Around the world · PRIVATE DRIVERS

15 Charters with a Private Skipper Worth Flying For

27 charters  ·  from $19 a head

The 15 best charters with a private skipper you can book today, with the hours, the price per person or per hull, and who each deck suits. Number one is first for a reason; start there.

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer - Red Beach brings the first burst of color
BBQ, Catamaran Charters, Catamaran Charters in Greece, Greece Yacht Charters, Luxury Yacht Cruises, Luxury Yacht Cruises in Greece, Private Drivers, Sailing Yacht Charters, Sailing Yacht Charters in Greece, Santorini Yacht Charters, Sunset Yacht Cruises, Sunset Yacht Cruises in Greece, Tour Reviews, Yacht Charters, Yacht Charters with Lunch and BBQ, Yacht Charters with Lunch in Greece

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

1.Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

★★★★★★★★★★5.0 · 1,170 reviews · 5 hours (approx.) · from $133Our pick

Spend about five hours aboard a spacious catamaran with hotel pickup, swimming stops at Red and White beaches, volcanic hot springs, snorkeling, a freshly cooked Greek barbecue, and unlimited drinks. Choose the sunset sailing for sea views of Oia, with room for no more than 20 people.

“The trip was great! Good food, vine, beer and soft drinks. Nice and friendly staff. I wish the weather and water would be warmer, but hey its November...I highly recommend to take this tour. Especially sunset one.”

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Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer - The volcano and Palea Kameni
BBQ, Catamaran Charters, Catamaran Charters in Greece, Greece Yacht Charters, Luxury Yacht Cruises, Luxury Yacht Cruises in Greece, Private Drivers, Sailing Yacht Charters, Sailing Yacht Charters in Greece, Santorini Yacht Charters, Tour Reviews, Yacht Charters, Yacht Charters with Lunch and BBQ, Yacht Charters with Lunch in Greece

Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

2.Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

★★★★★★★★★★4.5 · 422 reviews · 5 hours (approx.) · from $133

Cruise Santorini’s caldera aboard a catamaran for about five hours, stopping near the hot springs, White Beach, and Red Beach. Your crew serves a Greek barbecue with wine, beer, and soft drinks, while towels, snorkeling gear, and hotel transfers simplify the day. Routes can change with weather.

“We had a great day with sunset Oia! Pick up and drop off from the hotel was made so easy and straightforward. The bbq on the boat was nice and authentic. The staff were great and explained the history of every stop on the boat. Great day overall! Highly recommended.”

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Rhodes: Symi Yacht Tour with Unlimited Drinks and Transfer - Lunch and swimming at St. George Bay
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Rhodes: Symi Yacht Tour with Unlimited Drinks and Transfer

3.Symi Yacht Tour with Unlimited Drinks and Transfer

★★★★★★★★★★4.8 · 380 reviews · 8 hours · from $141

Spend eight hours sailing from Rhodes to Symi with a crew of up to 25. You’ll have about two hours in Symi Town, Greek lunch and unlimited drinks aboard, plus swims at St. George Bay and Seskli Island. Crew members including Anna, Antonio, and Emily have been praised for warm, attentive service.

“memorable experience. The three different locations were all unique and offered something special. Symi Island was absolutely stunning, and the snorkelling in the bay afterwards was a real highlight. The staff made the day even more enjoyable — they were genuinely warm, friendly, and full of positive energy. You could tell they love what they do. A quick tip: if you’re prone to seasickness, definitely bring tablets with you. The journey out can be quite rocky and takes a bit of time — but it’s 100% worth it once you arrive.”

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Santorini Luxury Catamaran Sunset Cruise with BBQ, Drink and Transfer - Volcano, Palea Kameni, and the hot springs
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Santorini Luxury Catamaran Sunset Cruise with BBQ, Drink and Transfer

4.Santorini Luxury Catamaran Sunset Cruise with BBQ, Drink and Transfer

★★★★★★★★★★5.0 · 310 reviews · 5 hours (approx.) · from $157

Spend about five hours aboard the Ipanema 58, Santorini’s only catamaran of its kind. Swim near the hot springs, snorkel by Red and White Beaches, eat a homemade Greek barbecue, and watch the sunset with drinks included. Pickup, towels, gear, and an English-speaking crew are provided.

“The yacht was fancy and there was enough space for everyone. The crew was very friendly and responsive to our needs. The food was good. The drinks were okay but we wish there was more variety in the drinks like champagne. No sunset which was unfortunate but still a great experience in Santorini.”

