Island hopping cruises vacations
How does cruising around Greece’s islands, docking at quiet harbours or remote beaches sound? Or exploring not just one of the Seychelles, but lots of them? Island-hopping cruises are perfect for travelers eager to explore, but they’re also blissfully relaxed, with lazing on deck the perfect pastime as you putter between islands. Jump aboard your small ship or sailing boat, unpack once, then relax, as the islands of Cape Verde or Croatia, the Maldives or Malta, unfold.
68 Island hopping cruises vacations found
Greek Island gulet cruises
Greek Island gulet cruise to the North Dodecanese
From £959 to £1,089 8 days ex flights
Small group travel:
2026: 26 Sep, 3 Oct, 10 Oct, 17 Oct
11 Greek Islands small ship cruise
Cruise to Santorini, Mykonos and some lesser known islands
From £2,485 to £2,515 8 days ex flights
Small group travel:
2026: 25 Sep, 2 Oct, 9 Oct
2027: 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
2027: 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
Ionian Islands small ship cruise, Greece
Cruise around the emerald green Islands of the Ionian
From £2,165 to £3,261 8 days ex flights
Small group travel:
2027: 6 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
Luxury small ship cruise in Croatia
Luxury small ship cruise through Croatia's Islands
From £1,875 to £3,135 8 days ex flights
Small group travel:
2026: 26 Sep, 3 Oct, 10 Oct
2027: 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct
2027: 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Sicily and Aeolian Islands small ship cruise
Cruise to the amazing volcanic Aeolian Islands from Sicily
From £1,613 8 days ex flights
Small group travel
Island hopping cruise in Greece
Hidden Greece: Unexplored Greek Islands Cruise
From US $3,750 8 days ex flights
Small group travel:
2027: 7 May, 21 May, 28 May, 18 Jun, 25 Jun, 9 Jul, 16 Jul, 23 Jul, 6 Aug, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 24 Sep
Maldives snorkelling cruise
Snorkelling beautiful reefs aboard a Small Ship.
From £1,318 to £1,465 8 days ex flights
Small group travel:
2026: 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
2027: 3 Jan, 10 Jan, 17 Jan, 24 Jan, 7 Feb, 14 Feb, 21 Feb, 28 Feb, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec
2027: 3 Jan, 10 Jan, 17 Jan, 24 Jan, 7 Feb, 14 Feb, 21 Feb, 28 Feb, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec
Greece sailing holiday for families
Sailing trip for families/friends in Greek islands
From £580 to £750 7 days ex flights
Small group travel:
2027: 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Greek Island Cruise
Discover Greece on this relaxing cruise around Evia
From US $1,970US $1,580 to US $1,970 8 days ex flights
Small group travel:
2027: 20 Jun, 27 Jun, 18 Jul, 25 Jul, 29 Aug, 5 Sep, 12 Sep
Rhodes gulet cruise in Greece
8 day Rhodes cruise around the South Dodecanessae
From €1,100 to €1,500 8 days ex flights
Small group travel:
2027: 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct
Indonesia cruises
Explore Bali, Raja Ampat & Papua New Guinea
From US $15,100 18 days ex flights
Small group travel:
2027: 7 Oct
Dubrovnik to Trogir luxury 5 day cruise
Dubrovnik to Trogir 5 day highlights cruise
From £1,069 to £1,655 5 days ex flights
Small group travel:
2026: 29 Sep, 6 Oct, 13 Oct
2027: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
2027: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
Cape Verde Island cruise
Cruise the islands of this little visited Archipelago.
