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Sailboat Charter Pilos & Sailing Yacht Rental

3 sailboats are available.

Explore sailboat charter options in Pilos from €245 per day. Charter options in Pilos include daily sailboat rentals for 8 to 8 guests, available as without skipper charter only charters.

1
SAILBOATS AVAILABLEChoose from 1 verified sailboats available in Pilos.
€245 / day
STARTING PRICESailboat charter prices in Pilos range from €245 to €350 per day, depending on size, rental type and the season.
INSTANT BOOKING
Pilos Sailboat 3 cabin 6 berths 8 guests 11.62 m Listing Number: #23439
Pilos Sailboat 3 cabin 6 berths 8 guests 11.62 m Listing Number: #23439 2
Pilos Sailboat 3 cabin 6 berths 8 guests 11.62 m Listing Number: #23439 3
Pilos Sailboat 3 cabin 6 berths 8 guests 11.62 m Listing Number: #23439 4
Pilos Sailboat 3 cabin 6 berths 8 guests 11.62 m Listing Number: #23439 5
  • Beneteau, Oceanis 393
  • 2001
  • Pilos 
New
Without skipper
  • 6 berths
  • 3 cabin
  • 11.6 m
  • 2 WC

Lowest245 € / night

Log in for extra savings.

Kalamata

Listings in the Pilos location have ended. Showing listings in Kalamata that match your search criteria.

INSTANT BOOKING
Kalamata Sailboat 4 cabin 10 berths 10 guests 13.8 m Listing Number: #19047
Kalamata Sailboat 4 cabin 10 berths 10 guests 13.8 m Listing Number: #19047 2
Kalamata Sailboat 4 cabin 10 berths 10 guests 13.8 m Listing Number: #19047 3
Kalamata Sailboat 4 cabin 10 berths 10 guests 13.8 m Listing Number: #19047 4
Kalamata Sailboat 4 cabin 10 berths 10 guests 13.8 m Listing Number: #19047 5
  • Jeanneau, Sun Odyssey 45.1
  • 1995
  • Kalamata (Pilos: 36 km away)
Without skipper
  • 10 berths
  • 4 cabin
  • 13.8 m
  • 2 WC

Lowest551 € / night

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INSTANT BOOKING
Kalamata Sailboat 4 cabin 8 berths 10 guests 13.42 m Listing Number: #28107
Kalamata Sailboat 4 cabin 8 berths 10 guests 13.42 m Listing Number: #28107 2
Kalamata Sailboat 4 cabin 8 berths 10 guests 13.42 m Listing Number: #28107 3
Kalamata Sailboat 4 cabin 8 berths 10 guests 13.42 m Listing Number: #28107 4
Kalamata Sailboat 4 cabin 8 berths 10 guests 13.42 m Listing Number: #28107 5
  • Elan, Impression 43
  • 2024
  • Kalamata (Pilos: 36.4 km away)
New
Without skipper
  • 8 berths
  • 4 cabin
  • 13.4 m
  • 2 WC

Lowest367 € / night

Log in for extra savings.

Popular sailboat brands in Pilos

Explore popular sailboat brands and models available for charter in Pilos.

1 sailboatLowest 245 € / night

Beneteau

Popular models: Oceanis 393

Why choose viravira.co for sailboat charter in Pilos?

Trusted by thousands of travelers booking boat rentals every year.

Recommended yachts for charter in Pilos

A selection of yachts in Pilos chosen for their equipment, layout and charter readiness.
How is this calculated?
Yachts selected by our recommendation algorithm based on equipment, capacity and listing quality.

Choose your sailboat charter option in Pilos

Compare the available sailboat charter options in Pilos based on your experience and travel style.

Bareboat yacht charter in Pilos

Bareboat Charter Most popular

Operate the boat yourself for maximum independence. A valid boating licence may be required depending on local rules.

Sailboat charter options by trip length in Pilos

Explore sailboat rental options in Pilos by trip length, including multi-day charter and weekly charter.

Multi-day sailboat rentals in Pilos
from €245 / night

Multi-Day Charter

Multi-day trips with sailboats in Pilos for 2–3 day routes, overnight stays and multiple stops.

Weekly sailboat rentals in Pilos
from €245 / night

Weekly Charter

Week-long trips with sailboats in Pilos for longer routes and multiple stops.

Nearby sailboat charter locations

Explore easily accessible sailboat charter destinations near Pilos.
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What a sailboat charter in Pilos is like

A sailboat charter in Pilos, also widely written as Pylos, combines an active monohull sailing experience with the contrasting waters of Navarino Bay and the open Ionian coast. The town rises above a broad natural harbor that is substantially sheltered by long Sphacteria Island. Inside the bay, passages between Pylos, the smaller islets and Sphacteria are generally short and visually straightforward; beyond the island, wind and swell have a greater influence on the day. Charter sailboats place sailing itself at the center of the trip: they heel naturally, respond directly to the wind and typically provide a cockpit with compact cabins, a galley and a saloon below deck. Days can balance sailing with swimming, historical stops and time ashore in the walkable waterfront town.

