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 Yachting the Less-travelled Greek Isles, Mykonos and Turkey with Emerald Cruises
New ReleaseCruise

11 Days (10 Nights) Athens to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya
Departures: Sep 2027 to Oct 2028
Visits: Greece, Turkey
Exclusive Savings
Oceanview
$11,051
Suite
$14,726
From (Per Person)
A$11,051
Save 3,251
Per Person
View Trip
19 Day Hidden Gems of the Mediterranean with Dubrovnik and Istanbul with APT
New ReleaseCruise

19 Days (18 Nights) Dubrovnik to Istanbul
Cruise Line: Seabourn
Tour Operator: APT
Ship: Seabourn Ovation
Departure: 13 May 2027
Visits: Croatia, Montenegro, Italy, Greece, Turkey
Exclusive Savings
Inside
$42,755
Oceanview
$22,567
Balcony
-
Suite
-
From (Per Person)
A$22,567
Save 1,628
Per Person
View Trip
10 Day Galápagos - Central, South & East Islands aboard the Yolita with G Adventures
Cruise

10 Days (9 Nights) Quito to Quito
Cruise Line: G Adventures
Departures: Aug 2026 to Dec 2027
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$8,341
Save 2,402
Per Person
View Trip
10 Day Greece Island Hopper with Collette
Tour

10 Days Athens to Athens
Operator: Collette
Departures: Jul 2026 to Jun 2028
Trip Styles: Coach, Island Hopping, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$6,182
Save 985
Per Person
View Trip
8 Day Hidden Gems Of Turkey & Greece with Seabourn
Cruise

8 Days (7 Nights) Istanbul to Athens
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: May 2027 to Oct 2027
Visits: Turkey, Greece
Exclusive Savings
Balcony
$8,436
Suite
$14,120
From (Per Person)
A$8,436
Save 206
Per Person
View Trip
8 Day Galapagos Island Hopping with Intrepid Travel
Tour

8 Days San Cristobal Island to Puerto Ayora
Operator: Intrepid
Departures: Jul 2026 to Dec 2028
Trip Styles: Adventure, Small Group, Island Hopping, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$3,298
Save 606
Per Person
View Trip
17 Day Tastes of Italy with Adriatic Coastal Cruise with Travelmarvel
New ReleaseTour + Cruise

17 Days Rome to Dubrovnik
Tour Operator: Travelmarvel
Ship: MV Princess Eleganza
Departures: Apr 2027 to Sep 2027
Trip Styles: Coach, Small Group, Cruise, Rail, Island Hopping, Scenic
Visits: Italy, Slovenia, Croatia
Exclusive Savings
Oceanview
$12,654
From (Per Person)
A$12,654
Save 1,081
Per Person
View Trip
10 Day Galápagos Multisport with G Adventures
Tour

10 Days Quito to Quito
Operator: G Adventures
Departures: Aug 2026 to Dec 2027
Trip Styles: Adventure, Small Group, Cycling, Island Hopping, Kayaking, Walking & Hiking, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$4,092
Save 1,502
Per Person
View Trip
10 Day Galápagos - North, West & Central Islands aboard the Yolita with G Adventures
Cruise

10 Days (9 Nights) Quito to Quito
Cruise Line: G Adventures
Departures: Aug 2026 to Dec 2027
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$8,529
Save 2,350
Per Person
View Trip
10 Day Sailing Greece - Santorini to Santorini with G Adventures
Cruise

10 Days (9 Nights) Santorini to Santorini
Operator: G Adventures
Departures: Jul 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,999
Save 1,400
Per Person
View Trip
10 Day Galápagos – Central and East Islands aboard the Reina Silvia Voyager with G Adventures
Cruise

10 Days (9 Nights) Quito to Quito
Cruise Line: G Adventures
Departures: Aug 2026 to Dec 2028
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$8,672
Save 3,233
Per Person
View Trip
18 Day Ecuador Highlands & Galapagos with Intrepid Travel
Tour

18 Days Quito to Quito
Operator: Intrepid
Departures: Aug 2026 to Dec 2028
Trip Styles: Adventure, Small Group, Island Hopping, Walking & Hiking, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$6,665
Save 857
Per Person
View Trip
8 Day Maldive Dhoni Cruise with Explore Worldwide
Cruise

8 Days (7 Nights) Male to Male
Operator: Explore
Departures: Aug 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$3,254
Save 329
Per Person
View Trip
11 Day Adriatic Gems & Greece with Oceania Cruises
Cruise

11 Days (10 Nights) Trieste to Athens
Cruise Line: Oceania
Ship: Oceania Allura
Departure: 11 May 2028
Visits: Italy, Croatia, Montenegro, Greece
Your World Inclusions
Exclusive Savings
Balcony
$6,108
Suite
$9,891
From (Per Person)
A$6,108
Save 2,172
Per Person
View Trip
10 Day Classic Galapagos: Central Eastern Islands (Grand Queen Beatriz) with Intrepid Travel
Cruise

