Home > Cruises > Luxury Cruises > Island Hopping Cruises & Sailing Trips > October

Luxury Island Hopping Trips Starting In October 2026, 2027 and 2028

Filter Results
Departures
Duration
7 Days
37 Days
Regions
Trip Styles
Start & End Cities
Operators
Show More...
Price
$1,400pp
$55,435pp
Countries
Show More...
Filter Results
57 Trips (199 Trip Departures)
26 Day Best of South America with Galápagos Cruise with APT
New ReleaseTour + Cruise

26 Days Rio de Janeiro to Guayaquil
Operated By: APT
Departures: Apr 2027 to Nov 2028
Visit: Brazil, Argentina, Chile, Peru, Ecuador, Galapagos
From
US$26,695
Per Person
View Trip
8 Day San Cristóbal to San Cristóbal with Silversea
Cruise

8 Days (7 Nights) Quito to Guayaquil
Cruise Line: Silversea
Ship: Silver Origin
Departures: May 2026 to Mar 2028
Visit: Ecuador, Galapagos
Last Minute Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,200
Suite
$17,400
From
US$11,200
Save 1,500
Per Person
View Trip
15 Day Dalmatian Gems, Malta, Italy, Greece & Turkey with Seabourn
Cruise

15 Days (14 Nights) Venice to Istanbul
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 09 October 2027
Visit: Italy, Slovenia, Croatia, Montenegro, Greece, Turkey
Inside
-
Oceanview
-
Balcony
$13,577
Suite
-
From
US$13,577
Per Person
View Trip
37 Day Ultimate Mediterranean: From Balkan Gems To Spain with Seabourn
Cruise

37 Days (36 Nights) Venice to Lisbon
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 09 October 2027
Visit: Italy, Slovenia, Croatia, Montenegro (+7 more), Greece, Turkey, Malta, Sicily, Sardinia, Spain, Portugal
Inside
-
Oceanview
-
Balcony
$28,559
Suite
$39,694
From
US$28,559
Per Person
View Trip
15 Day Peru & the Galapagos Islands with Tauck
Tour + Cruise

15 Days Lima to Guayaquil
Operated By: Tauck
Departures: Sep 2026 to Oct 2027
Visit: Peru, Ecuador, Galapagos
From
US$14,190
Per Person
View Trip
16 Day Hidden Galapagos & Peru with Tauck
Tour + Cruise

16 Days Lima to Guayaquil or Lima to Quito
Operated By: Tauck
Ships: Silver Origin
Departures: Sep 2026 to Oct 2027
Visit: Peru, Ecuador, Galapagos
Inside
-
Oceanview
-
Balcony
$16,990
Suite
$29,235
From
US$16,990
Per Person
View Trip
22 Day Mediterranean Mosaic: Dalmatian Gems, Malta & Ephesus with Seabourn
Cruise

22 Days (21 Nights) Rome to Istanbul
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 02 October 2027
Visit: Italy, Sicily, Malta, Montenegro (+4 more), Croatia, Slovenia, Greece, Turkey
Inside
-
Oceanview
-
Balcony
$19,124
Suite
$26,179
From
US$19,124
Per Person
View Trip
8 Day Croatian Coast and the Best of the Adriatic with Emerald Cruises
Cruise

8 Days (7 Nights) Venice to Dubrovnik
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Kaia
Departures: Jun 2026 to Oct 2027
Visit: Italy, Croatia
Preferred Fare + Bonus Savings
Select Fare
Exclusive Savings
Inside
-
Oceanview
$6,550
Balcony
-
Suite
$8,514
From
US$6,550
Save 2,005
Per Person
View Trip
15 Day Greek Isles & Ephesus with Seabourn
Cruise

15 Days (14 Nights) Athens to Athens
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: May 2027 to Oct 2027
Visit: Greece, Turkey
Inside
-
Oceanview
-
Balcony
$11,899
Suite
$16,064
From
US$11,899
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
Visit: Turkey, Greece
Inside
-
Oceanview
-
Balcony
$5,099
Suite
$8,499
From
US$5,099
Per Person
View Trip
15 Day Discover the Eastern Mediterranean with Emerald Cruises
New ReleaseCruise

15 Days (14 Nights) Dubrovnik to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya
Departures: Jul 2027 to Oct 2027
Visit: Croatia, Montenegro, Albania, Greece, Turkey
Inside
-
Oceanview
$16,240
Balcony
-
Suite
$19,530
From
US$16,240
Per Person
View Trip
7 Day Adriatic Adventure with APT
New ReleaseCruise

7 Days (6 Nights) Dubrovnik to Split
Cruise Line: APT
Ship: MV Lady Eleganza
Departures: Oct 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
Inside
-
Oceanview
$2,495
Balcony
-
Suite
-
From
US$2,495
Save 800
Per Person
View Trip
14 Day Aegean Voyage: Istanbul to Athens - Southbound with Tauck
Tour + Cruise

14 Days Istanbul to Athens
Operated By: Tauck
Departure: 16 October 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Turkey, Greece
From
US$13,790
Per Person
View Trip
8 Day Mediterranean Enchantment with Emerald Cruises
Cruise

8 Days (7 Nights) Athens to Dubrovnik
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Kaia, Emerald Raiya
Departures: May 2027 to Oct 2027
Visit: Greece, Albania, Montenegro, Croatia
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$6,248
Balcony
-
Suite
$8,310
From
US$6,248
Save 1,405
Per Person
View Trip
31 Day Best of South America with Belmond Andean Explorer Train and Galápagos Cruise with APT
New ReleaseTour + Cruise

