THE TOP 20 Cyclades Islands Sightseeing Cruises (UPDATED 2026)

Experience a delightful 2.5 hours sunset sea tour as you discover the attractions of the hidden northern areas of Paros. Take a dip in the stunning turquoise waters, which are primarily reachable by boat or lesser-known sea paths. You’ll usually find up to two specific spots (Analipsi - Turkou Ammos) where you can choose to dive or leap from your boat, swim to a nearby beach, snorkel, or simply relax on board, basking in the sun and enjoying the gentle breeze.Enjoy a selection of locally grown organic seasonal fruits and cheeses while on board, and savor our renowned Paros wines, along with complimentary water and soft drinks.Thanos, our skilled captain hailing from Naoussa Paros, is CPR certified and boasts more than 30 years of experience sailing the Aegean Sea and guiding passengers. Alongside his wife Marianna, who shares his enthusiasm, dedicated to ensuring you have a truly unique experience.Captain is free to change the sea tour without any obligation, according weather conditio

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Sea Sunset Tour in the Bay of Naousa - Paros

2 hours 30 minutesFree Cancellation

5.0

(23)

from $90

Likely to Sell Out

Half Day Cruise Explore Paros Antiparos and Despotiko

ARGO is a family-owned local business offering the only half-day sea tour in Paros that combines visiting four beautiful locations, with plenty of time to swim and enjoy each stop: •Blue Lagoon (Panteronisi) •Antiparos Sea Caves •Epitafios Cliffs/caves •Despotico Island Our traditional wooden fishing boat (18m x 6m) was fully renovated in 2024. Although licensed for 75 passengers, we welcome a maximum of 55 guests to ensure a comfortable experience. Morning Sea Tour 10:00 AM - 2:45 PM(departing from Aliki) Enjoy four swimming stops (30-60 minutes each) at stunning locations. Included: •Traditional Greek light meal at Despotico (vegetarian options available upon request) •Fresh seasonal fruits at Blue Lagoon •Throughout the trip you have access to drinks (wine,beer and soft drinks) without any additional charge! •Snorkelling equipment, pool noodles and life jackets Experience the highlights of Paros and Antiparos aboard a traditional Greek boat with warm local hospitality.

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Half Day Cruise Explore Paros Antiparos and Despotiko

4 hours 45 minutesFree Cancellation

5.0

(179)

from $88

Discover a side of Santorini that few other visitors get to experience—and make exploring beyond the mainland easy—on this half-day tour. Look forward to visiting Santorini's unique volcanic landscapes, and head to two islets accessible only by boat. Sail to Nea Kameni to hike up to the crater of the active volcano (entry tickets own expense), and to Palea Kameni, where you can soak in natural hot springs.

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Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

3 hoursFree Cancellation

4.2

(1,288)

from $35

Likely to Sell Out

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

9 to 10 hoursFree Cancellation

4.8

(362)

from $147

Experience the volcanic beauty of the Aegean without having to line up for selfies on land during a catamaran cruise. Stop to bask on Santorini’s red- and white-sand beaches, snorkel, and soak in volcanic hot springs. Choose to sail in the morning or at sunset when the scenery is washed in golden sun. With included hotel transport plus a fresh Greek barbecue and soft drinks, beer, and local wine served onboard, it's a decadent way to enjoy the island’s famous sights.

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Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

5 hoursFree Cancellation

4.8

(1,291)

from $129

Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

5 hoursFree Cancellation

4.6

(627)

from $93

Admire a perspective of Santorini’s beaches, hot springs, and caldera that many visitors miss on this luxury or group catamaran cruise. Enjoy a stop to bathe in the warm springs of Palea Kameni, and snorkel or sightsee at the island's Red Beach. While aboard, sip local white wine and beer, and enjoy a delicious Greek meal prepared onboard. Finally, admire picture-perfect sunset views before the tour ends (if option selected).

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Santorini Catamaran Cruise with Swim-Stops, Greek Meal and Sunset

5 hoursFree Cancellation

4.8

(1,707)

from $176

Catamaran Half Day Morning Cruise: Kleftiko

6 hoursFree Cancellation

4.8

(209)

from $182

Likely to Sell Out

Morning and Sunset Cruise with Meals and Drinks Included

5 hoursFree Cancellation

4.9

(91)

from $141

Morning and Sunset Cruise with Meal and Transport Included

Take a break from the resort crowds and get offshore for a while on this chilled-out sailing excursion around Mykonos. Choose a trip to the beaches on the south coast of this idyllic island or head west to the Delos, an important island in Greek antiquity with plenty of ruins to explore. Either way, whether you’re swimming, snorkeling or discovering sites from Greek mythology, what you do is entirely up to you – there are no rigid schedules on this cruise.