Routes around Navarino Bay and the Messenian coast

A useful introduction to the area is a circuit from Pylos or Gialova through Navarino Bay. It can include Tsichli Baba, Sphacteria and Chelonisi, whose memorials recall the Battle of Navarino, followed by a swimming stop near Golden Beach. This route keeps sailing distances manageable while combining the bay’s maritime history with time at anchor and ashore. Longer day trips can continue around Sphacteria toward Voidokilia and Proti Island, where the passage becomes more exposed to the Ionian Sea. For a broader coastal cruise, Methoni, Sapienza and Finikounda form a southward itinerary along southwestern Messenia. Gialova Lagoon, Voidokilia and Sphacteria belong to a protected habitat complex, so crews should avoid disturbing wildlife, dunes and nesting areas.

When to sail in Pilos

The principal recreational sailing season extends from late spring into early autumn. May, June and September generally provide the most balanced combination of settled weather and comfortable temperatures. July and August are hot and dry, making swimming a natural part of the day, while April and October can work for flexible travelers prepared for cooler water or less consistent conditions. Activity is much more limited from November through March, when weather is wetter, windier and more variable. During late spring and summer, mornings are often lighter before westerly or northwesterly breezes develop in the afternoon. Sphacteria moderates conditions within Navarino Bay, although local gusts and some swell remain possible. Routes toward Proti, Methoni or Sapienza require closer attention because conditions outside the bay can be materially rougher.

Choosing the right sailboat and charter format

Sailboats suit couples, families and groups of friends who value the sailing experience as much as the places visited. They work particularly well for coastal cruising, swimming stops and multi-day itineraries, but their living areas are generally more compact than those of catamarans of comparable length. Natural heel under sail can also take first-time guests some time to get used to. Bareboat charter is intended for travelers with appropriate competence, and documented experience or qualifications may be required. A skippered charter reduces operational responsibility while preserving the private-yacht format, though the skipper may need a dedicated berth, provisions and suitable onboard space. Compare cabin arrangements, cockpit size, storage, headroom and ease of handling rather than choosing on length alone. In Pilos, confirm current berthing, utilities and technical support locally, as Pylos Marina should not be assumed to offer the full services of a developed charter base. Current charts and local harbor guidance are also important around the bay and its approaches.

Sailboat options on viravira.co

Current availability on viravira.co for sailboat charter in Pilos is 1. The selection offers up to 3 and accommodates up to 8, with eligible pricing beginning at 245 €. Checking the exact sleeping arrangement, skipper accommodation and included equipment is especially important when the available selection is focused. Travelers comparing sailboats with other vessel categories can review the wider yacht charter selection in Pilos. For additional departure points and regional choices, sailboat charters in Greece provide a broader comparison.

Generated with AI

What does a sailboat charter cost in Pilos?

This table summarizes average overnight sailboat charter prices in Pilos by brand, starting from €245 per night.
BRAND
AVERAGE PRICE
BOAT COUNT
Beneteau
AVERAGE PRICE
€277

/ night

BOAT COUNT
1

sailboat available

€245

€350

Prices vary by yacht type, size, season and charter type. Additional costs such as fuel, skipper fees and security deposit may apply.

Last updated at September 21, 2026

Frequently asked questions about sailboat charter in Pilos

Learn everything you need to know about sailboat rental in Pilos, including costs, yacht types, charter options and sailing requirements.

How much does sailboat charter cost in Pilos?

Sailboat charter in Pilos costs between €1,715 and €2,450 per week, with an average weekly price of around €1,715. Prices vary depending on the boat, season, duration and booking conditions. During July, the average weekly price is around €3,080.

What is the price difference between high and low season for sailboat charter in Pilos?

The average price of sailboat charter in Pilos is around €3,045 per week during high season, compared with €2,016 per week during low season. This means high season prices are approximately 51% higher.

How many people can join a sailboat charter in Pilos?

Sailboats in Pilos are available for groups of 8 people. The number of people a boat can take depends on its size, layout and local regulations.

Can I charter sailboats without a skipper in Pilos?

Yes, Pilos has 1 sailboat available without a skipper. These boats can be booked by guests who meet the applicable licensing and experience requirements. Availability and requirements vary by boat, so check the listing conditions and message the listing owner before booking.

Do I need a licence to charter sailboats in Pilos?

Whether you need a licence depends on how you charter the boat. Bareboat charters generally require an appropriate sailing qualification and may also require proof of experience. If you do not meet the requirements, you can choose a skippered option instead. Check the applicable rules and message the listing owner before booking.

Which sailboat brands are most popular in Pilos?

The most popular sailboat brands in Pilos include Beneteau. Popular models vary by location, boat size and age.

More sailboat charter locations in Pilos