From US $3,150 to US $3,290 8 days ex flights
Small group travel:
2026: 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2027: 2 Jan, 17 Feb, 24 Feb
2027: 2 Jan, 17 Feb, 24 Feb
Dubrovnik to Venice luxury cruise
Cruise the Croatian Islands before a bus journey to Venice
From £3,506 11 days ex flights
Small group travel
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Greece and Turkey small ship cruise
A mix of history, culture, and island-hopping adventure
From £2,884 to £3,817 8 days ex flights
Small group travel:
2026: 9 Oct, 16 Oct
2027: 30 Apr, 14 May, 2 Jul, 10 Sep, 1 Oct, 8 Oct
2027: 30 Apr, 14 May, 2 Jul, 10 Sep, 1 Oct, 8 Oct
Caribbean small ship sailing cruise
Set sail on a luxurious journey through Caribbean Islands
From £4,239 to £4,829 8 days ex flights
Small group travel:
2026: 6 Dec
2027: 11 Jan, 25 Jan, 27 Nov
2027: 11 Jan, 25 Jan, 27 Nov
Asian island hopping cruise, Philippines and Indonesia
Tropical island hopping through the Philippines and Indonesia
From US $15,950 19 days ex flights
Small group travel:
2027: 17 Jun
Greek Islands cruise holiday, Antiquity to Byzantium
Cruising in the beautiful Greek Islands
From £2,436 to £3,148 8 days ex flights
Small group travel:
2026: 23 Oct, 30 Oct, 6 Nov, 13 Nov
Cape Verde Archipelago small ship cruise
Enjoy small ship cruising around the Cape Verde Islands.
From US $3,150 to US $3,290 8 days ex flights
Small group travel:
2026: 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2027: 2 Jan, 24 Feb
2027: 2 Jan, 24 Feb
Save 20%
Departure dates:
28th November 2026
5th,12th,19th, 26th December 2026
2nd January 2027
Seychelles small ship cruise, 7 days
Explore paradise with an intimate small ship cruise!
From US $2,790 to US $3,290 7 days ex flights
Small group travel:
2026: 26 Sep, 3 Oct, 10 Oct, 17 Oct, 31 Oct, 7 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2027: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 6 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec
2027: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 6 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec
Trogir to Dubrovnik Luxury 4 day cruise
Trogir to Dubrovnik 4 day highlights luxury cruise
From £869 to £1,049 4 days ex flights
Small group travel:
2026: 26 Sep, 3 Oct, 10 Oct
Island hopping cruise in Northern Croatia
Small ship cruise Croatia's to northern islands from Opatija
From £1,829 to £2,089 8 days ex flights
Small group travel:
2027: 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug
2027 Melanesia expedition cruise
Discover Papua New Guinea, Solomon Islands and Vanuatu
From US $14,300 17 days ex flights
Small group travel:
2027: 23 Oct
Scotland cruise, islands, whirlpools & puffins
A unique 10 night cruise on the West Coast of Scotland
From £4,820 11 days ex flights
Small group travel:
2027: 19 Jun, 17 Jul
Dalmatian Island cruise and cycling vacation, Croatia
Explore six islands by bike & premium gulet
From £1,829 8 days ex flights
Small group travel
Raja Ampat cruise & Spice Islands
An enthralling voyage to captivating tropical lands
From AU $23,990 19 days ex flights
Small group travel:
2026: 27 Dec
2027: 14 Jan, 16 Aug, 3 Sep
2027: 14 Jan, 16 Aug, 3 Sep
Galapagos Islands small ship cruise vacation
Unique species and spectacular sights in the Galapgos
From £4,479 to £4,799 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Greek Aegean Island hopping vacation
Get on board and visit ten stunning Aegean islands
From US $2,890 to US $4,390 8 days ex flights
Small group travel:
2027: 7 May, 21 May, 28 May, 4 Jun, 18 Jun, 25 Jun, 9 Jul, 16 Jul, 23 Jul, 6 Aug, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 24 Sep
Greek cruise and island walking vacation
Explore Evia on this walking and cruise trip
From US $1,970US $1,580 to US $1,970 8 days ex flights
Small group travel:
2027: 6 Jun, 13 Jun, 19 Sep
Sri Lanka tour and Maldives dhoni cruise
Join us on this trip exploring Sri Lanka and the Maldives.
From US $3,750 to US $4,390US $4,090 14 days ex flights
Small group travel:
2026: 16 Nov
2027: 29 Mar, 2 Aug, 13 Sep, 11 Oct, 8 Nov, 15 Nov, 20 Dec
2027: 29 Mar, 2 Aug, 13 Sep, 11 Oct, 8 Nov, 15 Nov, 20 Dec
Late availability on these dates: 16 Nov
