Dates & Prices
Start Date | End Date | Offers | Brochure Land Price | Quote |
---|---|---|---|---|
Tuesday, May 06, 2025 | Tuesday, May 13, 2025 | $2,203 | Get Our Price | Get Quote |
Saturday, May 10, 2025 | Saturday, May 17, 2025 | $1,619 | Get Our Price | Get Quote |
Tuesday, May 20, 2025 | Tuesday, May 27, 2025 | $1,526 | Get Our Price | Get Quote |
Saturday, May 24, 2025 | Saturday, May 31, 2025 | $2,018 | Get Our Price | Get Quote |
Tuesday, Jun 03, 2025 | Tuesday, Jun 10, 2025 | $2,068 | Get Our Price | Get Quote |
Saturday, Jun 07, 2025 | Saturday, Jun 14, 2025 | $2,203 | Get Our Price | Get Quote |
Tuesday, Jun 17, 2025 | Tuesday, Jun 24, 2025 | $2,128 | Get Our Price | Get Quote |
Saturday, Jun 21, 2025 | Saturday, Jun 28, 2025 | $2,273 | Get Our Price | Get Quote |
Tuesday, Jul 01, 2025 | Tuesday, Jul 08, 2025 | $2,243 | Get Our Price | Get Quote |
Saturday, Jul 05, 2025 | Saturday, Jul 12, 2025 | $2,043 | Get Our Price | Get Quote |
Tuesday, Jul 15, 2025 | Tuesday, Jul 22, 2025 | $2,043 | Get Our Price | Get Quote |
Saturday, Jul 19, 2025 | Saturday, Jul 26, 2025 | $2,043 | Get Our Price | Get Quote |
Tuesday, Jul 29, 2025 | Tuesday, Aug 05, 2025 | $2,033 | Get Our Price | Get Quote |
Saturday, Aug 02, 2025 | Saturday, Aug 09, 2025 | $2,033 | Get Our Price | Get Quote |
Tuesday, Aug 12, 2025 | Tuesday, Aug 19, 2025 | $2,113 | Get Our Price | Get Quote |
Saturday, Aug 16, 2025 | Saturday, Aug 23, 2025 | $2,118 | Get Our Price | Get Quote |
Tuesday, Aug 26, 2025 | Tuesday, Sep 02, 2025 | $2,113 | Get Our Price | Get Quote |
Saturday, Aug 30, 2025 | Saturday, Sep 06, 2025 | $2,153 | Get Our Price | Get Quote |
Tuesday, Sep 09, 2025 | Tuesday, Sep 16, 2025 | $2,368 | Get Our Price | Get Quote |
Saturday, Sep 13, 2025 | Saturday, Sep 20, 2025 | $2,198 | Get Our Price | Get Quote |
Tuesday, Sep 23, 2025 | Tuesday, Sep 30, 2025 | $2,253 | Get Our Price | Get Quote |
Saturday, Sep 27, 2025 | Saturday, Oct 04, 2025 | $2,113 | Get Our Price | Get Quote |
Tuesday, Oct 07, 2025 | Tuesday, Oct 14, 2025 | $2,093 | Get Our Price | Get Quote |
Tuesday, May 05, 2026 | Tuesday, May 12, 2026 | $2,008 | Get Our Price | Get Quote |
Saturday, May 09, 2026 | Saturday, May 16, 2026 | $2,008 | Get Our Price | Get Quote |
Tuesday, May 19, 2026 | Tuesday, May 26, 2026 | $2,008 | Get Our Price | Get Quote |
Saturday, May 23, 2026 | Saturday, May 30, 2026 | $2,008 | Get Our Price | Get Quote |
Tuesday, Jun 02, 2026 | Tuesday, Jun 09, 2026 | $2,008 | Get Our Price | Get Quote |
Saturday, Jun 06, 2026 | Saturday, Jun 13, 2026 | $2,008 | Get Our Price | Get Quote |
Tuesday, Jun 16, 2026 | Tuesday, Jun 23, 2026 | $2,008 | Get Our Price | Get Quote |
Saturday, Jun 20, 2026 | Saturday, Jun 27, 2026 | $2,083 | Get Our Price | Get Quote |
Tuesday, Jun 30, 2026 | Tuesday, Jul 07, 2026 | $2,083 | Get Our Price | Get Quote |
Saturday, Jul 04, 2026 | Saturday, Jul 11, 2026 | $2,083 | Get Our Price | Get Quote |
Tuesday, Jul 14, 2026 | Tuesday, Jul 21, 2026 | $2,083 | Get Our Price | Get Quote |
Saturday, Jul 18, 2026 | Saturday, Jul 25, 2026 | $2,083 | Get Our Price | Get Quote |
Tuesday, Jul 28, 2026 | Tuesday, Aug 04, 2026 | $2,083 | Get Our Price | Get Quote |
Saturday, Aug 01, 2026 | Saturday, Aug 08, 2026 | $2,083 | Get Our Price | Get Quote |
Tuesday, Aug 11, 2026 | Tuesday, Aug 18, 2026 | $2,083 | Get Our Price | Get Quote |
Saturday, Aug 15, 2026 | Saturday, Aug 22, 2026 | $2,158 | Get Our Price | Get Quote |
Tuesday, Aug 25, 2026 | Tuesday, Sep 01, 2026 | $2,158 | Get Our Price | Get Quote |
Saturday, Aug 29, 2026 | Saturday, Sep 05, 2026 | $2,158 | Get Our Price | Get Quote |
Tuesday, Sep 08, 2026 | Tuesday, Sep 15, 2026 | $2,158 | Get Our Price | Get Quote |
Saturday, Sep 12, 2026 | Saturday, Sep 19, 2026 | $2,158 | Get Our Price | Get Quote |
Tuesday, Sep 22, 2026 | Tuesday, Sep 29, 2026 | $2,158 | Get Our Price | Get Quote |
Saturday, Sep 26, 2026 | Saturday, Oct 03, 2026 | $2,158 | Get Our Price | Get Quote |
Tuesday, Oct 06, 2026 | Tuesday, Oct 13, 2026 | $2,158 | Get Our Price | Get Quote |
All the Tour Operator Offers & More
Call or submit a quote for award-winning value and service!
You get way more for way less. Really!
- 4.9 stars on over 2500+ verified Reviews on Trustpilot; A+ BBB accredited rating since 2001
- Way Less Money - Low price guaranteed
- Way More Exclusives - All offers by tour operators + exclusive and extra offers
- Way Better Support - personalized service from dedicated travel consultant
- Flexible Booking Options
Book With Flexibility
- Peace of Mind
Avoid fees and frustration with cancellations up to 56 days before departure on select eligible trips and easy deposit transfer. - Change Destination / Vacation
Change to a different destination or vacation. - Change Dates
Choose new departure dates if your plans change. - Great Service
Award-winning service, low prices, client satisfaction
Move between the boat, the beach and inviting Greek villages on this relaxing eight-day sailing adventure between Mykonos and Santorini. Spend your days swimming in turquoise waters, lazing on white-sand beaches, sampling mouth-watering local cuisine and exploring coastal villages steeped in history, mythology and beauty. Visit the beautiful islands of Amorgos, Naxos, Small Cyclades and Ios, watch a host of spectacular sunsets and enjoy Greek hospitality before returning to the boat to be rocked gently to sleep at night.
-
Day 1
MykonosKalimera! Welcome to Greece. Your adventure begins with a welcome meeting at 4 pm at a restaurant (Cantina Mykonos). The first port of call is the local supermarket to buy supplies for your trip as a group. The starter pack will include provisions for some breakfasts, lunches and/or snacks. If you have any special dietary requirements, please make sure you notify us at the time of booking so we can accommodate your requests. Before or after the meeting, maybe head out to explore Mykonos or unwind on one of the island’s sandy beaches. Perhaps visit the Church of Panagia Paraportiani or browse the galleries, restaurants and boutiques. Tonight, why not grab your fellow travellers and wander down to Little Venice to enjoy a cocktail by the water at sunset.
-
Day 2
SyrosSail to the island of Syros, dropping by the Bay of Gaidharos along the way for a swim. Known for its relaxed atmosphere and neo-classical architecture, Syros’ neutral role during the Greek Revolution made it a safe haven for the persecuted. You can catch a bus up the hill to the fortress-like village of Ano Syros and explore the town’s stone archways and narrow alleyways (the views of the Aegean Sea are stunning from up here!). Maybe sample some authentic Greek food and soak up the culture in the capital Ermoupoli, the capital. Tonight, maybe immerse yourself in local island life with an optional group dinner at a neighbourhood family's home. Tuck into some homemade cuisine made with fresh, seasonal ingredients and enjoy the views from the seafront.
-
Day 3
NaxosMake your way across the glistening water to Naxos – home to beautiful beaches, fragrant olive groves and the villages of Hora, the capital of Naxos. As the largest Cycladic Island, Naxos also has one of the most colourful mythological histories. The Old Town areas of Hora are perfect for a stroll and some nightlife. Visit the impressive Venetian Kastro, where mansions, monuments and churches all retain their medieval spirit in the winding laneways. Stop by the old Roman Catholic Cathedral in the square, and the nearby Archaeological Museum which is housed in the former Jesuit School of Commerce. The massive Portara stands as the gateway to the unfinished Temple of Apollo on the islet of Palatia, just to the north of the marina. You can also head into the countryside to see local rural life, visit one of the oldest temples in Greece, then chill out in the hills with lunch at a family tavern. Get a taste of the local brew with a shot of Kitron (best described as a lemon liquor) and top it off with a wander along the beach.
-
Day 4
Small CycladesSail to the Small Cyclades, where only Koufonisia, Iraklia, Schinousa and Donousa have permanent residents. Here, you'll discover clear waters, great beaches, friendly locals and sleepy tavernas all built around the fishing villages. Over the next two days you can explore the towns, maybe sampling some fresh seafood in a waterfront taverna – the perfect way to take in the delights of the Mediterranean. Watch the sunset on the board or on the shores of the sea and get to know your fellow travellers as you sail.
-
Day 6
AmorgosVisit the rugged mountainous island of Amorgos is known for Luc Bresson's film 'The Big Blue.' Amorgos has a history of colonisation and occupation with evidence of a functioning society back as far as 4000 BC! At Katapola, the island's main port, you'll see classic Cycladic architecture with windmills and an old Venetian castle. Stroll the waterfront, explore the ancient Minoan settlement or visit the village of Hora (Amorgos town), which sits high on the rocky mountainside. Maybe drive up to the 11th-century monastery, Moni Hozoviotissis, which was built gripping the cliff face. Soak up the panoramic views across the Aegean Sea and find a good spot for sunset.
-
Day 7
IosContinue to Ios – this island has been inhabited since the early Cycladic times, proudly claiming to be the burial place of epic Greek poet Homer. Ios is home to many gorgeous beaches and is known for the preservation of its classic cube houses, which are packed around the laneways of Hora. A short walk from the harbour are Hora's shops, restaurants, nightclubs, bars and cafes. If you’re seeking a more authentic taste of the Old Town, explore during the day while the masses are beachside. The popular beaches of Gialos and Milopotas are also lively at night with a range of water sports on offer during the day. Valmas, Kolitzani and Tsamaria are all options if you're looking for something a little quieter. Sunset views can be enjoyed from the hill where Panagia Gremiotissa (the Church of the Virgin) sits. The distinctive single palm tree next to the church makes it an icon you can always see from throughout town.
-
Day 8
SantoriniWhen the ferry from Ios to Santorini is not running, you’ll sail from Ios to Santorini on Day 7 and spend the last night at anchor in Thirasia – a small island off Santorini.
