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

Island Hopping Cruises Starting In May 2027 and 2028

Filter Results
Departures
Duration
4 Days
45 Days
Regions
Ship Size
Trip Styles
Show More...
Budget
Start & End Cities
Operators
Show More...
Price
$400pp
$55,435pp
Countries
Show More...
Filter Results
284 Cruises (6,957 Cruise Departures)
8 Day Sailing Greece - Athens to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Athens to Mykonos
Operated By: G Adventures
Departures: May 2026 to Sep 2027
Visit: Greece
From
US$1,649
Per Person
View Trip
9 Day Solo-ish Greece with G Adventures
New ReleaseTour

9 Days Athens to Santorini
Operated By: G Adventures
Departures: Jun 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Island Hopping, Solo Travellers
Visit: Greece
Exclusive Savings
From
US$2,464
Save 435
Per Person
View Trip
11 Day Croatia & Its Islands with Collette
Tour + Cruise

11 Days Dubrovnik to Zagreb
Operated By: Collette
Departures: Jul 2026 to Jun 2028
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Croatia
Flash Sale
Exclusive Savings
From
US$5,449
Save 250
Per Person
View Trip
7 Day Galapagos Experience with Intrepid Travel
Tour

7 Days San Cristobal Island to Santa Cruz Island
Operated By: Intrepid Travel
Departures: Jun 2026 to Dec 2027
Visit: Galapagos, Ecuador
Exclusive Savings
From
US$1,394
Save 257
Per Person
View Trip
17 Day Absolute Galapagos (Grand Daphne) with Intrepid Travel
Cruise

17 Days (16 Nights) Quito to Quito
Operated By: Intrepid Travel
Departures: Aug 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$12,721
Save 2,204
Per Person
View Trip
14 Day Gems of the Balkans with Coastal Cruise with Globus
New ReleaseTour + Cruise

14 Days Tirana to Trogir
Operated By: Globus
Departure: 07 June 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Albania, Montenegro, Croatia
From
US$5,849
Per Person
View Trip
17 Day Mysteries of the Inca Empire with Galapagos Cruise with Cosmos
Tour + Cruise

17 Days Lima to Quito
Operated By: Cosmos
Departures: Jan 2027 to Nov 2027
Visit: Peru, Ecuador, Galapagos
Exclusive Savings
From
US$7,610
Save 150
Per Person
View Trip
11 Day Greek Island Hopping (Plus) with Contiki
Tour

11 Days Athens to Athens
Operated By: Contiki
Departures: May 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$1,867
Save 280
Per Person
View Trip
15 Day Montenegro, Italy, Mykonos & Turkey with Seabourn
Cruise

15 Days (14 Nights) Dubrovnik to Istanbul
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 15 May 2027
Visit: Croatia, Montenegro, Italy, Greece, Turkey
Inside
-
Oceanview
-
Balcony
$15,660
Suite
-
From
US$15,660
Per Person
View Trip
10 Day Croatia Island Hopper with Globus
New ReleaseTour

10 Days Sarajevo to Dubrovnik
Operated By: Globus
Departures: Sep 2026 to Sep 2027
Visit: Bosnia Herzegovina, Croatia
Exclusive Savings
From
US$4,229
Save 250
Per Person
View Trip
17 Day Ecuador to Galápagos: Jungle Beats & Island Heat with G Adventures
New ReleaseTour

17 Days Quito to Quito
Operated By: G Adventures
Departures: Aug 2026 to Dec 2027
Visit: Ecuador, Galapagos
From
US$3,199
Per Person
View Trip
8 Day Philippines Siargao Adventure with TruTravels
New ReleaseTour

8 Days Cebu to Siargao
Operated By: TruTravels
Departures: Jul 2026 to Nov 2027
Visit: Philippines
Exclusive Savings
From
US$862
Save 288
Per Person
View Trip
24 Day London to Santorini (Plus) with Contiki
New ReleaseTour

24 Days London to Santorini
Operated By: Contiki
Departures: May 2026 to Aug 2027
Visit: England, France, Spain, Monaco, Italy, Greece
Exclusive Savings
From
US$4,553
Save 620
Per Person
View Trip
16 Day Legendary Greece with Jewels of the Cyclades Cruise with Globus
New ReleaseTour + Cruise

16 Days Athens to Athens
Operated By: Globus
Departures: May 2026 to Sep 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece
From
US$7,989
Per Person
View Trip
Results: 271-284 of 284

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

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

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 US dollars.

    

Global Journeys | Terms & Conditions

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations