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Rental type
With or without a skipper
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0 - 15+ m
0 - 400+ hp
2004 - 2024
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33 boats available
Rental Catamaran Fountaine Pajot Isla 40 Isle of Portland
Isle of Portland
5.0
 (1)

Sail Tortuga (2021)

12
6
Super owner
With a skipper

From $1,276 per day

Rental Sailboat Gaff cutter Isle of Portland
Isle of Portland
5.0
 (1)

Gaff Cutter 35 (1930)

6
With a skipper

From $122 per day

Rental Sailboat Bavaria 38 Holiday Weymouth
Weymouth

The Bavaria is an extremely manoeuvrable boat with a single engine, she is the perfect charter boat in all conditions to soak up the glamorous Jurassic Coastline (1998)

8
6
With or without a skipper

From $726 per day

Rental RIB Ribeye A600 Weymouth
Weymouth
4.8
 (1)

Dorset Eye (2009)

8
With or without a skipper

From $447 per day

Rental Sailboat Beneteau Oceanis Elegance 31 Poole
Poole
4.8
 (3)

Sailboat Beneteau Oceanis Elegance 31 9.30m (2011)

6
5
With or without a skipper

From $335 per day

Rental Sailboat Elan 333 Poole
Poole
4.6
 (6)

Elan 333 bareboat or skippered (2000)

6
6
With a skipper

From $335 per day

Rental Sailboat Bavaria 38 Lymington
Lymington
5.0
 (2)

Yacht charter from Lymington with skipper (2003)

8
8
Super owner
With a skipper

Rental Sailboat Jeanneau Sun Odyssey 49 Lymington
Lymington
New

Skippered sail on beautiful 49ft Sun Odyssey (2009)

10
8
With a skipper

Rental Motorboat Sealine F42/5 Lymington
Lymington
4.8
 (2)

Sealine F42/5 - the best motor yacht! (2010)

12
5
With a skipper

From $2,180 per day

Rental Sailboat Sparkman & Stephens Nauticat 521 Lymington
Lymington

58ft Sparkman & Stephens Nauticat 521 (1987)

12
8
With a skipper

From $2,689 per day

Rental Motorboat Fairline Targa Southampton
Southampton
5.0
 (3)

Day charter aboard Vesper (2000)

7
4
Super owner
With a skipper

From $1,659 per day

Rental Motorboat Bavaria 35 Sport Southampton
Southampton
4.8
 (1)

Motorboat Bavaria 35 Sport 250hp (2016)

8
6
With a skipper

From $1,340 per day

Rental Sailboat Bavaria Cruiser 32 Southampton
Southampton
4.9
 (16)

Bavaria Cruiser 32 (2003)

6
6
Super owner
With or without a skipper

From $320 per day

Rental Sailboat Bavaria Cruiser 42 Southampton
Southampton
4.8
 (2)

Nautical Dreams (2006)

8
8
Super owner
With or without a skipper

From $495 per day

Rental RIB Ribcraft 7 meter, 8 seater Southampton
Southampton
4.8
 (1)

Cloud Nine RIB Coded for seven people plus skipper (2008)

8
With or without a skipper

From $949 per day

Rental Motorboat Sealine F42 Southampton
Southampton

Ramosseas - Sealine F42 Motor Yacht (2012)

12
5
With a skipper

From $3,005 per day

Rental Motorboat Blue Phantom Southampton
Special offer
Southampton
New

Blue Phantom (2020)

4
With a skipper

From $659 per day

Rental Motorboat Sunseeker 58 Predator Southampton
Southampton

‘Martyna’ Sunseeker 58 Predator Yacht Charter (2000)

12
6
With a skipper

From $3,768 per day

Boat rental in the Isle of Portland

Contrary to its name, the Isle of Portland is a peninsula that is joined to the mainland of Dorset in England. In the early 16th century, Henry VIII built a naval fort (Portland Castle) to defend and protect England from the French (who are 21 miles across the English Channel).

The peninsula is filled with old architecture and buildings, such as St. George’s Church, an 8th-century building with Georgian interiors. Apart from its history and architecture, people escape to the Isle of Portland during the summer months for watersports and outdoor adventures.

Kite surfing, scuba diving, windsurfing, and Portland boat rentals are popular activities at this destination. Click&Boat offers plenty of vessels ranging in size and purpose for cruising around Poole, Lymington, and Southampton.

Where to sail in the Isle of Portland?