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Morning and Sunset Cruise with Meal and Transport Included

5 hoursFree Cancellation

5.0

(7)

from $117

Price varies by group size

Milos Half-day Tour to Kleftiko

4 hoursFree Cancellation

4.7

(99)

from $59

Santorini: Caldera Classic Semi-Private Cruise with BBQ & Drinks

Escape the summer heat and crowds on Santorini and explore the coastline and nearby islands with this small-group catamaran day cruise. Set sail from Vlychada Marina and skirt Red Beach before stopping to take a dip at Mesa Pigadia Beach. Continue on to Palea Kameni and Nea Kameni, where you’ll have time to swim, snorkel, and relax with a barbecue lunch on board before the return to port.

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Santorini: Caldera Classic Semi-Private Cruise with BBQ & Drinks

5 hoursFree Cancellation

4.9

(79)

from $111

ALL-INCLUSIVE: Santorini Caldera Cruise with Greek Meal & Drinks

Connoisseurs believe Santorini’s old port, Amoudi Bay, nestled below the cliffs of Oia, boasts the island’s finest sunsets. This cruise, with a generous sit-down Greek dinner plus white wine or beer, is limited to just 20 guests, ensuring you enjoy it in style. After stops for swimming and snorkeling at Red Beach, Palea Kameni island, and either White Beach or Mesa Pigadia Beach, soak up the sunset before transferring home.

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ALL-INCLUSIVE: Santorini Caldera Cruise with Greek Meal & Drinks

5 hoursFree Cancellation

5.0

(62)

from $176

Santorini Oia: Small Group Sunset Cruise with BBQ Fish & Drinks

Santorini’s most dramatic beaches and volcanic coves are best reached by boat. This half-day catamaran cruise from Oia lets you explore the island’s coastline from the water, with stops for swimming and snorkeling along the way. Sail past scenic islands and beaches before settling in for a sunset meal—a BBQ dinner onboard, paired with local wine—as the caldera glows at dusk. Hotel pickup is included for added convenience.

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Santorini Oia: Small Group Sunset Cruise with BBQ Fish & Drinks

6 hoursFree Cancellation

5.0

(109)

from $170

Likely to Sell Out

Santorini Caldera Sunset Traditional Cruise with Meal and Drinks

Santorini’s most striking beaches and volcanic sites are best reached by boat—but planning separate trips to each spot can be time-consuming. This sailing cruise connects the island’s highlights in one relaxed day on the water. Visit dramatic shores such as Red Beach and White Beach, swim near the volcanic hot springs around Nea Kameni, and stop by Thirassia. Between swims, enjoy a traditional Greek meal served onboard as you cruise the Aegean.

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Santorini Caldera Sunset Traditional Cruise with Meal and Drinks

5 hoursFree Cancellation

4.8

(226)

from $117

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

6 hoursFree Cancellation

4.5

(227)

from $94

Get ready for an incredible Santorini Sunset Catamaran Cruise! Our adventure kicks off from the charming port of Vlychada , where we'll sail through the Aegean Sea. Along the way, we'll feast our eyes on famous spots like the Red Beach, White Beach, Indian Rocks, and the historic Venetian Akrotiri Lighthouse. Red Beach, or Mesa Pigadia Beach, is our first swim stop, where you can dive into the crystal-clear waters for a swim and snorkelling fun. Then, get ready for the highlight of the trip as we enter the breath-taking Caldera. We'll pause at the famous Hot Springs for a rejuvenating sulfur-rich water swim, followed by a visit to the nearby island of Theresia for more exploration and relaxation. Here you will treat your taste buds to a delicious Greek meal & Drinks while soaking up the panoramic views. As we sail back to Vlychada, unwind and soak in the magic of the most beautiful sunset, completing your Sunset Cruise with a serene and unforgettable experience in the Aegean sea.

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Luxury Santorini Sunset Cruise: Dinner, BBQ, Open Bar, Transfers

5 hoursFree Cancellation

5.0

(296)

from $141

Likely to Sell Out

Private Caldera Cruise with Power Catamaran ENJOY incl. Meal & Drinks

Take a private catamaran from Ammoudi Bay to Santorini's hot spots. This flexible tour sails across the caldera with dazzling views of cliffs and beaches. The shortest cruise includes appetizers, a welcome drink, and an open bar featuring Santorini wine, Greek beer, Ouzo, and soft drinks: longer cruises add a barbecue main course. Choose the duration that works for your group—and pick between sunshine and sunset options.

