The primary way to travel from Positano to Capri with luggage is by high-speed ferry or hydrofoil. During the 2026 peak season (April to October), operators like Positano Jet, NLG, and Alicost run frequent services that take about 30 to 50 minutes. Because Positano is a vertical town, you will likely need to hire a "porter" to transport your heavy bags down to the Spiaggia Grande pier, as the walk involves hundreds of steep steps. Once at the pier, you pay a small "baggage fee" (typically €2 per bag) when boarding the ferry. Upon arrival at Capri’s Marina Grande, you can use the island’s luggage transport service—look for the staff in gold-and-blue uniforms—who will deliver your suitcases directly to your hotel for a fee, allowing you to take the funicular up to the town center hands-free and enjoy the views immediately.