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...
7 Day Galapagos Experience with Intrepid Travel
Tour

7 Days Santa Cruz Island to San Cristobal Island
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$1,932
Save 257
Per Person
View Trip
16 Day Premium Greece in Depth with Intrepid Travel
Tour

16 Days Athens to Santorini
Operator: Intrepid
Departures: May 2027 to Oct 2028
Trip Styles: Adventure, Small Group, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$14,386
Save 456
Per Person
View Trip
19 Day Peru & Ecuador: Machu Picchu, the Sacred Valley & the Galapagos with the Amazon with Globus
New ReleaseTour + Cruise

19 Days Lima to Quito
Operator: Globus
Departures: Jun 2027 to Nov 2028
Trip Styles: Coach, Small Group, Cruise, Island Hopping, Wildlife
Visits: Peru, Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$19,051
Save 748
Per Person
View Trip
9 Day Komodo Island Hopper with TruTravels
New ReleaseTour + Cruise

9 Days Lombok to Labuan Bajo
Operator: TruTravels
Departures: Apr 2027 to Nov 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping, Sailing
Visits: Indonesia
Exclusive Savings
From (Per Person)
A$1,135
Save 899
Per Person
View Trip
22 Day Mediterranean Mosaic: Italy, Ephesus & Greece with Seabourn
Cruise

22 Days (21 Nights) Dubrovnik to Athens
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 15 May 2027
Visits: Croatia, Montenegro, Italy, Greece, Turkey
Exclusive Savings
Balcony
$35,895
Suite
-
From (Per Person)
A$35,895
Save 703
Per Person
View Trip
15 Day An Extended Journey Of Lush Island Vistas, Roman Ruins & Hidden Coves with Explora Journeys
Cruise

15 Days (14 Nights) Athens to Venice
Operator: Explora Journeys
Ship: Explora I
Departure: 13 May 2028
Visits: Greece, Turkey, Montenegro, Croatia, Italy
Exclusive Savings
Suite
$12,372
From (Per Person)
A$12,372
Save 253
Per Person
View Trip
45 Day Ultimate European plus Greek Islands with Contiki
Tour

45 Days Paris to London
Operator: Contiki
Departures: Mar 2027 to Aug 2027
Trip Styles: 18-30's, Island Hopping
Visits: France, Switzerland, Spain, Monaco +11 more, Italy, Greece, Turkey, Bulgaria, Romania, Hungary, Austria, Germany, Czech Republic, Holland, England
Exclusive Savings
From (Per Person)
A$9,382
Save 1,240
Per Person
View Trip
16 Day Legendary Greece with Jewels of the Cyclades Cruise with Globus
New ReleaseTour + Cruise

16 Days Athens to Athens
Operator: Globus
Departures: May 2027 to Sep 2027
Trip Styles: Coach, Small Group, Cruise, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$9,734
Save 575
Per Person
View Trip
15 Day Gems of Croatia and Slovenia with Adriatic Cruise with Travelmarvel
Tour + Cruise

15 Days Ljubljana to Dubrovnik
Operator: Travelmarvel
Ships: MV Princess Eleganza
Departures: May 2027 to Oct 2028
Trip Styles: Coach, Small Group, Cruise, Island Hopping
Visits: Slovenia, Croatia
Exclusive Savings
Oceanview
$12,555
From (Per Person)
A$12,555
Save 1,068
Per Person
View Trip
8 Day Highlights of the Greek Islands with G Adventures
Tour

8 Days Athens to Santorini
Operator: G Adventures
Departures: May 2027 to Oct 2028
Trip Styles: Adventure, Small Group, Island Hopping, Walking & Hiking
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,174
Save 472
Per Person
View Trip
16 Day Hidden Gems Of Turkey, Greece, Croatia & Slovenia with Seabourn
Cruise

16 Days (15 Nights) Istanbul to Venice
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 29 May 2027
Visits: Turkey, Greece, Montenegro, Croatia, Slovenia, Italy
Exclusive Savings
Balcony
$23,710
Suite
-
From (Per Person)
A$23,710
Save 463
Per Person
View Trip
18 Day Spirit of Peru with Amazon and Galápagos Cruises with APT
New ReleaseTour + Cruise

18 Days Lima to Guayaquil
Operator: APT
Ships: Delfin III
Departures: Aug 2027 to Sep 2028
Trip Styles: Small Group, Cruise, River Cruise, Island Hopping, Wildlife
Visits: Peru, Ecuador, Galapagos
Exclusive Savings
Suite
$27,527
From (Per Person)
A$29,977
Save 2,018
Per Person
View Trip
15 Day Ecuador: Volcanoes, the Amazon & the Galápagos Islands with G Adventures
New ReleaseTour

15 Days Quito to Quito
Operator: G Adventures
Departures: Feb 2027 to Dec 2027
Trip Styles: Adventure, Small Group, Island Hopping, Wildlife
Visits: Ecuador
Exclusive Savings
From (Per Person)
A$10,037
Save 2,132
Per Person
View Trip
15 Day Highlights of Turkey & the Greek Islands with Intrepid Travel
Tour

