Island hopping · PRIVATE DRIVERS

The 15 Private Skippers & Drivers in the World That Earn Their Price

35 tours  ·  from $15 a head

Good private skippers & drivers sell out weeks ahead in high season and the early departures go first. Below: the 15 to book now, what each includes and how they differ.

From Sorrento: Capri Island Boat Day Trip With Transfer - From Sorrento to the Capri coastline
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From Sorrento: Capri Island Boat Day Trip With Transfer

1.Capri Island Boat Day Trip With Transfer

★★★★★★★★★★4.9 · 762 reviews · from $123Our pick

Travel from Sorrento to Capri with a hotel transfer and a small group of up to 12 people. Guides such as Italo, Giuseppe, Tony, and Valentino lead the island cruise, share local stories, serve drinks and snacks, stop for swimming, and give you four hours to explore Capri or Anacapri.

“We had a wonderful time! Tony and Valentino were our guides and were brilliant, sharing tips on what to do once in Capri as well as making the sightseeing boat trip around the island and back a lot of fun too! Highly recommend getting the bus into Anacapri to experience the chairlift for absolutely breathtaking views. This trip was the highlight of our time in Sorrento.”

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Istanbul: Princes' Islands Cruise w/Music, Lunch & Transfer - Kınalıada: a short introduction to island life
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Istanbul: Princes’ Islands Cruise w/Music, Lunch & Transfer

2.Istanbul: Princes’ Islands Cruise w/Music, Lunch & Transfer

★★★★★★★★★★3.6 · 711 reviews · 7 hours · from $34

You’ll leave Istanbul by private boat for Kınalıada and Büyükada, with a guided walk, onboard lunch, free time, swimming, and optional electric vehicle hire. English or Arabic hosts help keep the day moving. Hotel pickup is available, and the boat is named Deluxe.

“It was too cold abd all inside seats were totally occupied”

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Desde Corralejo: Lobos Island Ferry with Optional Transfer - Walking to the lighthouse and lagoon
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Desde Corralejo: Lobos Island Ferry with Optional Transfer

3.Desde Corralejo: Lobos Island Ferry with Optional Transfer

★★★★★★★★★★4.6 · 586 reviews · 1 day · from $20

Catch the Isla de Lobos ferry from Corralejo at 9:45 AM and spend the day exploring volcanic trails, beaches, the lighthouse, and clear water. Choose your afternoon return at the pier. Hotel pickup is optional, and the free island authorization must be arranged separately.

“Good trip. Nice to see a different place. Some beautiful spots on Lobos. Got picked up from our hotel & transferred to the port which went well once they arrived a few minutes late due to a vehicle issue, I had to call to check we were definitely getting picked up as time was tight. A quick call to me may have been better for reassurance. Overall comfortable ferry & return journey no issues. Would recommend.”

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Mallorca: Island Tour with Boat, Train, and Hotel Transfer - A quick look at Sóller, with limited time to explore
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Mallorca: Island Tour with Boat, Train, and Hotel Transfer

4.Island Tour with Boat, Train, and Hotel Transfer

★★★★★★★★★★4.4 · 437 reviews · from $120

See Mallorca’s northwest coast by four kinds of transport, from the vintage train to Sóller and wooden tram to Port de Sóller, to a boat or mountain bus into La Calobra. Ariane and other multilingual guides lead the day, with time for swimming at Torrent de Pareis.

“If you want a chance to see some of the island, without having to put effort in this is the trip for you. Informative and beautiful locations. Highly recommend. Well worth the money for a full days trip 👌”

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Hurghada: Premium Orange Island Cruise with Lunch & Transfer - The crew adds reassurance without making the day formal
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Hurghada: Premium Orange Island Cruise with Lunch & Transfer

5.Premium Orange Island Cruise with Lunch & Transfer

★★★★★★★★★★4.6 · 427 reviews · 8 hours · from $35

Travel from your Hurghada-area hotel to Orange Bay for two hours on white sand, then visit two coral reefs with a snorkeling guide. Expect a full day with boat transport, buffet lunch, unlimited soft drinks, tea, coffee, and a friendly crew. Guides may include Ahmed, Islam, Yousef, Essam, or Ibrahim.

