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3 Week Island Hopping Cruises

Explore our 3 week island hopping cruises with 5 of the world's leading island hopping cruise operators. May is the most popular month to join a cruise and we have 58 departures available and 9 unique itineraries to choose from.
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9 Cruises (58 Cruise Departures)
21 Day Adriatic & Greek Isles Explorer with Princess
Cruise
 (2)

21 Days (20 Nights) Athens to Rome
Cruise Line: Princess
Ship: Island Princess
Departure: 25 October 2024
Countries Visited: Greece, Cyprus, Turkey, Italy (+5 more), Sardinia, Sicily, Tunisia, Montenegro, Croatia
INSIDE
$4,580
OCEANVIEW
$5,026
BALCONY
$5,719
SUITE
$6,586
From 4,580
View Trip
21 Day Mediterranean & Holy Land Explorer with Princess
Cruise
 (3)

21 Days (20 Nights) Trieste to Rome
Cruise Line: Princess
Ship: Majestic Princess
Departure: 01 May 2025
Countries Visited: Italy, Croatia, Greece, Turkey (+2 more), Cyprus, Israel
INSIDE
$4,388
OCEANVIEW
-
BALCONY
$5,293
SUITE
$6,982
From 4,388
View Trip
21 Day Adriatic & Aegean Explorer with Princess
Cruise
 (3)

21 Days (20 Nights) Trieste to Rome
Cruise Line: Princess
Ship: Majestic Princess
Departure: 10 June 2025
Countries Visited: Italy, Croatia, Greece, Turkey (+1 more), Malta
INSIDE
$5,151
OCEANVIEW
-
BALCONY
$6,540
SUITE
$7,833
From 5,151
View Trip
21 Day Adriatic & Aegean Icons with Oceania Cruises
Cruise
 (1)

21 Days (20 Nights) Rome to Istanbul
Cruise Line: Oceania Cruises
Ship: Oceania Nautica
Departure: 07 July 2025
Countries Visited: Italy, Sicily, Greece, Albania (+4 more), Montenegro, Croatia, Slovenia, Turkey
Exclusive Deal
INSIDE
$9,510
OCEANVIEW
$10,579
BALCONY
$15,004
SUITE
$19,925
Save 2,070
From 9,510
View Trip
21 Day Grand Mediterranean Explorer with Princess
Cruise
 (2)

21 Days (20 Nights) Rome to Athens
Cruise Line: Princess
Ship: Island Princess
Departure: 04 November 2024
Countries Visited: Italy, Sicily, Tunisia, Greece (+3 more), Montenegro, Croatia, Turkey
INSIDE
$4,041
OCEANVIEW
$4,297
BALCONY
$4,734
SUITE
$6,417
From 4,041
View Trip
21 Day Mediterranean & Holy Land Explorer with Princess
Cruise
 (3)

21 Days (20 Nights) Athens to Rome
Cruise Line: Princess
Ship: Majestic Princess
Departure: 11 May 2025
Countries Visited: Greece, Cyprus, Israel, Italy (+2 more), Turkey, Sicily
INSIDE
$4,249
OCEANVIEW
-
BALCONY
$5,511
SUITE
$7,318
From 4,249
View Trip
21 Day South America Revealed with Galápagos Legend East Cruise with Trafalgar
Tour + Cruise

21 Days Rio de Janeiro to Quito
Operated By: Trafalgar
Departures: Aug 2024 to Nov 2024
Trip Styles: Coach, Group, Cruise, Island Hopping, Wildlife, Scenic
Countries Visited: Brazil, Argentina, Peru, Ecuador
Exclusive Savings
From 19,560
View Trip
21 Day Mysteries of the Inca Empire with Peru's Amazon & Galapagos Cruise with Cosmos
Tour + Cruise

21 Days Lima to Quito
Operated By: Cosmos
Departures: Dec 2024 to Jun 2025
Trip Styles: Coach, Group, Cruise, Island Hopping, Wildlife, Scenic
Countries Visited: Peru, Ecuador, Galapagos
Exclusive Savings
Save 179
From 11,704
View Trip
21 Day Croatia to the Greek Islands: Zagreb Nights & Santorini Views with G Adventures
New ReleaseTour

21 Days Zagreb to Santorini
Operated By: G Adventures
Departures: Jun 2024 to Sep 2025
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Countries Visited: Croatia, Montenegro, Albania, Greece
Exclusive Deal
Save 1,237
From 4,712
View Trip
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Trip Lengths

7 Day 10 Day 2 Week 3 Week 1 Month

Departure Months

June 2024 July 2024 August 2024 September 2024 October 2024 November 2024 December 2024 February 2025 March 2025 May 2025 June 2025 July 2025 August 2025 September 2025

Cruise Themes

Adults Only Cruises Christmas & New Year Cruises Expedition Cruises Family Cruises Island Hopping Cruises Luxury Cruises Sailing Trips Short Cruises

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