Island Hopping: Santorini to Anafi

Introduction

Getting a chance to explore the Greek islands by boat is often considered a highlight of any trip to the Cyclades, and this private island-hopping tour from Santorini to Anafi offers just that—plus a dash of luxury. While I haven’t personally taken this specific cruise, reviews and detailed descriptions suggest it’s a trip packed with scenic views, authentic Greek flavors, and relaxed beach days.

What makes this experience particularly appealing are the personalized touches—like hotel pick-up, all-day snorkeling gear, and an open bar—making it feel less like a group tour and more like a bespoke adventure. However, it’s important to note that this is a full-day commitment, which might be a consideration if you’re looking for a shorter or more flexible outing.

This tour seems perfect for travelers craving a luxurious, relaxing escape that combines stunning island scenery with the chance to swim in crystal waters and savor Greek cuisine. Whether you’re celebrating a special occasion or simply want to see the less-trodden side of the Cyclades, this trip offers an authentic, memorable experience.

You can check if your dates are available here:

Good To Know

• Private, all-inclusive experience with hotel pick-up and drop-off
• Visits Anafi’s untouched beaches and scenic spots
• Scenic cruising with spectacular views of Santorini and surrounding islands
• Onboard Greek cuisine, including fresh seafood and local meze
• Open bar featuring wine, beer, soft drinks, and dessert wine at sunset
• Snorkeling gear and towels provided for water activities
• Flexible itinerary that includes photo stops, sightseeing, and beach time
• Approximate duration of 10 hours, ideal for a full-day adventure

The Experience in Detail

Booking and Starting Point

Booking is straightforward and flexible—you can reserve your spot with the option to pay later, which is handy if you’re still finalizing your plans. The tour departs from a choice of 27 pickup locations across Santorini, including popular spots like Fira, Oia, Kamari, and Imerovigli. This flexibility ensures you’ll likely find a convenient pick-up point close to your hotel or accommodation.

The pickup process is designed to be smooth, with a driver waiting just outside your hotel or at a nearby meeting point. This removes the hassle of organizing your own transport, allowing you to relax before the day’s adventures begin.

The Cruise Itinerary

The journey kicks off with a 30-minute transfer to Vlychada Marina, where safety briefings and introductions happen. From there, you board a luxury motor yacht or speedboat, setting sail towards Anafi. During the cruise, you’ll enjoy breathtaking views of Santorini’s caldera, volcanic islands, and the Aegean sea—photographers will find plenty of opportunities to capture that perfect shot.

The itinerary includes multiple stops, with approximately 8 hours of activities such as swimming, snorkeling, sightseeing, and relaxing on pristine beaches. The exact schedule includes a mix of cruising, beach breaks, and scenic sightseeing, with a sunset return giving you a magical end to the day.

More Great Thing To Do Nearby

Exploring Anafi

Anafi is the star of this trip—an island often overlooked by travelers, yet packed with natural beauty. Its untouched, golden beaches are perfect for swimming or just soaking up the sun away from crowds. One reviewer mentions that “Anafi’s beaches are unspoiled and secluded, the perfect place for a peaceful swim,” making it clear this is a quieter alternative to more popular islands.

Visitors can snorkel using the provided equipment, which is especially appreciated by those who love exploring underwater life. The clear waters reveal vibrant sea life and interesting rock formations, adding a layer of adventure to the relaxing beach time.

Onboard Dining and Drinks

The onboard menu is a highlight—a generous plate of cold “meze” featuring finger foods and fresh seafood offers a taste of Greek culinary traditions. Afterward, a refreshing fruit salad adds a sweet finish. The open bar is well-stocked with white wine, beer, soft drinks, and water, ensuring everyone stays refreshed.

A special touch is the glass of sparkling Moscato D’asti at sunset, which many reviews note creates a romantic and celebratory vibe. The food and drink offerings provide excellent value, especially considering they are included in the price—something not always guaranteed on other tours.