15 Days Istanbul to Santorini
Operator: Intrepid
Departures: Mar 2027 to Oct 2028
Trip Styles: Adventure, Small Group, Island Hopping
Visits: Turkey, Greece
Exclusive Savings
From (Per Person)
A$6,889
Save 309
Per Person
View Trip
8 Day Galápagos – Central and East Islands aboard the Reina Silvia Voyager (Cruise Only) with G Adventures
Cruise

8 Days (7 Nights) Baltra Island to Baltra Island
Operator: G Adventures
Departures: Dec 2026 to Dec 2028
Visits: Galapagos
Exclusive Savings
From (Per Person)
A$9,287
Save 1,979
Per Person
View Trip
7 Day Galápagos Island Hopping Land-Only with G Adventures
Tour

7 Days Puerto Ayora to Puerto Ayora
Operator: G Adventures
Departures: Dec 2026 to Dec 2028
Trip Styles: Adventure, Small Group, Island Hopping, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$3,184
Save 79
Per Person
View Trip
9 Day Premium Greece Cyclades Islands with Intrepid Travel
Tour

9 Days Athens to Santorini
Operator: Intrepid
Departures: May 2027 to Oct 2028
Trip Styles: Adventure, Small Group, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$8,472
Save 330
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: Nov 2026 to Mar 2028
Trip Styles: Island Hopping, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$9,595
Save 310
Per Person
View Trip
9 Day Greek Island Explorer (Small Group) with Costsaver
New ReleaseTour

9 Days Athens to Santorini
Operator: Costsaver
Departures: Apr 2027 to Sep 2027
Trip Styles: Coach, Small Group, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,798
Save 667
Per Person
View Trip
15 Day Machu Picchu & Galapagos with Explore Worldwide
Tour

15 Days Cusco to Quito
Operator: Explore
Departures: Nov 2026 to Nov 2027
Trip Styles: Adventure, Small Group, Island Hopping, Wildlife
Visits: Peru, Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$7,997
Save 603
Per Person
View Trip
15 Day Highlights of Ecuador & the Galapagos with Exodus Tours
New ReleaseTour + Cruise

15 Days Quito to Quito
Operator: Exodus
Departures: Jan 2027 to Dec 2027
Trip Styles: Adventure, Small Group, Cruise, Island Hopping, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$9,118
Save 879
Per Person
View Trip
17 Day Peru Splendors with Peru's Amazon & Galápagos Cruise with Globus
Tour + Cruise

17 Days Lima to Guayaquil
Operator: Globus
Departures: Mar 2027 to Nov 2028
Trip Styles: Coach, Cruise, Island Hopping, Wildlife
Visits: Peru, Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$16,774
Save 466
Per Person
View Trip
8 Day Idyllic Greece with Celestyal Cruises
Cruise

8 Days (7 Nights) Kusadasi to Kusadasi
Operator: Celestyal Cruises
Ship: Celestyal Journey
Departures: May 2027 to Oct 2028
Visits: Turkey, Greece
Exclusive Savings
Inside
$1,332
Oceanview
$1,773
Suite
-
From (Per Person)
A$1,332
Save 40
Per Person
View Trip
8 Day Sailing Greece - Athens to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Athens to Mykonos
Operator: G Adventures
Departures: May 2027 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,072
Save 309
Per Person
View Trip
12 Day Greek Spotlight and Island Explorer (Small Group) with Trafalgar
New ReleaseTour

12 Days Athens to Santorini
Operator: Trafalgar
Departures: Apr 2027 to Sep 2027
Trip Styles: Coach, Small Group, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$5,408
Save 343
Per Person
View Trip
22 Day Treasures Of Greece, Ephesus, Montenegro & Italy with Seabourn
Cruise

22 Days (21 Nights) Athens to Dubrovnik
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 05 May 2029
Visits: Greece, Turkey, Italy, Montenegro, Croatia
Exclusive Savings
Balcony
$21,798
Suite
$40,104
From (Per Person)
A$21,798
Save 401
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: Nov 2026 to Dec 2028
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$11,130
Save 2,787
Per Person
View Trip
30 Day Peru & Galapagos Explorer with Intrepid Travel
Tour

30 Days Lima to Quito
Operator: Intrepid
Departures: Dec 2026 to Nov 2028
Trip Styles: Adventure, Small Group, Island Hopping, Walking & Hiking, Wildlife, Inca Trail
Visits: Peru, Galapagos, Ecuador
Exclusive Savings
From (Per Person)
A$11,982
Save 1,583
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
Operator: HX Expeditions
Ship: MS Santa Cruz II
Departures: Dec 2026 to Mar 2029
Visits: Ecuador, Galapagos
Exclusive Savings
Oceanview
$11,804
Suite
$15,060
From (Per Person)
A$11,804
Save 325
Per Person
View Trip
8 Day Sailing Greece - Mykonos to Athens with G Adventures
Cruise

8 Days (7 Nights) Mykonos to Athens
Operator: G Adventures
Departures: Apr 2027 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,611
Save 738
Per Person
View Trip
Results: 181-210 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