OR Call Us For a Free Quote 1-800-935-2620
- Hop between paradise islands in the iconic Cyclades by yacht – is there any better way? Swim in the Aegean Sea off the side of the boat and let the waves rock you to sleep each night.
- Visit the chic waterfront bars that line the beaches of Mykonos, serving authentic Greek food and cocktails as the sun goes down. This is a great place to eat well and relax!
- Explore the 11th-century monastery of Moni Hozoviotissis, wedged between the dramatic cliffs of Amorgos.
- Watch the sunset from the coast or the deck every night and if you’re game, get up early for sunrise – where better to seize the day than on the sea?
- Head away from the tourist trail to the remote Small Cyclades islands, chock-full of tavernas serving fresh seafood and small villages to explore.
Style: Original
OR Call Us For a Free Quote 1-800-935-2620
OR Call Us For a Free Quote 1-800-935-2620
Questions & Answers Ask A Question
Question: How many suitcases can I take with me on my trip?
Question: Is Airfare Included in the Price?
Everything was wonderful but the Itinerary spelled out we would be staying in Refugio Domo Francis and Refugio Torre Central, but we ended up staying in the tents. We did not hear that until the night of the tour meeting. That is a mis-representation of the accommodations and cost. I understand why they might not have been available because those accommodations are limited, but you should put in the itinerary that the tour most likely stays in tents (with a photo). The itinerary also does not say that the dinner at the Camping Francis will be a box dinner sitting on the floor. The experience was wonderful but you should not promise a refugio if it is not available. The Camping at Francis was wonderful.
Intrepid is awesome. Our guide was superb. Everything went smoothly!
Our tour guide was wonderful. She was knowledgeable, fun, energetic, and made our week run very smoothly. The trip itself was fantastic! We saw a lot and the islands are absolutely beautiful. Great food, great new friends made on the tour, and would absolutely book with Intrepid again.
Intrepid tour is great company. Will use this company again.
The trip was both both educational and exciting. I very much enjoyed the sights and culture.
The itinerary was just as I expected! The guide was very good as were the accomodations
Intrepid did such a great job. I never had to worry about where I was supposed to be and it felt so good not to worry about a thing but just to enjoy myself. Our guide was extremely knowledgeable about culture and history.
Taiwan people very friendly. Accommodation were centrally located and easily accessible. Did extra activities then in brochure which was greatly.
Larus our tour guide did an excellent job and was very attentive to our needs. He is very knowledgeable and has a great sense of humor.
Our guide Tarang chandola was exceptional. Courteous, knowledgeable, organized, polite, professional and went above and beyond taking care of our needs and requests offen anticipating what that might be. He made sure we all had the best possible time and offered suggestions to meet the needs of everyone on the tour. This made the trip even more enjoyable.
Call Us 1-800-935-2620
How It Works
Vacationing has never been easier or cheaper with the help of a dedicated travel consultant from AffordableTours.com
1. Free Quote
Find your perfect trip on our website and simply request a free quote. Need to speak to a live person? Call us 7 days a week at 1-800-935-2620. No robots here!
2. Dedicated Travel Consultant
Your personal travel consultant will reach out and be your point of contact for your entire travel experience from start to finish. Did we mention you'll be working with an award winning team? Sweet!
3. Low Price Guaranteed
Because we're one of the largest sellers of travel, we're able to give you a discount on your vacation package. No one beats our prices!
4. Stress Free Travel
Knowing you got a great deal, all that's left is for you to pack your bags and enjoy your vacation!
I had a wonderful experience during the culinary journey in Morroco. I experienced the beauty of Morroco and its wonderfual and hospitable people. Our guide, Tariq Hammoudi, was a great guide and provided us with valuable information and advice along the way. The countryside and desert were absolutely stunning. The desert visit was the highlight of the trip for me. I took many photos which I shared with friends and family, and all of them expressed amazement and envy that I was actually vacationing in this wonderful country.