
$80,995pp
Countries
Show More...
11 Day Idyllic Aegean with 7-night Cruise with Globus
Tour + Cruise

11 Days Athens to Athens
Cruise Line: Celestyal Cruises
Tour Operator: Globus
Departures: Jul 2026 to Oct 2027
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visits: Greece, Turkey
Exclusive Savings
From (Per Person)
A$6,206
Save 200
Per Person
View Trip
18 Day Bali & Beyond with TruTravels
New ReleaseTour + Cruise

18 Days Canggu to Labuan Bajo
Operator: TruTravels
Departures: Aug 2026 to Nov 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping, Sailing
Visits: Indonesia
Exclusive Savings
From (Per Person)
A$2,252
Save 952
Per Person
View Trip
8 Day Greek Island Adventure with Globus
Tour

8 Days Athens to Athens
Operator: Globus
Departures: Sep 2026 to Oct 2027
Trip Styles: Coach, Island Hopping, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$4,281
Save 140
Per Person
View Trip
8 Day Greece: Walking in the Greek Islands with G Adventures
New ReleaseTour

8 Days Athens to Santorini
Operator: G Adventures
Departures: Aug 2026 to Sep 2027
Trip Styles: Small Group, Food & Wine, Island Hopping, Walking & Hiking, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$6,467
Save 1,551
Per Person
View Trip
17 Day Mysteries of the Inca Empire with Galapagos Cruise with Cosmos
Tour + Cruise

17 Days Lima to Quito
Tour Operator: Cosmos
Departures: Oct 2026 to Dec 2027
Trip Styles: Coach, Cruise, Island Hopping, Wildlife, Scenic
Visits: Peru, Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$10,958
Save 458
Per Person
View Trip
27 Day South American Discovery with Brazil's Amazon & Galápagos Cruise with Globus
Tour + Cruise

27 Days Manaus to Guayaquil
Tour Operator: Globus
Departures: Oct 2026 to Nov 2027
Trip Styles: Coach, Cruise, Island Hopping, Wildlife, Scenic
Visits: Brazil, Argentina, Peru, Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$22,790
Save 607
Per Person
View Trip
8 Day Idyllic Greece with Celestyal Cruises
Cruise

8 Days (7 Nights) Kusadasi to Kusadasi
Cruise Line: Celestyal Cruises
Ship: Celestyal Journey
Departures: Sep 2026 to Oct 2027
Visits: Turkey, Greece
Exclusive Savings
Inside
$1,459
Oceanview
$1,576
Suite
-
From (Per Person)
A$1,459
Save 40
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: Jul 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,946
Save 894
Per Person
View Trip
26 Day South American Discovery with Santiago Stopover & Galápagos Cruise with Globus
Tour + Cruise

26 Days Santiago to Guayaquil
Tour Operator: Globus
Departures: Oct 2026 to Nov 2027
Trip Styles: Coach, Cruise, Island Hopping, Wildlife, Scenic
Visits: Chile, Brazil, Argentina, Peru, Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$22,327
Save 584
Per Person
View Trip
30 Day Peru & Galapagos Explorer with Intrepid Travel
Tour

30 Days Lima to Quito
Operator: Intrepid
Departures: Aug 2026 to Dec 2028
Trip Styles: Adventure, Small Group, Island Hopping, Walking & Hiking, Wildlife, Inca Trail
Visits: Peru, Galapagos, Ecuador
Exclusive Savings
From (Per Person)
A$12,468
Save 462
Per Person
View Trip
24 Day London to Santorini (Plus) with Contiki
New ReleaseTour

24 Days London to Santorini
Operator: Contiki
Departures: Jul 2026 to Aug 2027
Trip Styles: Coach, 18-30's, Island Hopping, Scenic
Visits: England, France, Spain, Monaco, Italy, Greece
Exclusive Savings
From (Per Person)
A$7,835
Save 185
Per Person
View Trip
20 Day Spirit of Peru with Belmond Andean Explorer Train and Galápagos Cruise with APT
New ReleaseTour + Cruise

20 Days Lima to Guayaquil
Tour Operator: APT
Departures: May 2027 to Oct 2028
Trip Styles: Small Group, Cruise, Rail, Island Hopping, Wildlife, Scenic
Visits: Peru, Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$29,172
Save 2,323
Per Person
View Trip
6 Day Galapagos Escape - Solaris (Itinerary B) with Exodus Tours
Cruise

6 Days (5 Nights) Quito to Guayaquil
Operator: Exodus
Departures: Aug 2026 to Dec 2027
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$8,551
Save 277
Per Person
View Trip
15 Day Highlights of Turkey & the Greek Islands with Intrepid Travel
Tour

15 Days Istanbul to Santorini
Operator: Intrepid
Departures: Jul 2026 to Oct 2028
Trip Styles: Adventure, Small Group, Island Hopping
Visits: Turkey, Greece
Exclusive Savings
From (Per Person)
A$5,998
Save 2,162
Per Person
View Trip
9 Day Galápagos Islands – In Darwin’s Footsteps (Eastern Route) with HX Expeditions
Cruise

9 Days (8 Nights) Quito to Quito
Cruise Line: HX Expeditions
Ship: MS Santa Cruz II
Departures: Aug 2026 to Mar 2028
Visits: Ecuador, Galapagos
Exclusive Savings
Oceanview
$10,253
Suite
$13,420
From (Per Person)
A$10,253
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
Cruise Line: HX Expeditions
Ship: MS Santa Cruz II
Departures: Sep 2026 to Mar 2028
Visits: Peru, Ecuador, Galapagos
Exclusive Savings
Oceanview
$16,674
Suite
$19,841
From (Per Person)
A$16,674
Per Person
View Trip
8 Day Independent Galapagos at the Finch Bay Resort with Globus
New ReleaseTour

8 Days Quito to Guayaquil
Operator: Globus
Departures: Aug 2026 to Dec 2027
Trip Styles: Island Hopping, Wildlife, Scenic
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$9,595
Save 292
Per Person
View Trip
15 Day Crete, Evening At Ephesus & Aegean Yacht Harbors with Seabourn
Cruise

15 Days (14 Nights) Athens to Athens
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: May 2028 to Aug 2028
Visits: Greece, Turkey
Exclusive Savings
Balcony
$15,414
Suite
$23,548
From (Per Person)
A$15,414
Save 352
Per Person
View Trip
9 Day Komodo Island Hopper with TruTravels
New ReleaseTour + Cruise

9 Days Lombok to Labuan Bajo
Operator: TruTravels
Departures: Jul 2026 to Nov 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping, Sailing
Visits: Indonesia
Exclusive Savings
From (Per Person)
A$1,419
Save 586
Per Person
View Trip
Results: 241-259 of 259

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

7 Day 10 Day 2 Week 3 Week 1 Month

Departure Months

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

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. You're viewing our site in Australian dollars.

    

Global Journeys | Terms & Conditions

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

Travel Industry Associations