The Isle of Portland is a peninsula that’s mostly surrounded by water, so renting a boat is one of the best ways to spend your time for visitors and locals alike! The most popular boating destinations from Portland are Poole, Southampton, and Lymington. The rugged cliffs make for a scenic yacht charter along the South Coast.

How much does it cost to rent a boat in the Isle of Portland?

Click&Boat offers peer-to-peer motorboats, sailboats, and yacht rentals in Portland. If you opt into hiring a captain or crew, it might cost a little extra than if you choose to rent a bareboat. The addition of water toys, length of charter, and age/model of the boat all affect the price of a Portland boat hire.

Boat prices depend on different factors, such as boat length and capacity among others. Regarding boat rentals in the Isle of Portland:

  • Minimum price: from $100 per day
  • Maximum price: from $1167 per day

The harbors in the Isle of Portland

The Isle of Portland has a number of different harbors and marinas where you can dock your boat and explore the local area.

Here’s a list of some of the best places to dock when you’re vacationing on the island:

  • Castletown Harbour
  • Portland Marina
  • Wyke Regis Yacht Club
  • Westham Yacht & Boatyard

What can you see/do in the Isle of Portland?

The Isle of Portland is best visited during the summer months when the weather is warm and more enjoyable for being outdoors.

There are plenty of things to do in the Isle of Portland, but add these excursions to your bucket list:

  • Explore the Portland Castle! It offers stunning views of the water. Opt for the audio tour so you can learn more about its role in British history
  • Try rock climbing! Portland is one of the best places for rocking climbing and offers over 900 routes for different skill levels
  • Discover Portland’s abandoned quarries
  • Take a walk to St. Andrews Church where you’ll find a pirate graveyard (spooky!)
  • Visit the Portland Museum
  • Walk or cycle along the Coast Path
  • Rent a boat in Portland with Click&Boat and sail around the English Channel

Renting a boat with or without a skipper

Click&Boat offers boat rental options with a captain in Portland! It’s a smart move so you don’t have to worry about boating laws and navigation during your boat hire (especially within the English Channel). A captain will take care of everything for you so that you and your friends/family can sit back, relax and enjoy your Portland boat rental. A captain and/or crew may come as an additional cost to your rental, depending on the size of the boat, the number of crew, and other requests.

What boat should I rent?

There are many different types of boats to choose from when renting a yacht for a sailing vacation on the Isle of Portland. Catamarans, sailboats, yachts, and motorboats are all available for rent.

Catamarans are stable and comfortable, making them ideal for families or groups of friends. Sailboats are fast and fun, perfect for those who want to explore the island. Yachts are luxurious and perfect for those who want to relax and enjoy the scenery. Motorboats are great for getting around quickly and easily.

No matter what type of boat you choose, you're sure to have a wonderful time on your sailing vacation on the Isle of Portland!

When is the best time to go?

The Isle of Portland is a renowned sailing destination, situated on the stunning Jurassic Coast in England. It offers challenging sailing conditions with strong tides and changeable winds. The best time to visit the Isle of Portland for a sailing vacation is during the summer months when the weather is warm and stable.

The average temperature in summer is 68°F, with moderate winds and good sailing conditions. So if you're looking for an exhilarating sailing experience, book your charter vacation to the Isle of Portland today!


Good to know

Number of boats:20 boats available
Types of boats:Sailboat, Catamaran, Motorboat
Average price:$626 per day
Minimum price:$109 per day
Maximum price:$1,713 per day
Manufacturers:Princess Yachts, Marinello, and more

Frequently Asked Questions about Isle of Portland

How much does it cost to rent a boat in Isle of Portland for a day?

The average cost of renting a boat in Isle of Portland is around $626 per day. Various factors can influence the cost of a boat charter, such as the season, the year the boat was built, and the equipment. The prices can vary between $109 and $1,713 per day.

How much does a skipper cost per day in Isle of Portland?

The price of a skipper varies depending on the destination and the owner of the boat. In Isle of Portland, you can expect to pay an average of $100 per day for a skipper.

Can you rent a boat in Isle of Portland without a license?

In Isle of Portland there are 2 boats that you can rent without a license. You can also rent many boats with a skipper.

What is the average length of a boat in Isle of Portland?

The average length of a boat in Isle of Portland is 11 feet.

How many people can fit on a boat in Isle of Portland?

The maximum capacity for boats in Isle of Portland is 12 persons. Note that if you rent a boat with skipper, they also count to the number of people.

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