Dodecanese Catamaran Escape: Rhodes, Symi & Secret Greek Islands

Private charter: August 22–29, 2026  |  Seven nights onboard  |  Up to six guests

Begin with a suggested two-night stay inside Rhodes’ Medieval City, then step aboard a private catamaran for a week of colorful harbours, volcanic landscapes, quiet anchorages, taverna evenings and clear Aegean water. The route pairs celebrated islands such as Symi with low-key places where the pace still follows the sea.

Charter Price

USD 17,663 total for the private catamaran charter

That is approximately USD 2,944 per guest when shared by six travelers. The price is for the charter as a whole, not a per-person rate.

The recommended Rhodes hotel, flights, land transfers, travel insurance and personal expenses ashore are quoted separately. Price and availability remain subject to written confirmation before payment.

Why This Trip

• Island-hop through Rhodes, Symi, Nisyros, Tilos, Alimia and Halki.
• Swim, snorkel and paddle in bays away from mass tourism.
• Sleep onboard in intimate harbours and wild anchorages.
• Explore Rhodes’ Medieval City and Mandraki Harbour.
• Walk through Nisyros’ volcanic landscape.
• Discover Alimia’s Second World War bunkers, historic graffiti and underwater wreck.
• Pair relaxed onboard meals with optional taverna evenings and traditional meze.
• Experience Symi’s celebrated neoclassical harbour and the quieter islands beyond it.

Suggested Two-Night Rhodes Pre-Stay

Avalon Boutique Hotel Rhodes

Avalon is the best match for the intimate, cultured mood of the sailing journey. Set in a restored 14th-century mansion inside the Medieval City, its six suites and peaceful courtyard place the group close to the Palace of the Grand Master and the Street of the Knights.

Suggested dates: August 20–22, 2026
Requested rooming: four rooms, two for the couples and two for single occupancy
Status: recommended, subject to availability and quoted separately

Atmospheric alternatives are 10GR Hotel & Wine Bar and Kókkini Porta Rossa.

Day-by-Day Journey

August 20: Arrive in Rhodes

Transfer to the Medieval City and settle into the recommended boutique hotel. Ease into the journey with a courtyard drink and dinner in the Old Town. Hotel, transfer and dinner are not included in the charter price.

August 21: Rhodes at Your Own Pace

Explore the Palace of the Grand Master, the Street of the Knights and local museums, then continue to Mandraki Harbour or the beach. Finish with a relaxed taverna evening.

August 22: Charter Day 1, Embark in Mandraki

Enjoy a final Rhodes morning before embarking from 5:00 p.m. Meet Laurent, receive the captain’s briefing, settle into the yacht and review provisions. Spend the night onboard in Rhodes Marina, with time to explore or dine ashore.

August 23: Charter Day 2, Rhodes to St George Bay, Symi

After breakfast and a sea-safety briefing, sail approximately three hours to the dramatic cliffs and turquoise water of St George Bay. Swim, snorkel, visit the small beach and hidden chapel, then dine onboard beneath the stars.

August 24: Charter Day 3, Secret Bay and Symi Old Harbour

Begin with a morning swim and breakfast. Sail to a secluded bay with a monastery for hiking, snorkeling and lunch, then continue to Symi’s colorful neoclassical harbour. Explore its lanes and sponge-diving heritage before an optional taverna dinner.

August 25: Charter Day 4, Symi to Nisyros via Tilos

Leave Symi for a quiet northern Tilos hideaway, with time to swim, snorkel and have lunch onboard. Continue to Nisyros and wander Mandraki before dinner onboard or ashore. Wildlife may be seen but is never guaranteed.

August 26: Charter Day 5, Nisyros Volcano and Tilos

Explore Nisyros’ hydrothermal craters and the village of Nikia. Return to the yacht for the sail to Tilos and moor in Livadia. After dinner, an optional local shuttle may visit Mikro Chorio’s atmospheric seasonal bar.

August 27: Charter Day 6, Alimia and Halki

Sail to uninhabited Alimia for swimming, snorkeling and an exploration of its wartime history. After lunch, continue to Halki for a stroll through colorful Nimborio and a sunset taverna or onboard dinner.

August 28: Charter Day 7, Halki to Rhodes

Sail toward a secluded islet or hideaway for white-sand swimming and lunch onboard. Continue along Rhodes’ northern coast for a final swim and return to the marina. Celebrate with an optional farewell dinner and night out.

August 29: Charter Day 8, Disembark in Rhodes

Share a final breakfast, pack and disembark in Rhodes. Continue to the airport, a hotel or the next Greek-island extension according to the final travel plan.

What Is Included

• Seven nights of yacht accommodation and use of onboard facilities
• Food provisions for the duration of the cruise
• Onboard drinks, including wine, beer, soft drinks and juices
• Experienced skipper
• Fuel and normal yacht running expenses
• Port and mooring fees, transit log and charter taxes
• SUP and available recreational equipment
• Optional introductory navigation and sailing instruction
• Electricity and hot water
• Bed linen and towels
• Final yacht cleaning

What Is Not Included

• Two-night Rhodes hotel stay
• International or domestic flights
• Airport, hotel and other land transfers
• Travel insurance
• Meals, drinks and entertainment purchased ashore
• Vehicle rentals, local shuttles, admissions and optional excursions
• Gratuities and personal expenses
• Passport or visa expenses
• Any bank or currency-conversion charges actually imposed

Meet Laurent

Laurent Messarra brings an unusual blend of design, humanitarian service and outdoor adventure to the helm. Trained as an architect and fine artist, he also worked in photography, volunteered with UNICEF’s Education for Peace program and the Order of Malta, founded one of the Middle East’s early paragliding schools and pursued rafting and expedition travel. Sailing eventually brought those interests together. After earning his Yachtmaster qualification, he organized cruises around the world, joined transatlantic rallies and founded SailTogether.com.

Know Before You Go

• Pack in soft-sided luggage that can be stored easily onboard.
• Bring swimwear, a sun hat, reef-conscious sun protection, a light layer and non-marking deck-safe shoes.
• Share dietary, allergy, mobility and medical information through the secure traveler intake form.
• Swimming, snorkeling, paddling and shore visits are optional and subject to conditions and skipper approval.
• Comprehensive travel insurance is strongly recommended and quoted separately.
• Each traveler is responsible for valid travel documents and applicable entry requirements.
• The European emergency number is 112 and is free throughout Greece.

Important Sailing Note

The itinerary is planned, not guaranteed. Weather, sea conditions, port availability and the skipper’s judgment may change sailing times, anchorages or island stops. Some secluded bay names are intentionally omitted by the operator to protect sensitive locations. Marmaris is not part of the confirmed day-by-day route.

Request to Secure This Departure

This private departure is configured for six travelers in four cabins. Availability, the charter agreement, cancellation terms and payment instructions must be reconfirmed before funds are collected.