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Boat itinerary

Gallipoli from the sea: the perfect boat trip around the Pearl of the Ionian

📅 June 10, 2026⏱ 7 min read✍️ by 500 Boat Gallipoli
Gallipoli from the sea with the blue Fiat 500 Boat in front of the historic centre and Aragonese walls

There's Gallipoli as you see it from land — pretty, postcard-perfect. And then there's Gallipoli from the sea, which is something else entirely. It's the view the Greeks, Byzantines and Aragonese knew: the city unfolds in front of you like a theatre set, honey-coloured walls on glass water. Here's the perfect itinerary.

Why Gallipoli must be seen from the sea

The old town of Gallipoli is literally an island, connected to the mainland only by a 17th-century bridge. That means its "real face" — the wall of bastions, palaces dropping straight into the sea — can only be seen by sailing. From land you catch a glimpse; from the sea you see the whole thing.

Old town of Gallipoli with walls and pastel-coloured palaces
The old town of Gallipoli: its most scenic side faces the sea

Our boat tour itinerary

The 500 Boat tour lasts about 90 minutes and hits all the must-sees. Here it is step by step.

Stop 1 – Boarding at Capo Rais

We leave from Lungomare Marconi, at Marina Yachting Capo Rais. The dock is a 5-minute walk from the old town. Alternative departure: Molo del Canneto.

Stop 2 – Aragonese walls and the Castle

A few minutes in and you have the Aragonese Castle in front of you: squared mass of Lecce stone that changes colour with the sun. From here we sail close to the 16th-century walls. Keep your phone ready: this is one of the most photographed spots.

Stop 3 – The old town from the sea

The boat slides along the "sea-facing facade" of the old town: noble palaces dropping into the water, balconies dialoguing with the sea. You'll recognize the dome of the Basilica of Sant'Agata, whitewashed fishermen's houses, the terraces of Riviera Sauro.

Stop 4 – Canneto Bastion

The northwest corner of the walls is dominated by the Canneto Bastion: this is where the city watches the sunset. If you're on the sunset tour, this is your photo spot.

Stop 5 – Sant'Andrea Island and the lighthouse

We leave the coast and head to Sant'Andrea Island, about a mile out. It's a natural reserve: Corsican gulls, sea turtles, deep blue waters. On the island stands a 46-metre lighthouse, Italy's second tallest, active since 1866. Sailing around it is the "wow" of the tour.

Stop 6 – Toast offshore

As the sun begins to drop, the skipper slows down. Out comes the ice bucket: Prosecco, Ferrari or Moët. You toast with Gallipoli in the distance and Sant'Andrea behind you. On evening tours this is sunset time proper.

Stop 7 – Return along Purità beach

Back to Capo Rais along Spiaggia della Purità and Riviera Diaz. Last photos, last look at the walls, dock.

The complete route

Pearl of the Ionian Tour – 90 minutes aboard the 500 Boat

All the stops above, aboard the only Fiat 500 that actually sails. Private tour, multilingual skipper, bubbles included.

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Which time slot to choose

What to bring on board

Food and drinks are provided on board: you can't bring your own.

Ready to sail?

See Gallipoli the way the Greeks saw it 2,500 years ago

Private 90-minute tour on the only Fiat 500 that sails. The Pearl of the Ionian from its most scenic angle.

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