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Santorini Luxury Catamaran Day Cruise with BBQ,drinks,transfer - Sailing beside the volcano and Palea Kameni
BBQ, Catamaran Charters, Catamaran Charters in Greece, Greece Yacht Charters, Private Drivers, Santorini Yacht Charters, Tour Reviews, Yacht Charters, Yacht Charters with Lunch and BBQ, Yacht Charters with Lunch in Greece

Santorini Luxury Catamaran Day Cruise with BBQ,drinks,transfer

5.Santorini Luxury Catamaran Day Cruise with BBQ,drinks,transfer

★★★★★★★★★★5.0 · 201 reviews · 5 hours (approx.) · from $157

You’ll sail from Ammoudi Port beside the volcano, Palea Kameni, Red Beach, and White Beach on a five-hour catamaran cruise. Hotel pickup, Greek BBQ, drinks, towels, snorkeling gear, and flotation devices are included. The English-speaking crew keeps the day relaxed and social.

“This tour was amazing!! The sites were beautiful, food was delicious and the boat crew were top notch! I would highly recommend this tour/cruise to anyone! Best experience in Santorini!”

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Halong Bay Day Tour With Sunlight Luxury Cruise With Transfer - Sung Sot Cave and its 200 steps
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Halong Bay Day Tour With Sunlight Luxury Cruise With Transfer

6.Halong Bay Day Tour With Sunlight Luxury Cruise With Transfer

★★★★★★★★★★5.0 · 136 reviews · from $62

Spend about six hours on Halong Bay aboard the Sunlight luxury cruise, with hotel pickup, seafood buffet lunch, Sung Sot Cave, kayaking or a bamboo boat at Luon Cave, Titop Island, and a sunset snack service. Expect a long day with roughly five to six hours on the road.

“I booked this tour after carefully researching a premium 1-day experience for my family, but what we received was a nightmare. Despite my wife informing the staff three times before boarding that we were booked for the 1-day tour, we Read more”

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Luxury Catamaran to Balos: Sunset, Snacks, Drinks & Transfer - Leaving Kissamos with snacks and a safety briefing
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Luxury Catamaran to Balos: Sunset, Snacks, Drinks & Transfer

7.Luxury Catamaran to Balos: Sunset, Snacks, Drinks & Transfer

★★★★★★★★★★4.9 · 99 reviews · 4 - 5.5 hours · from $127

From Kissamos, you sail to Balos Lagoon aboard a spacious catamaran with sunbeds, shaded lounges, snacks, drinks, SUP boards, snorkeling gear, and a waterslide. An English-speaking crew and onboard animator keep the trip lively, while the return voyage brings sunset views over Crete.

“The boat trip was amazing! The crew did everything to make sure we had a great time, and the trip itself was super fun. We enjoyed delicious food and got to see some beautiful places. We’d definitely do it again!”

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Private Catamaran Charter with Transfer, Buffet and Snorkeling - A flexible route along Tenerife’s coast
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Private Catamaran Charter with Transfer, Buffet and Snorkeling

8.Private Catamaran Charter with Transfer, Buffet and Snorkeling

★★★★★★★★★★5.0 · 63 reviews · 3 hours (approx.)

You’ll board Monte Cristo Catamaran at Puerto Colón, or use pickup within 20 km, for a private three-hour cruise. Your captain chooses good whale and dolphin viewing areas, then anchors for swimming and snorkeling. The crew provides gear, buffet-style food, drinks, and a restroom, but bring a towel.

“We celebrated a 50th birthday and it was an absolutely amazing day. Everything was very well organised, we were picked up on time, and the crew were so friendly and welcoming. There were loads of drinks, the food was excellent, and we were lucky enough to see lots of dolphins too. A truly special experience from start to finish.”

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Vi Top Taxi &Tours -Airport Transfer Bluebeard's/Yacht Haven - Where the transfer can take you
Airport Transfers, Private Drivers, Tour Reviews, Tours, US Virgin Islands Yacht Charters, Yacht Charters

Vi Top Taxi &Tours -Airport Transfer Bluebeard’s/Yacht Haven

9.Vi Top Taxi &Tours -Airport Transfer Bluebeard’s/Yacht Haven

★★★★★★★★★★5.0 · 57 reviews

Book a private one way ride from Cyril E. King Airport to Bluebeard’s Castle, Yacht Haven Grande, Charlotte Amalie, Crown Bay, or nearby hotels. Drivers such as Nathmi, Nami, Bash, and Big Mo provide air conditioned transport, bottled water, local advice, and pickup outside baggage claim.

