-
0 - 15+ m
0 - 400+ hp
2004 - 2024
Add dates to find your ideal boat for the best price
31 boats available
Rental Catamaran Fountaine Pajot Isla 40 Isle of Portland

Isle of Portland

5.0(2)

Sail Tortuga (2021)

  • Skipper offered
  • Super owner
12 people · 3 cabins · 6 berths · 12 m

From 
$1,241 / day

Rental Sailboat Gaff cutter Isle of Portland

Isle of Portland

5.0(1)

HOURLY CHARTER - Create your adventure! (1930)

  • Skipper offered
12 people · 24 m
  • Fuel included
Rental Sailboat Beneteau Oceanis 45 Weymouth

Weymouth

New

Luxury Sailing Experience and Sundowner Supper from Weymouth (2013)

  • Skipper offered
6 people · 3 cabins · 6 berths · 14 m
  • Fuel included

From 
$175 / day

Rental Sailboat Beneteau 311 Poole Harbour

Poole Harbour

New

Beneteau 311 Clipper 32ft (1999)

  • Skipper offered
5 people · 3 cabins · 6 berths · 10 m
  • Fuel included
  • Flexible cancellation

From 
$466 / day

Rental Sailboat Bavaria 38 Lymington

Lymington

5.0(4)

Yacht charter from Lymington with skipper (2003)

  • Skipper offered
  • Super owner
8 people · 3 cabins · 8 berths · 12 m
  • Fuel included
Rental Sailboat Jeanneau Sun Odyssey 49 Lymington

Lymington

Skippered sail on beautiful 49ft Sun Odyssey (2009)

  • Skipper offered
  • Super owner
10 people · 4 cabins · 8 berths · 14.8 m
  • Flexible cancellation
Rental Sailboat Sparkman & Stephens Nauticat 521 Lymington

Lymington

58ft Sparkman & Stephens Nauticat 521 (1987)

  • Skipper optional
12 people · 4 cabins · 8 berths · 17.7 m

From 
$2,616 / day

Rental Motorboat Sunseeker 58 Predator Southampton

Southampton

‘Martyna’ Sunseeker 58 Predator Yacht Charter (2000)

  • Skipper offered
12 people · 3 cabins · 6 berths · 18 m

From 
$3,666 / day

Rental Motorboat Fairline Targa Southampton

Southampton

5.0(3)

Day charter aboard Vesper (2000)

  • Skipper offered
  • Super owner
7 people · 2 cabins · 4 berths · 11.5 m
  • Fuel included

From 
$1,614 / day

Rental Sailboat Bavaria Cruiser 42 Southampton

Southampton

4.9(6)

Nautical Dreams (2006)

  • Skipper optional
  • Super owner
8 people · 3 cabins · 8 berths · 13 m
  • Flexible cancellation

From 
$482 / day

Rental Sailboat Bavaria Cruiser 32 Southampton

Southampton

4.9(23)

Bavaria Cruiser 32 (2003)

  • Skipper optional
  • Super owner
6 people · 2 cabins · 6 berths · 10.3 m

From 
$311 / day

Rental RIB Ribcraft 7 meter, 8 seater Southampton

Southampton

4.9(2)

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

  • Skipper optional
8 people · 225 hp · 7 m
  • Fuel included

From 
$923 / day

Rental Motorboat Blue Phantom Southampton
Special offer

Southampton

New

Blue Phantom (2020)

  • Skipper offered
4 people · 150 hp · 7 m
  • Flexible cancellation

From 
$641 / day

Rental Motorboat Sealine F42 Southampton

Southampton

- Sealine F42 Motor Yacht (2012)

  • Skipper offered
12 people · 2 cabins · 5 berths · 13.6 m
  • Fuel included

From 
$2,929 / day

Rental Motorboat Bavaria 35 Sport Southampton

Southampton

4.7(2)

Motorboat Bavaria 35 Sport 250hp (2016)

  • Skipper offered
8 people · 2 cabins · 6 berths · 10.6 m

From 
$1,303 / day

Rental Sailboat Bavaria 39 Cruiser Cowes
Special offer

Cowes

New

Explore the Solent – Rent the Bavaria 39 Cruiser (2006) in Cowes (2006)

  • Skipper offered
7 people · 3 cabins · 6 berths · 11.9 m
  • Fuel included

From 
$801 / day

Rental Sailboat Hanse 505 Hamble-le-Rice

Hamble-le-Rice

4.9(3)

Hanse 505 with AirCon, Watermaker, Bimini (2015)

  • Skipper optional
12 people · 4 cabins · 9 berths · 15.2 m

From 
$746 / day

Rental Sailboat Hanse 540 Hamble-le-Rice

Hamble-le-Rice

4.8(2)

Hanse 540 sailing boat (2011)

  • Skipper mandatory
12 people · 4 cabins · 9 berths · 16.4 m

From 
$852 / 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!


Our client reviews
4.9 / 5
Score calculated based on 558113 reviews
See all reviews