Sailing Tours & Trips in Greece and Italy
4.6 stars on(8,683 reviews)- Choose from 10 Greece and Italy tours
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10 best Sailing Greece and Italy tour packages
Compiled by
NadineGreece and Italy travel expert at TourRadar
- Discover Mediterranean Gems from Athens to Rome
- Mediterranean crossroads 2025
- Discover the Charm of the Greek Isles & the Amalfi Coast
- Epic Voyage: Athens to Rome
- Best of the Amalfi Coast, Corinth Canal Passage & Greek Isles
- Discover the Charming Mediterranean
- Mediterranean crossroads 2027
- Ultimate Mediterranean Journey: Italy, Malta & Greek Isles
- Discover Mediterranean Wonders
- Discover the Mediterranean from Cannes to Athens
Duration 17 days Destinations Greece, Albania, Montenegro, Croatia, Italy Age Range Ages 12+ Operator Emerald Cruises From $57,486
50% Off- NZ$28,700You save $28,785
An intimate small-ship adventure weaves together Greek and Italian cultural treasures. Daily guided tours harmonize with free time for personal discoveries. All-inclusive luxury features premium dining, drinks and carefully selected excursions.
Duration 11 days Destinations Greece, Italy, Malta Age Range Ages 12+ Operator Emerald Cruises From $38,724
50% Off- NZ$19,286You save $19,438
A refined sailing voyage connects UNESCO heritage with Mediterranean charm. Archaeological wonders and peaceful moments at sea intertwine, enhanced by gourmet dining and premium drinks. Guided tours balance perfectly with independent discovery.
Duration 18 days Destinations Greece, Turkey, Italy Age Range Ages 12+ Operator Emerald Cruises From $64,591
50% Off- NZ$32,118You save $32,473
Duration 24 days Destinations Greece, Turkey, Albania, Montenegro, Croatia, Italy Age Range Ages 12+ Operator Emerald Cruises From $82,845
50% Off- NZ$41,414You save $41,431
Sophisticated small-ship cruising meets Greco-Italian cultural heritage aboard the elegant Emerald Azzurra. Rare access to exclusive harbors like Hydra and Capri complements regional wine tastings and 29 included Mediterranean meals.
Duration 11 days Destinations Civitavecchia, Positano, Sorrento, Capri, Syracuse, Itea, Corinth Canal, Paros, Hydra, Piraeus Age Range Ages 12+ Operator Emerald Cruises From $37,032
50% Off- NZ$18,415You save $18,618
No departure dates availableDuration 18 days Destinations Malta, Italy, Greece, Turkey Age Range Ages 12+ Operator Emerald Cruises 
No departure dates availableDuration 11 days Destinations Malta, Italy, Greece, Turkey Age Range Ages 12+ Operator Emerald Cruises 
The ultra-luxury cruise seamlessly merges cultural immersion with refined comfort. UNESCO sites from Syracuse to Mycenae await, while hidden harbors and sophisticated onboard amenities like Senses Spa and gourmet dining enhance the voyage.
No departure dates availableDuration 15 days Destinations Italy, Malta, Greece Age Range Ages 12+ Operator Scenic Luxury Cruises & Tours 
Small-ship luxury brings Mediterranean culture to life with refined comfort. Hidden ports, intimate wine tastings, and local performances create unforgettable moments. A masterful blend of historic sites and coastal beauty awaits.
Duration 21 days Destinations Cyprus, Greece, Turkey, Italy, Malta Age Range Ages 12+ Operator Emerald Cruises From $77,448
32% Off- NZ$52,596You save $24,852
The yacht's intimate setting pairs cultural richness with elegant comfort. From Sicilian markets to Greek archaeological wonders, each UNESCO site and historic port reveals new stories, while premium amenities await onboard.
Duration 18 days Destinations France, Monaco, Italy, Malta, Greece Age Range Ages 12+ Operator Emerald Cruises From $64,506
50% Off- NZ$32,148You save $32,358
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