10 Days (9 Nights) Quito to Quito
Operator: Intrepid
Departures: Aug 2026 to Dec 2027
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$7,985
Save 3,522
Per Person
View Trip
17 Day Complete Galápagos - Yolita with G Adventures
Cruise

17 Days (16 Nights) Quito to Quito
Cruise Line: G Adventures
Departures: Aug 2026 to Dec 2027
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$15,507
Save 4,272
Per Person
View Trip
8 Day Croatia Sailing Adventure: Split to Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operator: Intrepid
Departures: Jul 2026 to Oct 2027
Visits: Croatia
Exclusive Savings
From (Per Person)
A$2,007
Save 787
Per Person
View Trip
23 Day Mediterranean Mosaic: Greek Isles, Ephesus & Croatia with Seabourn
Cruise

23 Days (22 Nights) Athens to Venice
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 22 May 2027
Visits: Greece, Turkey, Montenegro, Croatia, Slovenia, Italy
Exclusive Savings
Balcony
$34,034
Suite
-
From (Per Person)
A$34,034
Save 664
Per Person
View Trip
26 Day Total Indonesia with TruTravels
New ReleaseTour + Cruise

26 Days Medan to Labuan Bajo
Operator: TruTravels
Departures: Oct 2026 to Oct 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping, Sailing
Visits: Indonesia
Exclusive Savings
From (Per Person)
A$4,710
Save 736
Per Person
View Trip
17 Day Philippines Island Hopper with TruTravels
New ReleaseTour

17 Days Manila to Boracay
Operator: TruTravels
Departures: Aug 2026 to Dec 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Philippines
Exclusive Savings
From (Per Person)
A$3,034
Save 1,136
Per Person
View Trip
12 Day Venice and Croatian Islands Cruise with Collette
Tour + Cruise

12 Days Sibenik to Venice
Operator: Collette
Departures: Aug 2026 to May 2027
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visits: Croatia, Italy
Exclusive Savings
From (Per Person)
A$7,276
Save 973
Per Person
View Trip
23 Day South American Discovery with Galápagos Cruise with Globus
Tour + Cruise

23 Days Rio de Janeiro 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$20,172
Save 541
Per Person
View Trip
8 Day Croatia Island Sail with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operator: Contiki
Departures: Jul 2026 to Sep 2027
Visits: Croatia
Exclusive Savings
From (Per Person)
A$1,657
Save 53
Per Person
View Trip
11 Day Independent Galapagos Cruise Aboard the Galápagos Legend with Ecuador's Amazon with Globus
New ReleaseTour + Cruise

11 Days Quito to Guayaquil
Tour Operator: Globus
Departures: Aug 2026 to Dec 2027
Trip Styles: Cruise, Island Hopping, Wildlife, Scenic
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$11,669
Save 361
Per Person
View Trip
17 Day Greek Isles and Türkiye with Athens with APT
New ReleaseCruise

17 Days (16 Nights) Athens to Athens
Cruise Line: Seabourn
Tour Operator: APT
Ship: Seabourn Ovation
Departures: May 2027 to Oct 2027
Visits: Greece, Turkey
Exclusive Savings
Inside
$35,796
Oceanview
$18,842
Balcony
-
Suite
-
From (Per Person)
A$18,842
Save 1,612
Per Person
View Trip
8 Day Heavenly Greece, Italy & Croatia with Celestyal Cruises
Cruise

8 Days (7 Nights) Athens to Athens
Cruise Line: Celestyal Cruises
Ship: Celestyal Journey
Departures: Aug 2026 to Oct 2027
Visits: Greece, Croatia, Montenegro, Italy
Exclusive Savings
Inside
$1,282
Oceanview
$1,576
Suite
$1,861
From (Per Person)
A$1,282
Save 40
Per Person
View Trip
5 Day Iconic Greek Islands with Celestyal Cruises
Cruise

5 Days (4 Nights) Kusadasi to Kusadasi
Cruise Line: Celestyal Cruises
Ship: Celestyal Discovery
Departures: Jul 2026 to Oct 2027
Visits: Turkey, Greece
Exclusive Savings
Inside
$720
Oceanview
$720
Balcony
$1,141
Suite
-
From (Per Person)
A$720
Save 29
Per Person
View Trip
8 Day Sailing Greece - Santorini to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operator: G Adventures
Departures: Jul 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,646
Save 753
Per Person
View Trip
10 Day Philippines West with TruTravels
New ReleaseTour

10 Days Manila to Coron
Operator: TruTravels
Departures: Aug 2026 to Dec 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Philippines
Exclusive Savings
From (Per Person)
A$1,670
Save 744
Per Person
View Trip
15 Day The Best of Greek Islands with Intrepid Travel
New ReleaseTour

15 Days Athens to Chania
Operator: Intrepid
Departures: Aug 2026 to Sep 2028
Trip Styles: Adventure, Small Group, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$6,827
Save 1,368
Per Person
View Trip
Results: 181-210 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