“Great trip well worth the money paid Thx from Scotland”

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Very Small Group Capri Boat Excursion with Transfer from Positano - The boat, crew, and group setup
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Very Small Group Capri Boat Excursion with Transfer from Positano

6.Very Small Group Capri Boat Excursion with Transfer from Positano

★★★★★★★★★★4.5 · 334 reviews · 9 hours (approx.) · from $180

Spend about nine hours cruising Capri’s caves, Faraglioni rocks, and Punta Carena, with a swim stop and three to four hours ashore. A minivan links Positano with the Sorrento Coast marina. Guides such as Rafael, Rosa, Antonio, and Giuseppe have been praised for their humor and local tips.

“Fun time with new friends! Loved our excursion to Capri! Plenty of time to explore Capri as well as around the island from the boat. Captain was super fun and kept the energy level high all day.”

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Capri Guided Boat Experience with Island Exploration and Transfer - Grotto stops depend on the sea
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Capri Guided Boat Experience with Island Exploration and Transfer

7.Capri Guided Boat Experience with Island Exploration and Transfer

★★★★★★★★★★5.0 · 302 reviews · 7 to 8 hours (approx.) · from $131Top rated

Travel from Sorrento to Capri with a skipper and guide, circling Punta Carena, the Faraglioni, Natural Arch, and grottos before four free hours on the island. Pickup, drinks, snacks, swimming stops, WiFi, and limoncello are included. The boat holds no more than 12 people.

“Our boat tour to Capri with Giuseppe was one of the highlights of our trip! He was an excellent captain — kind, knowledgeable, and made us feel safe and comfortable the entire time. The tour around the island was breathtaking, with plenty of stops for swimming, photos, and exploring hidden grottos. Giuseppe shared great local insights and gave us plenty of time to enjoy Capri at our own pace. Truly an unforgettable day on the water — highly recommend this experience.”

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Rossaveel, Galway: Ferry Transfer to Inis Mór (Aran Islands) - The Comfortable 40-Minute Sailing
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Rossaveel, Galway: Ferry Transfer to Inis Mór (Aran Islands)

8.Rossaveel, Galway: Ferry Transfer to Inis Mór (Aran Islands)

★★★★★★★★★★4.7 · 200 reviews · from $45

Sail from Rossaveel Harbor to Inis Mór on a comfortable ferry, then spend the day biking, touring by minibus, visiting Dún Aonghasa, or sampling island food and music. The return boat leaves Kilronan at 5:00 PM. Bike hire, meals, parking, and other activities cost extra.

“Fantastic service very friendly and helpful boat very comfortable verymuch keep to time”

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Kos: 3-Island Cruise with Lunch and Hotel Transfer - Life aboard the wooden yacht
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Kos: 3-Island Cruise with Lunch and Hotel Transfer

9.3-Island Cruise with Lunch and Hotel Transfer

★★★★★★★★★★4.5 · 189 reviews · 8.5 hours · from $53

Spend 8.5 hours sailing from Kos to Platy, Kalymnos, and Pserimos aboard a wooden yacht with sun decks, shade, and a bar. Swim from the boat, watch for dolphins, eat lunch onboard, and visit Vathy on Kalymnos for sponges, honey, and local orange juice. Transfers serve selected Kos hotels.

“Super sympathische Crew, mit viel Spaß, Tanz und Musik. Gutes Wetter und mit nur 25 weiteren Gästen ab Bord für uns perfekt. Wir kommen sehr gerne wieder.”

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Bodrum: Orak Island Boat Trip with Lunch & Optional Transfer - Meeting the Quantum at Halikarnas Limani
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Bodrum: Orak Island Boat Trip with Lunch & Optional Transfer

10.Orak Island Boat Trip with Lunch & Optional Transfer

★★★★★★★★★★4.4 · 188 reviews · 6 - 8 hours · from $28

Spend 6 to 8 hours aboard the Quantum from Bodrum, swimming at German Bay and other coastal stops, enjoying a simple lunch, and spending two hours at Orak Island. Optional hotel pickup covers Bodrum, Gümbet, Bitez, Ortakent, and Yahşi. Bring swimwear and a towel.