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Private Caldera Cruise with Power Catamaran ENJOY incl. Meal & Drinks

3 to 5 hoursFree Cancellation

4.9

(84)

from $510

Price varies by group size

Experience the enchantment of a Sunset Catamaran Sailing Cruise, surrounded by the breath-taking views of Santorini! Departing from the charming port of Vlychada, we'll set sail through the picturesque Aegean Sea. Our first swim stop, the renowned Red Beach, offering the chance for a refreshing swim & snorkelling in the crystal-clear waters of the Aegean. We then cruise by iconic landmarks such as the White Beach, Indian Rocks, and the historic Venetian Akrotiri Lighthouse. The highlight of our journey awaits as we enter the incredible volcanic Caldera, where we'll pause for a revitalizing dip at the famed Hot Springs. We'll conclude our voyage with a visit to Mesa Pigadia Beach. Here, you can indulge in swimming and snorkeling in the crystal-clear waters before enjoying a delicious onboard buffet Greek dinner & BBQ. As we sail back to Vlychada Port with our Luxury Catamaran, prepare for the most breathtaking sunset in the world. To end the perfect catamaran experience in Santorini.

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Santorini Sunset Sailing Cruise: Dinner, BBQ, Open Bar, Transfers

5 hoursFree Cancellation

5.0

(312)

from $129

Special Offer

Sunfos Sailing Yachts at the archaeological site of Delos Island

Set sail on an adventure that combines history and relaxation. Cruise from Mykonos to Rhenia, admiring the sea views along the way, then explore the ancient ruins of the Archaeological Site of Delos on a guided tour. Take the opportunity to swim or snorkel in Rhenia’s turquoise waters. Everything you need is included: a freshly prepared Greek lunch, beverages, snorkeling gear, and floatation devices.

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Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks

5 to 6 hoursFree Cancellation

Likely to Sell Out

Santorini: Standard Small-Group Catamaran Volcano, BBQ & Drinks

Santorini is famed for its stunning scenery, but some of the most majestic locations can only be seen from the water. Take in the island’s most famous sights on this all-inclusive catamaran cruise. Cruise past the historic lighthouse, soak in the mineral-rich, volcanic-fed hot springs, and swim or snorkel in tranquil Mega Pigadia Beach. Plus, enjoy a freshly prepared lunch spread and local wine, included in the tour.

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Santorini: Standard Small-Group Catamaran Volcano, BBQ & Drinks

4 to 6 hoursFree Cancellation

4.7

(104)

from $100

From Mykonos: Small Group Delos and Rhenia Catamaran Tour

Discover the magic of the Aegean on a luxury small-group catamaran cruise from Mykonos. With only 10 guests onboard, this exclusive experience blends comfort, culture, and coastal beauty. Sail past Delos Island, glimpsing its ancient ruins from the sea, then anchor at Rhenia Island, a hidden paradise of turquoise waters and golden sand. Swim, snorkel, or unwind on deck as your crew serves a fresh Mediterranean meal with local wine, beer, and soft drinks. Watch the sun melt into the Cyclades horizon, a moment you’ll want to capture forever. If the wind rises, the route adjusts to Mykonos’ sheltered southern beaches, ensuring a smooth, scenic cruise every time. ***WHY CHOOSE US? ✔️ Limited to 10 guests – enjoy space, privacy, and personalized service. ✔️ Two islands in one trip – explore historic Delos and serene Rhenia. ✔️ Mediterranean dining onboard – savor fresh flavors with local wine and drinks. Book now — this exclusive Mykonos catamaran experience fills up fast!

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From Mykonos: Small Group Delos and Rhenia Catamaran Tour

5 hoursFree Cancellation

4.9

(21)

from $170

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our day cruise sets sail from the port of Vlychada, sailing through the Aegean Sea with a first glimpse of the striking Red Beach, setting the stage for our first swim stop & snorkelling in crystal-clear waters. As we navigate past the White Beach, the Indian Rocks and the iconic Venetian Lighthouse, our sailing trip unfolds. The highlight of our journey awaits as we enter the amazing Caldera, leading us to a stop at the renowned Hot Springs of the volcano for a rejuvenating swim. We conclude our adventure with a stop at Mesa Pigadia Beach in the island's southern reaches, where you can enjoy a delightful break for swimming and a traditional Greek lunch with drinks on the Catamaran. We then set sail back to Vlychada, offering you the perfect opportunity to capture the breath-taking beauty of the Caldera, concluding your sailing journey with the best views of Santorini.

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Santorini Catamaran Cruise: with Lunch, BBQ, Open Bar, Transfers

5 hoursFree Cancellation

4.9

(283)

from $141

Santorini Oia: Luxury Day Cruise with Fresh Fish BBQ & Drinks

4 hoursFree Cancellation

4.9

(38)

from $141

Top Cyclades Islands Sightseeing Cruises

100+ results

Top Attractions in Cyclades Islands

Delos (Dilos)

Santorini Volcano

Oia

Church of Panagia Paraportiani

Red Beach

Mykonos Town (Chora Mykonos)

Delos (Dilos)

Santorini Volcano

Oia

Church of Panagia Paraportiani

Red Beach

Mykonos Town (Chora Mykonos)

Delos (Dilos)

Santorini Volcano

Oia

Church of Panagia Paraportiani