Select Departure/Arrival Island:
Milos
Select Departure/Arrival Island:
Private Yacht Travel from Milos, Kimolos, or Sifnos to the most popular Cyclades destinations
Boat Trips Across the Aegean's Top Destinations
A Multi-Island Cruise is a full-day boat trip designed to reveal the Cyclades in a single, seamless tour. Our luxury yachts carry you comfortably through the Aegean Sea, stopping at up to four of Greece's most renowned island destinations, each with its own unique beauty. Every route is shaped by our captains with years of experience navigating these waters.
An attentive crew caters to your every need, sharing stories and traditions of each island along the way. Swim in hidden coves, pause for lunch beside scenic shorelines, and discover secret spots that only local sailors know. Continue your trip through the picturesque Cyclades, passing some of the most breathtaking photography spots.
A Private Greek-Islands Exploration
Celebrate a honeymoon, anniversary, or simply each other with a Private Cruise through the Cyclades. Secluded coves, Santorini sunsets, and moments designed for two create an ideal setting for romance. Families enjoy spacious decks, calm swim stops at Poliegos, and chef-prepared meals with every detail thoughtfully handled by our crew.
Whether you are marking a birthday, planning a reunion, or gathering with friends, a Multi-Island Cruise becomes the highlight of your Greek Islands experience. From Naxos to Santorini, Navy Blue's luxury yacht cruises provide premium service, local expertise, and access to destinations that ferries simply cannot reach.
Plan your Private Round-Trip Cruise within the Greek Islands
The Cyclades scatter like pearls across the Aegean Sea. Each island holds its own character, from volcanic cliffs and whitewashed harbors to turquoise bays away from the crowds.
Navy Blue's Multi-Island Cruises connect these destinations in seamless full-day trips. Depart from Milos, Kimolos, or Sifnos and visit up to four islands in a single day. Every route is a round-trip, designed to bring you back to your starting point with memories of places most travelers never reach.
Kimolos
Sikinos
Sifnos
Serifos
Milos
Santorini
Folegandros
Paros
Poliegos
Ios
Antiparos
Naxos
See more islands in one day than most visitors see in a week
A Private Multi-Island Cruise is built around your preferences. Visit up to four Cyclades islands, swim in bays only reachable by boat, and enjoy a freshly prepared meal on board between stops. Our modern luxury yachts make the journey between islands smooth and enjoyable, meaning more time exploring and less time in transit. No fixed timetables, no crowded departures. You just enjoy the day.
Four islands in a single day
Curated routes with local captains
Flexible pace, no rigid schedules
IDEAL FOR
Couples, Families & Groups
Four Islands
in One Day
Private Vessel
& Crew
Meals
Included
Curated
Routes Only
Open Bar
Included
Stops at
Hidden Coves
Explore pricing for Private Multi-Island Cruises across the Cyclades
Departure/Arrival Island:
Milos
Select Departure/Arrival Island:
Departure/Arrival
Price
€4,100
Departure/Arrival
Price
€4,100
Departure/Arrival
Price
€4,400
Departure/Arrival
Price
€3,900
Departure/Arrival
Price
€4,700
Milestones from every season across Milos, Kimolos, Poliegos and the Cyclades
Satisfied Guests
10,400+
Cruises Performed
1,600+
Nautical Miles
45,000+
Supported Islands
25+
Milos, Kimolos, Poliegos
Kleftiko, Milos
Sarakiniko, Milos
Rema, Kimolos
Blue Bay, Poliegos
Gerakas, Milos
Private Cruises
Semi-Private
Country of Origin
USA (43%)
Australia (14%)
Greece (6%)
Canada (5%)
UK (4%)
Other (28%)
Summer Season | May ~ Oct
Sunny (87%)
Cloudy (9%)
Rainy (4%)
Everything you need to know about our Island-Hopping Tours in the Cyclades
A Navy Blue multi-island cruise visits up to four Cyclades islands in a single full-day boat tour. Each route departs from Milos, Kimolos, or Sifnos in the morning and returns to your starting island by evening. Five curated routes cover the western, central, southern, and eastern Cyclades.
The number of island stops depends on distance, sea conditions, and how long you choose to stay at each location. Our local captains know these waters well and adjust the pace to suit your group. You might spend an hour exploring a quiet village harbor, then cruise to a sheltered bay for swimming and lunch on board. We plan around your preferences and confirm the best route based on sea conditions, so every day feels relaxed rather than rushed. Whether you visit three islands or four, the route is designed for a smooth, memorable voyage through the Greek Islands.
Every Navy Blue private multi-island cruise includes a luxury yacht with a professional crew, curated Mediterranean meals, an open bar, snorkeling gear, and premium on-board amenities. Fuel and all port fees are covered. You simply board in the morning and enjoy the day with nothing extra to arrange.
Meals are served in stages throughout the cruise so you stay light and energized between swim stops. Expect fresh local ingredients, seasonal salads, and seafood prepared on board. The open bar runs all day with wine, beer, soft drinks, and water. For special occasions, upgrades such as champagne, cake, flowers, or a professional photographer are available on request. Our crew handles every detai seamlessly, from setting up shaded lounging areas to guiding you to the best snorkeling spots near each island. The experience is designed to feel effortless from the moment you step on deck.