“Visited 4 different areas to swim. Friendly crew. Worthwhile experience”

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Athens: Full-Day Island Hopping Cruise with Lunch & Transfer - Starting early from central Athens
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Athens: Full-Day Island Hopping Cruise with Lunch & Transfer

11.Full-Day Island Hopping Cruise with Lunch & Transfer

★★★★★★★★★★4.6 · 185 reviews · 10 hours · from $123

Spend about 10 hours aboard a traditional wooden boat from Athens, with pickup, coffee, lunch, drinks, swimming stops, and shore time on Agistri and Aegina. Swim near Moni, meet the crew, and explore pistachio country, temples, and small island villages at an easy pace.

“It was absolutely amazing!! We loved how the crew were so kind and accommodating! They were able to do a gluten free lunch for me! Just make sure you let them know ahead of time! I felt like we had plenty of time at each stop and I loved that they stopped in a spot just to let us jump off the boat! They had a nice restroom abord and plenty of beverages. 10/10 I would tell anyone to do this instead of just a ferry. It was worth every penny!”

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Naples: Capri Transfer with Island Boat Tour and Free Time - The one-hour boat ride around Capri
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Naples: Capri Transfer with Island Boat Tour and Free Time

12.Capri Transfer with Island Boat Tour and Free Time

★★★★★★★★★★4.3 · 176 reviews · from $122

Travel by ferry from Naples to Capri, join a one-hour boat tour around the island, and enjoy five hours of free time. Expect WhatsApp instructions rather than a guide at the port, plus views of the Faraglioni, sea caves, and Blue Grotto. English and Italian support is available.

“Fantastic day and great way to see Capri. 100% recommended”

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Full Day Tour 5 Island to Ile Aux Cerfs Incl. Lunch and Transfer - Blue Bay Marine Park and the first snorkeling stop
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Full Day Tour 5 Island to Ile Aux Cerfs Incl. Lunch and Transfer

13.Full Day Tour 5 Island to Ile Aux Cerfs Incl. Lunch and Transfer

★★★★★★★★★★4.0 · 155 reviews · from $151

Spend 8 to 9 hours on a fast speedboat from Blue Bay, with hotel pickup, reef snorkeling, shipwreck and lighthouse stops, GRSE waterfall, Ile aux Cerfs, a beach barbecue, sega music, and unlimited drinks. Guides such as Chris, Nelson, and Donovan may lead the day.

“When we booking the pick-up from the hotel was at 08:00. I received an email informing me that it would be at 06.30 On the day I received a message that it would be at 06:00. During the trip to the port, the driver almost crashed and fell asleeRead more”

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Lake Maggiore: Borromean Islands Tickets with Boat Transfer - Isola Bella and the Borromeo Palace
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Lake Maggiore: Borromean Islands Tickets with Boat Transfer

14.Lake Maggiore: Borromean Islands Tickets with Boat Transfer

★★★★★★★★★★4.2 · 136 reviews · from $75

Meet your skipper at Stresa’s Piazza Marconi, then ride a hop-on hop-off speedboat across Lake Maggiore. Choose one, two, or three islands, with Isola Bella admission included and optional access to Isola Madre. Allow extra time for busy boats and carry cash for local landing taxes.

“très bien, l'heure n'est pas toujours respectée (10 à 15 minutes pas plus) mais comme c'est une belle promenade, il peut il y avoir des surcharges - surtout vers l'heure du repas. Cette remarque va à ceux qui auraient un horaire de transport comme le train ou autres.”

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Princes' Islands Cruise with Lunch and Transfer Full-Day Tour - Kınalıada: a short first taste
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Princes’ Islands Cruise with Lunch and Transfer Full-Day Tour

15.Princes’ Islands Cruise with Lunch and Transfer Full-Day Tour

★★★★★★★★★★3.5 · 114 reviews · from $24

Spend about nine hours cruising from Istanbul to Kınalıada and Büyükada on a privately owned boat. You’ll get hotel pickup and drop-off, a guide-led island walk, buffet lunch, and up to four hours for beaches, mansions, and optional electric bike or scooter rental.

“Great trip, all went to plan. The staff on the boat has great knowledge and answered all our questions.”

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New in Private Drivers

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★ 3.3Kalymnos, Pserimos & Plati Island Cruise with Hotel TransferFrom $6426 reviews
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★ 4.0Islands Boat Trip with Lunch and Hotel TransferFrom $2013 reviews
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★ 4.612 Islands Boat Tour with Lunch and Hotel TransferFrom $5428 reviews
★ 4.0Island Hopping TOUR A with Lunch, Transfer & EDTFFrom $507 reviews
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