Morning/Sunset Cruises from Chania to Ag. Theodoroi Island

Imagine setting sail from the charming town of Kolymvari near Chania, Crete, on a well-equipped sailing catamaran, heading out for 5 hours of sun, sea, and stunning views. For $169 per person, you’ll join a smaller group of up to 20 guests to explore the Ag. Theodoroi Islands, famed for their crystal-clear waters and unspoiled beauty. Whether you prefer a morning adventure or a sunset cruise, this experience promises a memorable taste of Crete’s maritime charm.

What we love most about this cruise is the chance to capture beautiful photos from the deck, with panoramic views of the islands and the open sea. Plus, the opportunity to swim in peaceful, inviting waters—snorkeling, paddle surfing, and fishing—are real highlights. The relaxed pace, with ample leisure time for sunbathing and enjoying the onboard meal, makes it ideal for families, couples, or anyone seeking a laid-back day on the water.

One thing to consider is that availability is highly requested, so booking through the app doesn’t guarantee a spot on your preferred date. The tour operator confirms bookings afterward, which means you might need to be flexible with dates. This is a popular choice, so planning ahead is recommended.

This cruise works best for travelers who want a relaxed, scenic experience, especially those who enjoy being on the water early or later in the day. It’s perfect for families with children, couples looking for a romantic daytime outing, or anyone keen on a comprehensive, enjoyable sailing adventure that combines sightseeing, swimming, and a good meal.

Key Points

Authentic Crete experience with a chance to explore Ag. Theodoroi Islands
Flexible options for morning or evening cruises to suit your schedule
Inclusive picnic-style meal featuring Greek salads, seafood, and local wines
Small group size (up to 20) ensures a personalized, relaxed atmosphere
Safety and comfort are prioritized, with life jackets and cabins available
Ideal for families and sun-seekers who appreciate scenic beauty and water activities

You can check availability for your dates here:

An Authentic Day on the Water in Crete

When we think about visiting Crete, we often picture ancient ruins, rugged landscapes, and vibrant local culture. But the island’s coastline and its islands provide an entirely different kind of experience—one that’s all about relaxation, scenic views, and enjoying the sea. This cruise captures that perfectly.

Starting from Kolymvari, the sailboat is a modern, comfortable vessel that can hold up to 20 guests. The crew—though unnamed—are attentive and make safety a priority, providing life jackets and clear safety instructions. The boat itself is equipped for a smooth journey, with shaded areas and cozy cabins for naps if you need a short rest from the sun.

Planning evening activities? Here are other after-dark options we've examined in Greece

The Itinerary in Detail

Morning Cruise (Supreme AM 09:30):
Your day begins with a warm welcome onboard. We loved the way the crew made everyone feel comfortable right away, offering coffee, tea, and soft drinks, along with some cheese pies and biscuits. The early departure means you’ll get a good chunk of time on the water before the midday heat. Around 10:40, the boat drops anchor in one of the bays of the Ag. Theodoroi Islands, a perfect spot for a swim.

During this stop, you can snorkel in the clear waters or try paddle surfing. The shallow, calm bays are excellent for kids and beginners alike. We heard from other travelers that the water is “crystal clear and inviting,” making it easy to see the colorful fish and rocks beneath.

Lunch on Board:
At noon, everyone gathers for a Greek-style meal, which includes a fresh green salad, pasta with shrimp saganaki and feta, and traditional mussels in turmeric sauce with ouzo. The menu also offers chicken, chicken nuggets, or pasta for children. The food is homemade, filling, and well-balanced. We appreciated the variety, especially the fruits and homemade sweets that follow.

Afternoon Leisure:
Post-lunch, you’re free to sunbathe, swim, or just relax. The crew encourages water activities like fishing or paddleboarding. The entire family can enjoy the laid-back atmosphere, with kids entertained by a games box full of fun options. Reviewers note that the whole family can swim and snorkel, making it a family-friendly choice.

Sunset Cruise (Supreme PM 15:30):
The evening cruise follows a similar schedule but with a focus on enjoying Crete’s spectacular sunset. The boat departs around 16:40 for another stop in the bay of Ag. Theodoroi Islands, where the scenery becomes especially captivating as the sky turns gold. Evening is a peaceful time to reflect on the day while sipping local wine or raki.