The Scenic Cruising Experience

Throughout the day, the boat offers panoramic views of the caldera, volcanic islands, and the Aegean horizon. You’ll love how the crew provides detailed maps and insights, enriching the visual experience with interesting stories and local tips. The combination of breathtaking scenery and expert guides helps elevate what could otherwise be a simple boat ride into a meaningful adventure.

Practical Details

• Duration: Approximately 10 hours, making it a full-day activity.
• Transportation: Hotel pick-up and drop-off included, with nearby meeting points if necessary.
• Group size: Private group, which means a more intimate experience.
• What’s included: Snorkeling gear, towels, onboard food and drinks, maps, and information.
• What’s not included: Fuel surcharge, tips, Wi-Fi, or additional transport on the islands, and on-island meals or cocktails.

What Travelers Say

Multiple reviews highlight the knowledgeable guides and crew, making the experience more engaging and comfortable. One guest praised the “friendly crew who shared insights about the islands,” which added an educational touch to the trip.

Others appreciated the quality of the food and drinks, noting that “the seafood platter was delicious” and the wine selection complemented the sunset perfectly. The secluded beaches of Anafi are often described as a peaceful retreat, with some guests remarking that it’s a hidden gem worth discovering.

Is It Worth It?

Given the inclusive nature—hotel transfers, food, drinks, snorkeling equipment—the price offers good value for a day of luxury and authentic exploration. The fact that you get to visit less crowded, pristine beaches and experience the natural beauty of Anafi makes this stand out among typical Caldera cruises.

Who Is This Tour Best For?

This experience is ideal for travelers who want a private, relaxed day on the water with plenty of opportunities for swimming, sunbathing, and enjoying Greek cuisine. It’s especially suitable for those seeking a more intimate and luxurious alternative to larger group excursions.

Couples celebrating a romantic getaway will love the sunset wine and scenic landscape, while families or friends will find the snorkeling and beach stops equally enjoyable. It’s also perfect for travelers who appreciate authentic, less-touristy destinations like Anafi, away from the crowds.

The Sum Up

This private island-hopping tour from Santorini to Anafi offers a well-rounded combination of scenic cruising, peaceful beaches, and authentic Greek dining. The attention to detail—hotel pick-up, snorkeling gear, and expert guides—ensures a seamless and enjoyable day on the water.

The experience’s highlight is undoubtedly Anafi itself, with its untouched beaches and tranquil atmosphere providing a refreshing escape from more popular tourist spots. The onboard food and wine elevate the trip into a feast for all senses, making it a truly indulgent way to explore the Cyclades.

Whether you’re after a romantic day, family fun, or simply a chance to unwind in Greece’s natural beauty, this tour provides excellent value and unforgettable memories.

FAQ

How long is the tour?
The tour lasts about 10 hours, giving plenty of time for cruising, swimming, sightseeing, and relaxing.

What is included in the tour?
The tour includes hotel pick-up and drop-off, snorkeling equipment, towels, a Greek menu with seafood and finger foods, an open bar with wine, beer, soft drinks, and a glass of Moscato D’asti at sunset, along with maps and information.

Can I bring my own drinks or food?
No, the onboard food and drinks are included in the price, and outside alcohol or food is generally not permitted.

Are there any additional costs?
Yes, fuel surcharge and tips are not included. Additional on-island transportation or meals are also extra.

What kind of boat will we be on?
The experience is on a private motor yacht or speedboat, providing comfortable and scenic cruising.

Is this tour suitable for children?
Most likely yes, especially since snorkeling equipment and towels are provided, but it’s best to confirm with the provider about age restrictions.

What should I bring?
Bring sun protection, swimwear, a hat, sunglasses, and possibly a waterproof camera. Towels are provided onboard.

Is the itinerary flexible?
The itinerary includes several stops for swimming and sightseeing, with some variations based on weather and group preferences.

What is the best time of year to do this tour?
While not explicitly stated, the best weather in Greece typically runs from late spring to early fall, ideal for swimming and outdoor activities.

In essence, this tour offers a luxurious, authentic way to discover some of Greece’s most beautiful islands, with the perfect blend of relaxation, scenery, and local flavor.

You can check if your dates are available here: