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Italy · 5 days · luxury · November 2026

Positano and Capri

Cliffside villas overlooking the Tyrrhenian Sea and private boat excursions to the Blue Grotto. A seamless blend of family-focused exploration and coastal relaxation.

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Overview

Total trip cost

Positano and Capri · 5 days · 4 nights

Estimated

$2,740

Accommodation · 4 nights$1,520Estimate for your budget
  • 1 stay via Booking.comLe Sirenuse, Positano$1,520Book
  • 2 ferry via FerryhopperPrivate Boat Transfer to Capri · Ferry Return to MainlandSee partnerBook
  • 2 transfers via Welcome PickupsPrivate Shuttle to Bomerano · Transfer to Naples Airport$180Book
  • 4 activities via GetYourGuideSpiaggia Grande Exploration · Blue Grotto Boat Tour · Monte Solaro Chairlift · Gardens of Augustus$480Book
  • 1 activity via ViatorPath of the Gods Hike$120Book
  • 4 meals via Google MapsEstimate · Chez Black · La Tagliata · Ristorante Aurora · Gelateria Buonocore$440Book

Estimates based on your budget. Final prices are confirmed on partner sites. Flights priced on the partner site. Wandr may earn a commission when you book through partner links, at no extra cost to you.

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01

Arrival and Coastal Settle-in

1
morninghotelBooking.com

Le Sirenuse, Positano

Positano

Iconic luxury hotel with spacious family suites, incredible views, and a dedicated concierge to assist with island transfers.

2
afternoonactivityGetYourGuide

Spiaggia Grande Exploration

Positano

Relax on the main beach with the kids, enjoying gelato and the view of colorful stacked houses. The pebble beach is manageable and scenic.

3
eveningrestaurantGoogle Maps

Chez Black

Positano

Family-friendly beachfront dining offering classic pizzas and pasta that appeal to all ages in a lively, historic setting.

02

Trekking the Path of the Gods

1
morningtransferWelcome Pickups

Private Shuttle to Bomerano

Agerola

A private van transfer to the trailhead of the Path of the Gods, ensuring easy logistics for a family group.

2
afternoonactivityViator

Path of the Gods Hike

Nocelle

Moderate hiking trail offering spectacular coastal views. Keep a steady pace for the kids; it's mostly downhill from Agerola toward Nocelle.

3
eveningrestaurantGoogle Maps

La Tagliata

Montepertuso

Rustic, family-run hilltop restaurant with a set menu that children love, featuring fresh garden ingredients and panoramic views.

03

Capri Island Adventure

1
morningferryFerryhopper

Private Boat Transfer to Capri

Marina GrandePort of Positano → Marina Grande, Capri

Private charter boat trip from Positano port to Marina Grande, allowing for a scenic family ride and flexible timing.

2
afternoonactivityGetYourGuide

Blue Grotto Boat Tour

Anacapri

Small rowboat tour into the famous sea caves. The kids will be mesmerized by the neon blue water reflections.

3
eveningrestaurantGoogle Maps

Ristorante Aurora

Capri Town

A refined but welcoming spot in the center of Capri town known for its thin-crust pizzas, suitable for a relaxed family dinner.

04

Island Heights and Funicular

1
morningactivityGetYourGuide

Monte Solaro Chairlift

Anacapri

Take the single-seat chairlift to the island's highest point for incredible 360-degree views. Children will love the unique ride experience.

2
afternoonactivityGetYourGuide

Gardens of Augustus

Capri Town

Easy walk through these botanical gardens featuring classic Capri architecture and stunning views over the Faraglioni rocks.

3
eveningrestaurantGoogle Maps

Gelateria Buonocore

Capri Town

End the day with world-famous freshly baked waffle cones and gelato, a definitive highlight for the entire family.

05

Departure

1
morningferryFerryhopper

Ferry Return to Mainland

Marina GrandeMarina Grande, Capri → Napoli Molo Beverello

High-speed ferry transfer from Marina Grande back to Naples or Salerno to connect to your transport.

2
afternoontransferWelcome Pickups

Transfer to Naples Airport

Naples

Private car service from the port to Naples International Airport for your departure home.

Before you go

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