“Nami and Bash were great drivers and super personable. They took us anywhere we needed to be during our week stay. We were able to set up pick ups the day prior or they would be able to pick us up in 10 mins. I kept their number for future stays”

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Dolphin House Royal sea Trip Luxury Boat With Transfer - Hurghada - Starting with hotel pickup in Hurghada
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Dolphin House Royal sea Trip Luxury Boat With Transfer – Hurghada

10.Dolphin House Royal sea Trip Luxury Boat With Transfer – Hurghada

★★★★★★★★★★5.0 · 37 reviews · from $22

Spend about eight hours on the Red Sea with hotel pickup, two guided snorkel stops, Dolphin House, buffet lunch, drinks, and 20 minutes of Banana Boat and Quadra rides. Crew members such as Mak, Ahmed Ashraf, Samir, and Felix are praised for attentive service, though dolphin sightings are not guaranteed.

“What a beautiful day out on the water! The snorkeling trip was absolutely worth it — The reef was alive with color, and we spotted clownfish and parrotfish. 🐠🌊”

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Ha Long Bay - Bai Tu Long Bay Luxury Boat Tour & Transfer - Setting out through Bai Tu Long Bay
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Ha Long Bay – Bai Tu Long Bay Luxury Boat Tour & Transfer

Istanbul: Sunset Yacht Cruise on the Bosphorus with Transfer - Boarding a 25-meter yacht
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Istanbul: Sunset Yacht Cruise on the Bosphorus with Transfer

12.Istanbul: Sunset Yacht Cruise on the Bosphorus with Transfer

★★★★★★★★★★4.3 · 24 reviews · 2 hours · from $41

Cruise Istanbul’s Bosphorus aboard a 25-meter yacht, with hotel pickup, English commentary, Turkish snacks, tea, coffee, and a 10-minute sunset stop near Maiden’s Tower. You’ll pass palaces, mosques, fortresses, bridges, and Asian-side villas before returning to Kabataş.

“great cruise with beautiful views and a perfect sunset”

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8-Hour Private Boat Charter Exclusive & Lunch Transfer -Hurghada - Cruising the Red Sea in your own group
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8-Hour Private Boat Charter Exclusive & Lunch Transfer -Hurghada

13.8-Hour Private Boat Charter Exclusive & Lunch Transfer -Hurghada

★★★★★★★★★★5.0 · 18 reviews · from $100

Start at 8:00 am with air-conditioned hotel pickup, then spend about eight hours on a private boat along Hurghada’s Red Sea coast. Swim, snorkel with a guide, look for dolphins, enjoy lunch and fruit, and use the supplied drinks and equipment. Seha or Mina may be among the crew, depending on assignment.

“Brilliant day! Absolutely smashing and fantastic team onboard! Always there to help. Amazing in the sea. Great experience.”

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Dubai Marina Luxury Cruise w/ 5 Star Buffet Dinner & Transfer - Dinner, drinks, and the five-star claim
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Dubai Marina Luxury Cruise w/ 5 Star Buffet Dinner & Transfer

14.Dubai Marina Luxury Cruise w/ 5 Star Buffet Dinner & Transfer

★★★★★★★★★★3.5 · 15 reviews · from $139

Set out from Dubai Marina for 2.5 to 3 hours aboard a large cruise boat with glass windows, an open-air upper deck, buffet dinner, soft drinks, and Tanoura dancing. You’ll see Ain Dubai, Bluewaters Island, JBR, Atlantis, Burj Al Arab, and the marina skyline. Shared or private hotel transfers depend on your booking.

“The evening got off too a bad start with our driver arriving late, full of apologies got held up in traffic, when we arrived at the Marina area it became extremely aparent that our driver had absolutely no idea where he should be going, where we should be meeting the ship etc, Read more”

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Alanya Private Yacht Tour with Lunch, Soft Beverage & Transfer - Stop 1: Alanya Castle from the water
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Alanya Private Yacht Tour with Lunch, Soft Beverage & Transfer

15.Alanya Private Yacht Tour with Lunch, Soft Beverage & Transfer

★★★★★★★★★★5.0 · 10 reviews · 4 hours (approx.)

Spend four hours on a private yacht off Alanya, swimming near the castle and Kleopatra Beach, eating Turkish food, and sipping included soft drinks. Hotel pickup is offered, and only your group of up to eight joins the boat. Alcohol costs extra.

“Memorable experience with great service from private shuttle driver to captain and his crew. In simple terms it delivered what was promised and exceeded our expectations!”

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