Dinner and Relaxation:
Dinner is served around 18:00, with the same menu, allowing you to indulge in more Greek flavors. The ambiance at sunset is magical, perfect for couples or those wanting a quieter, more contemplative experience.

Return to Port:
The boat leaves around 19:15, arriving back at Kolymvari just after 20:30. Travelers describe the return journey as tranquil, with the soft glow of the evening making the scenery even more memorable.

What Makes This Tour Special?

The real draw of this cruise is the balance between water activities, scenic beauty, and good food. Unlike typical boat trips, you’ll find that this experience emphasizes authenticity and comfort. The inclusion of a meal featuring local ingredients and fresh seafood is a standout, offering excellent value considering the price.

The small group size makes it possible to enjoy personalized attention and a relaxed atmosphere. Many reviewers mention how friendly and attentive the crew is, which enhances the experience. The opportunity to take stunning photos from the deck, combined with the chance to swim in quiet bays, makes this a memorable outing.

On top of that, the timing flexibility with options for morning or evening cruises allows travelers to tailor the experience to their plans. The early start suits those eager to beat the midday heat, while the sunset cruise offers a romantic way to end a day on Crete.

Potential Drawbacks

The main consideration is that availability is limited, especially during peak season. Since the booking process involves confirmation from the operator, it’s best to plan and book well in advance. Also, as with any boat trip, those with mobility issues might want to confirm accessibility options, but the tour does mention that a wheelchair-accessible vehicle is available.

More Great Tours Nearby

Who Should Consider This Tour?

This cruise is ideal for families with children seeking a relaxed day on the water, as well as couples looking for a scenic, romantic outing. It’s also well-suited for travelers wanting a balanced experience of water activities, local cuisine, and beautiful scenery without the hassle of large groups or overly structured tours. If you enjoy authentic, laid-back experiences and want to see Crete from a different perspective, this cruise will satisfy.

While in Greece, here are other experiences we've covered

Final Thoughts

This sailing trip from Chania to Ag. Theodoroi Islands offers a wonderful blend of scenic beauty, water fun, and Greek hospitality. The small group setting, combined with good food and plenty of water-based activities, makes it a sound choice for those wanting a relaxed yet engaging day on the sea.

Whether you’re an early riser eager to start your day with a splash or a sunset lover looking to unwind with a glass of local wine, this cruise delivers. It’s a chance to truly enjoy Crete’s coastal splendor without feeling rushed or overwhelmed.

If authentic experiences, beautiful views, and family-friendly fun appeal to you, this cruise is definitely worth considering. Just remember to book early and be ready for a day filled with sunshine, sea, and smiles.

FAQ

What is the duration of the cruise?
The cruise lasts approximately 5 hours, with specific start times available for morning or late afternoon/evening departures.

How many people are on each boat?
The boat accommodates up to 20 guests, ensuring a more intimate and relaxed experience.

What meals are included?
A hearty onboard lunch includes Greek salads, seafood dishes, fruits, and sweets, with options for children. Beverages like water, coffee, tea, soft drinks, and local wine or beer are also included.

Does the tour operate in the morning and evening?
Yes, there are options for both a morning cruise around 09:30 and a sunset experience starting around 15:30.

Is transportation to the port provided?
Transportation can be arranged after reservation. The tour provider offers transfer options at additional cost, even for small groups or large parties.

Is the boat accessible for those with mobility difficulties?
Yes, the operator mentions a wheelchair-accessible vehicle for those with mobility issues.

What activities are available during the stop in the islands?
Swimmers can enjoy snorkeling, paddle surfing, fishing, or simply relaxing on the boat. Kids will find a games box to keep entertained.

Are safety measures taken onboard?
Absolutely. Life jackets and safety instructions are provided for all guests.

Do I need to book in advance?
Yes, due to high demand, it’s best to book early. Confirmations are provided after the operator processes your request.

This cruise offers a fantastic balance of scenic sailing, water activities, and delicious Greek cuisine, making it a top choice for travelers wanting to experience Crete’s coast from a comfortable and authentic perspective.