40 ft (12 m) · 10 guests
2007, Catamaran charting cruises Lavezzi 40 Halkidiki Sporades complex
Kassandra, Greece
From US$1,339 /day

18 boats available to charter in Kassandra, Greece — compare motor yachts, catamarans and sailing boats from verified operators.
Chartering in Kassandra means easy day sailing on Halkidiki’s pine-lined peninsula, with short hops between sandy coves, beach anchorages, and sheltered coastal waters. It is best suited to relaxed sailing yacht and catamaran itineraries along the western side of the peninsula.
Main departure points used for Kassandra-based trips include Paliouri beach, Pefkochori, Nea Skioni, and other practical pickup points on the Kassandra coast. From these starting points, a day trip can reach the coves and beaches of west Sithonia, plus coastal stops around the Kassandra shoreline.
The setting is a classic North Aegean holiday coast: long beaches, pine forests, and small seaside villages rather than crowded city marinas. For charterers, that usually translates into calm family-friendly routes, swimming stops, and short passages that keep most of the day close to shore.
Captained or bareboat. Book direct with verified operators.
40 ft (12 m) · 10 guests
Kassandra, Greece
From US$1,339 /day
45 ft (14 m) · 8 guests
Kassandra, Greece
From US$628 /day
55 ft (17 m) · 12 guests · 3 cabins
Kassandra, Greece
From US$2,335 /day
Live availability from verified operators; day rates converted to USD.
| Boat type | Available | From (per day) |
|---|---|---|
| Yacht | 9 | $590 |
| Sailing yacht | 6 | $257 |
| Catamaran | 3 | $794 |
Yacht charters in Kassandra commonly depart from coastal pickup points such as Paliouri beach, Pefkochori, Nea Skioni, and other practical boarding locations along the peninsula. These are the most useful bases for short local itineraries because they place you immediately on the water in southern Halkidiki.
Some charter listings in Halkidiki also reference nearby marina-style bases such as Miraggio Marina and other peninsula departure points, depending on the boat and itinerary. For Kassandra itself, the key advantage is proximity to the coast rather than a single large central port.
From Kassandra, a day trip can cover the west coast of Sithonia and the quieter coves and beaches that are harder to reach by road. Local charter operators also highlight sailing along the Kassandra coastline itself, with stops at sandy beaches and scenic anchorages.
Specific places mentioned for Kassandra-side cruising include Paliouri, the beach area of Sani, and Nea Poteidea, which sits at the northern end of the peninsula. These routes suit swimming, lunch at anchor, and short scenic legs rather than long offshore passages.
Because Kassandra sits on the west point of Halkidiki’s three-peninsula system, it is also a practical gateway for exploring nearby North Aegean waters without committing to a multi-day voyage. The common pattern is a coast-hugging itinerary with flexible turnaround points based on weather and charter duration.
The most reliable weather window for Kassandra yacht charter is generally late spring through early autumn, with June to August commonly described as the best months for warm, sunny sailing in Halkidiki. Summer gives the most consistent conditions for day trips and swimming stops.
May and September can also work well for quieter cruising, while high summer brings the warmest sea temperatures and the most dependable holiday atmosphere. For sailing yachts and catamarans, this is the main seasonal pattern used across Halkidiki charters.
In Greece, bareboat charter rules depend on the boat type and whether the vessel is small enough to be rented without a licence; many platforms in Halkidiki list both licence-required and skipper options. If you do not have the appropriate skipper’s licence or local equivalent, hiring a skipper is the straightforward option.
For Kassandra specifically, listings show a mix of with-skipper and without-licence availability in the wider peninsula market, especially for smaller boats, while sailing yachts and catamarans are more often arranged with a professional skipper if needed. The exact requirement depends on the particular vessel, not just the port.
The most practical airport for Kassandra is Thessaloniki Airport, which serves Halkidiki by road transfer. From Thessaloniki, the drive to the Kassandra peninsula is typically around 1 to 1.5 hours, depending on the exact departure point and summer traffic.
Once in Halkidiki, the final transfer is usually straightforward because many charter pickup points sit close to resort areas such as Pefkochori, Paliouri, and Nea Skioni. That makes Kassandra one of the easier Greek peninsula bases for a same-day arrival and boarding.
Boat rental in Kassandra starts from around $628 per day.
The grounded boat categories for Kassandra are sailing yachts and catamarans. That fits the peninsula’s short coastal passages and beach-stop itineraries.
Typical day-trip cruising from Kassandra reaches the west coast of Sithonia and local Halkidiki anchorages. Routes also commonly include coastal stops near Paliouri, Sani, and Nea Poteidea.
June, July, and August are the strongest months for warm, sunny sailing in Halkidiki. May and September are often the quieter shoulder-season options.
Some smaller boats in Halkidiki are available with or without a licence, while other charters require a qualified skipper. In Greece, the rule depends on the vessel, so the exact requirement must match the boat you choose.
Yes. The area is well suited to family and mixed-group day sailing because the routes are short, coastal, and centered on swimming stops rather than long passages.
Boat types
From RIBs and motorboats to catamarans and crewed superyachts.
YachtLuxury cruising with full crew
8–16 guests ·
from $480/day
CatamaranStable, spacious, perfect for groups
10–12 guests ·
from $280/day
SailboatWind, sails and slow island hopping
6–10 guests ·
from $130/day
MotorboatFast day cruises without the captain
4–10 guests ·
from $90/day
Nearby ports
Compare departure points and fleets across the coast.
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