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Hand-checked sailing charter deals, every Monday

Bareboat and catamaran discounts from the big operators and small local fleets, with real prices and the booking deadline. One free email a week, plus our charter cost checklist when you join.

12 offers checked by hand in issue #3 (2 Nov 2026) · See this week's deals

Photo by Mohamed Masaau on Unsplash

This week's best deals

From issue #3, checked 2 Nov 2026. Prices per boat for one week, as each operator publishes them; extras may apply.

All 12 offers in issue #3 →
Three sailboats on open water on a sunny day 25% off

Croatia · Istria

Bavaria Cruiser 40 S "Allegro" · 3 cabins

20–27 Mar 2027 from Pula

Was 880 € now 660 € / week

Fixed weeks in March & October 2027

How to book: Pick 20.03–27.03.2027 under Prices and availability.

Pitter Yachtcharter See the deal →

Source: operator page, checked 2 Nov 2026 · Details · Normal prices

Photo by Karla Car on Unsplash

A sailboat at anchor in a calm bay with hills behind 10% early booking

Greece · Corfu

Moorings 41.3 · 3 cabins

From 3 Apr 2027, 7 nights

Was $2,596 now $2,249 / week

UK offices: book by 23 Nov

How to book: Search Corfu, April 2027, 7 nights. UK offices: book by 23 Nov.

The Moorings See the deal →

Source: operator page, checked 2 Nov 2026 · Details · Normal prices

Photo by Ivan F on Unsplash

A sailboat anchored off a palm-lined shore Named-boat special

BVI

Jeanneau 440 "Tamelli" · 4 cabins

11–18 Nov 2026

Was $4,300 now $3,010 / week

Fixed week, departs 11 Nov

How to book: Press Enquire now under Tamelli and ask for 11–18 Nov.

BVI Yacht Charters See the deal →

Source: operator page, checked 2 Nov 2026 · Details · Normal prices

Photo by Shelby Cohron on Unsplash

Or browse more boats on Click&Boat ↗ (affiliate link, disclosure)

Where to sail next

Typical weekly prices, seasons and licence rules for 11 sailing areas.

Compare all destinations →
Sailing yachts at anchor after sunset off the Bitter End Yacht Club, Virgin Gorda, British Virgin Islands British Virgin Islands
Caribbean

Short hops, steady trade winds and mooring balls in almost every anchorage. The BVI is the classic first bareboat trip.

Grand Case Bay, Saint Martin (French side) Caribbean (St. Martin & the Grenadines)
Caribbean

For trips beyond the BVI: St. Martin is the jumping-off point for Anguilla and St. Barth, and the Grenadines go south from St. Vincent to the Tobago Cays.

Sailing boat at dawn in the Pakleni Islands, off Hvar Croatia
Mediterranean

Europe's busiest charter coast: Split, Hvar, Brač and Vis are short day sails apart, and Saturday turnovers fill the marinas in summer.

Sailing yachts at the Kleftiko sea caves, Milos Greece
Mediterranean

Four very different sailing areas: the sheltered Ionian, the windy Cyclades, the Saronic Gulf right next to Athens, and the remote Dodecanese.

Sailboats anchored off the sandbars at Warderick Wells, Exuma Cays Land and Sea Park Bahamas (Exumas)
Caribbean & Atlantic

Shallow, very clear water and long cays, sailed out of Nassau. It suits catamarans especially well.

Sailboats at anchor in Red Hook Bay, St. Thomas US Virgin Islands (St. Thomas)
Caribbean

A US territory next door to the BVI, which makes it the simplest Caribbean trip for US travellers. Charters start from St. Thomas.

A sailing yacht and its tender at anchor in turquoise water off Porto Cervo, Costa Smeralda, Sardinia Italy (Sardinia)
Mediterranean

The La Maddalena archipelago and the Costa Smeralda. Yachtic says Italy is generally 10–20% more expensive than Croatia or Greece, mostly because of marina fees and VAT, and that Sardinia is one of its priciest areas.

Sailing yachts and catamarans at anchor in a bay off Phuket Thailand (Phuket)
Asia

Limestone islands, and flat water in the Andaman Sea in season. Expect mostly catamarans: on the day we checked, 36 of the 57 discounted boats Yochting tracks in Phuket were catamarans.

A sailboat at anchor in a turquoise cove below limestone cliffs, Mallorca Mallorca (Balearics)
Mediterranean

Spain's biggest charter island: most boats leave from Palma, 15 minutes from the airport, and a week can take in the Cabrera national park, the calas of the south-east and the cliffs of the Tramuntana coast. Summer sea breezes are reliable, but July and August are crowded and berths are expensive.

Positano at sunset Amalfi Coast & Bay of Naples
Mediterranean

Positano, Amalfi and Capri all sit within about 25 nautical miles of each other, so legs are short. The catches are heavy ferry traffic, a marine reserve where you can't anchor overnight, and small harbours where a booked berth matters more than the wind. It's one of Italy's most expensive charter areas.

Boats at anchor off The Bight, Providenciales, under sunrise clouds Turks & Caicos
Caribbean & Atlantic

Clear water over the shallow Caicos Bank, empty sand anchorages and steady trade winds. We'll be upfront: bareboat chartering here is thin. None of the big charter companies has a base here, and most visitors book a skippered or crewed catamaran out of Providenciales.

Free tool

Best time to sail: a month-by-month charter calendar

Pick a month to see where's good, or a destination to see its best months. Covers hurricane season, winds, crowds and prices for all 11 destinations, with sources.

Open the calendar →

Why Sailing Weekly

Real prices, cited

Every price range links to where it came from and shows the date we checked it. We never guess prices.

Destination guides

Best time to go (see the sailing calendar), typical weekly prices for monohulls and catamarans, the licence you need and the main charter bases.

Is it really a deal?

A "20% off" offer only means something next to the normal price. How to read a charter deal →

Past issues: #2 (26 Oct 2026) · #1 (21 Oct 2026) · #0 (20 Oct 2026) · All issues