31 Days Rio de Janeiro to Guayaquil
Operated By: APT
Departures: May 2027 to Oct 2028
Visit: Brazil, Argentina, Chile, Peru, Ecuador, Galapagos
From
US$31,495
Per Person
View Trip
8 Day Greeks & Byzantines with Oceania Cruises
Cruise

8 Days (7 Nights) Athens to Istanbul
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 14 October 2027
Visit: Greece, Turkey
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,599
Suite
$5,199
From
US$3,599
Save 3,599
Per Person
View Trip
10 Day Treasures of the Aegean with Tauck
Tour + Cruise

10 Days Athens to Athens
Operated By: Tauck
Departures: Jul 2026 to Sep 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
From
US$9,990
Per Person
View Trip
9 Day Croatian Island Discovery with APT
Cruise

9 Days (8 Nights) Dubrovnik to Zagreb
Cruise Line: APT
Ship: MV Lady Eleganza
Departures: Jun 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
Inside
-
Oceanview
$2,195
Balcony
-
Suite
-
From
US$2,195
Save 2,850
Per Person
View Trip
11 Day Aegean Odyssey: Athens to Istanbul with Emerald Cruises
New ReleaseCruise

11 Days (10 Nights) Athens to Istanbul
Cruise Line: Emerald Cruises
Ship: Emerald Raiya
Departure: 06 October 2027
Visit: Greece, Turkey
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$9,545
Balcony
-
Suite
$12,795
From
US$9,545
Save 500
Per Person
View Trip
11 Day Glamorous Grecian Nights with Regent Seven Seas
Cruise

11 Days (10 Nights) Athens to Istanbul
Cruise Line: Regent Seven Seas
Ship: Seven Seas Voyager
Departure: 24 October 2026
Visit: Greece, Turkey
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,699
Suite
$11,199
From
US$10,699
Save 10,699
Per Person
View Trip
22 Day Discover the Wonders of the Mediterranean & Red Sea with Emerald Cruises
New ReleaseCruise

22 Days (21 Nights) Athens to Aqaba
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 21 October 2026
Visit: Greece, Turkey, Cyprus, Israel, Egypt, Jordan
Inside
-
Oceanview
-
Balcony
-
Suite
$25,740
From
US$25,740
Per Person
View Trip
20 Day Discover Aegean & Ancient Wonders with Emerald Cruises
New ReleaseCruise

20 Days (19 Nights) Athens to Aqaba
Cruise Line: Emerald Cruises
Ship: Emerald Raiya
Departure: 23 October 2027
Visit: Greece, Turkey, Cyprus, Israel, Egypt, Jordan
Inside
-
Oceanview
$19,690
Balcony
-
Suite
-
From
US$19,690
Per Person
View Trip
11 Day A Voyage from Greece to Cyprus with Emerald Cruises
New ReleaseCruise

11 Days (10 Nights) Athens to Larnaca
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 21 October 2026
Visit: Greece, Turkey, Cyprus
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$9,950
From
US$9,950
Save 2,745
Per Person
View Trip
11 Day Athens to Athens with Silversea
Cruise

11 Days (10 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 28 October 2026
Visit: Greece, Turkey
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
$7,300
Balcony
$8,000
Suite
$7,700
From
US$7,300
Save 3,500
Per Person
View Trip
8 Day Istanbul to Athens Adventure with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Istanbul to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Raiya, Emerald Azzurra
Departures: Jun 2026 to Oct 2027
Visit: Turkey, Greece
Preferred Fare + Bonus Savings
Select Fare
Exclusive Savings
Inside
-
Oceanview
$5,452
Balcony
-
Suite
$7,500
From
US$5,452
Save 1,683
Per Person
View Trip
8 Day A Symphony at Sea: The Musical Traditions of Greece with Ponant
Cruise

8 Days (7 Nights) Athens to Athens
Cruise Line: Ponant
Ship: Le Champlain
Departure: 18 October 2026
Visit: Greece
Inside
-
Oceanview
-
Balcony
$11,510
Suite
$21,480
From
US$11,510
Per Person
View Trip
8 Day San Cristóbal to San Cristóbal with Silversea
Cruise

8 Days (7 Nights) Quito to Guayaquil
Cruise Line: Silversea
Ship: Silver Origin
Departures: Aug 2026 to Mar 2028
Visit: Ecuador, Galapagos
Last Minute Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,400
Suite
$18,400
From
US$10,400
Save 2,500
Per Person
View Trip
Results: 31-57 of 57

No trips found. Try adjusting the search filters.




Trips found! Scroll up to view.

Luxury Travel

Luxury Tours Luxury Cruises Luxury River Cruises Luxury Small Group Tours

Luxury Trips By Region

Africa Alaska Amazon Arctic Argentina Asia Australia Austria Balkans Botswana Brazil Cambodia Canada & Alaska Central America Central Europe Chile Corsica Costa Rica Croatia Denmark Eastern Europe Eastern Med Ecuador Egypt England Europe Finland France Galápagos Germany Greece Greenland Iceland India Ireland Italy Japan Jordan Kenya Latin America Malta Middle East Morocco New Zealand Northern Italy Norway Patagonia Peru Portugal Scandinavia Scotland Sicily Slovenia South America South East Asia South Korea Southern Italy Spain Spain & Portugal Sweden Switzerland Tanzania Turkey Tuscany UK & Ireland Uluru USA Vietnam Western Europe

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