Yes. Every Navy Blue multi-island cruise is flexible by design. We plan around your preferences and confirm the best route based on sea conditions. You can request longer stops, extra swim time, or a focus on specific islands. Your captain adjusts the itinerary throughout the day to match your group’s pace.
Before your cruise, our team reviews your wishes and suggests the route that fits best. On the water, your captain reads the conditions in real time. If the wind shifts or a cove is too crowded, the crew knows alternative bays and secret spots that most visitors never see. Families often ask for calm, shallow swim stops, while couples may prefer a longer pause at a scenic village. Groups celebrating birthdays or anniversaries can add custom touches like a champagne toast at sunset. This kind of flexibility is what sets a private luxury yacht cruise apart from a fixed ferry schedule.
From Milos, Navy Blue’s day cruise routes reach over a dozen Cyclades islands. Popular stops include Kimolos, Sifnos, Poliegos, Folegandros, Sikinos, Ios, Santorini, Paros, Naxos, Antiparos, Despotiko, Serifos, Kithnos, and Iraklia. Five curated routes group these islands by region so you cover the most ground in a single day.
Each route follows a regional path through the Aegean. The Western Cyclades route passes Kimolos, Sifnos, Serifos, and Kithnos, where you find thermal shores and artisan villages. The Central route heads toward Poliegos and Folegandros, known for pristine waters and dramatic clifftop trails. Heading south, the route reaches Sikinos, Ios, and Santorini’s volcanic caldera. The Eastern route covers Paros, Naxos, and the quiet beauty of Iraklia. All routes are round-trip, starting and ending at your departure island. Your captain selects the best stops based on sea conditions and your interests, so no two cruises feel the same.
Explore More FAQs
Real guest experiences from our Multi-Island Trips around the Aegean
Ama Okafor
12 May, 2025
Absolutely perfect. Four islands in one day and every moment felt unhurried. The crew anticipated everything. Already planning our return.
Camila
18 August, 2025
Our honeymoon highlight. Champagne as we watched the sunset near Santorini. A private cove for just the two of us at Folegandros. The captain knew exactly when to give us space and when to share local stories. Romantic beyond words.
William J.
9 October, 2025
Navy Blue just delivered us the perfect island-hopping. Four islands, great food, and a crew that made everything easy. Amazing experience.
Pedro Fernandez
5 November, 2025
We visited Milos for a week and saved the multi-island cruise for our final day. It was the right decision. Everything we had seen from land became even more beautiful from the sea.
Rahman Linnea
27 June, 2025
We were a bit nervous about a multi-island cruise with two young children. Completely unnecessary worry. The crew made the kids feel like VIPs. A family memory we will never forget.
Kateryna N.
7 September, 2025
Booked for my 40th birthday. Eight of us on the yacht, visiting Kimolos, Poliegos, and ending with sunset drinks near Sifnos. The playlist was perfect, the food was incredible, and the crew made us feel like celebrities. My friends are still talking about it weeks later. If you are considering a group celebration, stop considering and just book.
Noura Diallo
14 March, 2025
The lunch alone was worth booking. Fresh, Greek, beautifully presented. Add the swimming, the views, the seamless service. Perfection.
Irena Pereira
22 June, 2025
We already think about our next visit. Three islands in one day with amazing food and a crew that made it all feel easy. Highlight of our summer!
Leila Costa
3 July, 2025
I have chartered yachts across the Mediterranean. Navy Blue's service matches anything I have experienced. Impeccable attention to detail.
Elif Youssef
21 April, 2025
I came to photograph Sarakiniko and the Cyclades. The captain positioned the yacht perfectly for golden hour. The light at Sikinos was extraordinary. For any photographer, this is the only way to capture the Greek Islands.
Nadia
30 July, 2025
Quiet luxury. No pretense. Just a beautiful yacht, exceptional crew, and the Aegean unfolding before you. Exactly as travel should be.
Zain Rangel
11 August, 2025
We visited 4 islands in just one day. Unbelievable! Thank you Navy Blue!!!
Ama Okafor
12 May, 2025
Absolutely perfect. Four islands in one day and every moment felt unhurried. The crew anticipated everything. Already planning our return.
Camila
18 August, 2025
Our honeymoon highlight. Champagne as we watched the sunset near Santorini. A private cove for just the two of us at Folegandros. The captain knew exactly when to give us space and when to share local stories. Romantic beyond words.
William J.
9 October, 2025
Navy Blue just delivered us the perfect island-hopping. Four islands, great food, and a crew that made everything easy. Amazing experience.
Pedro Fernandez
5 November, 2025
We visited Milos for a week and saved the multi-island cruise for our final day. It was the right decision. Everything we had seen from land became even more beautiful from the sea.
Rahman Linnea
27 June, 2025
We were a bit nervous about a multi-island cruise with two young children. Completely unnecessary worry. The crew made the kids feel like VIPs. A family memory we will never forget.
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