Two weeks and more · long trips
Long sailing trips: two weeks and more on board
A week is over quickly. On a long trip you get further, sail through the night too and have time for islands that are too far away on a one-week trip. Here you will find all trips of ten days or more, from two weeks in the Caribbean to an Atlantic crossing.
Updated: 11 November 2026 · Redaktion toernfinder.de
from 75 providers compared
The essentials at a glance
Season
all year round, most dates in January and March
Duration
Usually two weeks, also three weeks and more
Most common departure ports
Le Marin, Guadalupe, Mahé, Fort de France and Falmouth Harbour
Requirements
No sailing licence required
10–15 day trip per person
usually 1,500–2,100 €
Current trips of ten days or more
Here you can see a changing selection of current trips lasting ten days or longer. Your enquiry goes directly to the provider.
Which long trips are there?
Long trips are either island-hopping trips with more time or passages from one harbour to another, often with night sailing.
Two weeks of islands
Caribbean, Greece
Two weeks from island to island, usually arriving in a different harbour. In the Caribbean this is almost the rule.
Cabin Charter in the Caribbean →an Atlantic crossing
Three weeks and more
From the Canary Islands or the Cape Verde Islands to the Caribbean, and back to Europe via the Azores in spring.
Cabin Charter on an Atlantic Crossing →Mile building
Miles for your certificate
Lots of nautical miles in a short time, with night sails. Ideal if you are collecting miles for the Sportseeschiffer- or Hochseeschein.
Mile building →Arctic
Norway and Svalbard
Long legs along the Norwegian coast or across the Barents Sea to Svalbard.
Sailing trip to Svalbard and the Arctic →What is daily life like on a long trip?
After a few days, life on board settles into a regular rhythm. On long passages the boat sails through the night too, and the skipper divides the crew into watches.
- Watches: Everyone has set times on deck, usually three or four hours, followed by time off. That way everyone gets enough sleep.
- Food: Cooking is done in turns. On legs without a port, the crew plans provisions for several days.
- Laundry and water: Water is scarce, so showers are short. In port there is time for laundry and shopping.
- Time for yourself: Reading, stargazing, watching dolphins. On long sailing trips there is more time for this than on a week-long trip.
What to pack in your kit bag is covered in the Packing list for the sailing trip. If you would like to go long-distance cruising yourself one day, the article Blue-water sailing is a good place to start.
What should you look out for on a long sailing trip?
Above all, the crew and the journey there. Two or three weeks in close quarters work well if everyone knows what to expect.
- Talk beforehand: Ask the provider about the route, the legs and how many nights at sea are planned.
- Flexible return journey: On deliveries and Atlantic crossings, your arrival can shift by several days. A return flight that can be rebooked makes sense.
- Seasickness: The first two or three days are often the hardest. After that, most people get used to the motion.
Törnfinder data
Long sailing trips in numbers
Analysed: all sailing trips of 10 days or more published on Törnfinder. As of: 12.11.2026.
Most common departure ports
- 1Le Marin52 trips
- 2Guadalupe15 trips
- 3Mahé11 trips
- 4Fort de France11 trips
- 5Falmouth Harbour11 trips
48 %are round trips, start and finish in the same port
17 %take place on a traditional ship or tall ship
141different departure ports
75countries on offer, led by Martinique and St Vincent and the Grenadines
41trips start within the next 30 days
As of 12.11.2026: Törnfinder lists around 480 Long trips from 75 providers. 48 % are round trips with the same start and end port and 17 % take place on a traditional ship or tall ship. Most trips start in Le Marin, Guadalupe and Mahé, and most departures are in January and March.
How these figures are calculated
The analysis covers all sailing trips published on Törnfinder with a duration of at least ten days and a start date from today onwards; the figures are recalculated twice a day. Prices are the providers' figures per person; offers for a whole yacht with skipper, which are charged per boat, are not included in the prices. "Typically" refers to the middle half of the offers, leaving out the cheapest and the most expensive quarters. The departure port is the starting port named in the listing, and a round trip is a sailing trip with the same departure and destination port. The texts on this page are written and checked by the editorial team of toernfinder.de.
When do most long sailing trips start?
There are long sailing trips all year round. In spring and autumn many deliveries are added, and in November and December the Atlantic crossings.
When the trips start
Most Long trips start in January and March. Trips are available all year round.
64
Jan50
Feb51
Mar48
Apr45
May39
Jun34
Jul15
Aug17
Sep18
Oct26
Nov41
DecAll sailing trips of 10 days or more published on Törnfinder for the next twelve months. As of: 12.11.2026.
How much does a long sailing trip cost?
Most common are trips of 10 to 15 days, usually 1,500–2,100 € per person, with a day on board costing around 130 € on average. Per day, long sailing trips are often cheaper than a week-long trip.
| Trip duration | Price per person (usually) | per day | Dates |
|---|---|---|---|
| 10–15 days | 1,500–2,100 € | around 130 € | 423 |
| 16 days or more | 2,150–5,200 € | around 140 € | 56 |
"Usually" means: the middle half of all offers falls within this range; the cheapest and most expensive quarters are not included. Click on the duration to see the corresponding trips.
On top of the trip price come travel costs and usually the ship's kitty for food, harbour fees and diesel. The box shows what typically belongs in it.
What's included in the price and what goes into the crew kitty
Included in the trip price
- Your bunk on board
- The vessel
- The skipper
Usually via the crew kitty
- Food
- Hafengeld
- Diesel
Usually around 150–300 € per person per week, depending on what the group agrees, for example whether restaurant visits are included. On some boats, meals are already included in the price.
It is best to clarify in advance with the provider exactly what is included.
Countries with the most trips
With the usual weekly price and the next departure. Each card shows the matching trips there.
Martinique
138 trips
next departure 14.11.2026
from 890 € per person
Show trips →St Vincent and the Grenadines
110 trips
next departure 14.11.2026
from 1,200 € per person
Show trips →Spain
71 trips
next departure 17.11.2026
from 540 € per person
Show trips →Popular trip types
Besides classic crew trips, these trip types are offered most often here.
Mileage-building
71 trips
Long passages with night sailing, many miles in a short time.
next departure 18.11.2026
from 540 € per person
Show trips →Sail training
16 trips
Learn to sail on board, from the basics to the exam trip.
next departure 07.12.2026
from 790 € per person
Show trips →Event sailing
9 trips
By ship to Hanse Sail, Kiel Week and other harbour festivals.
next departure 17.11.2026
from 1,100 € per person
Show trips →Frequently asked questions about long sailing trips
Short answers to the questions that come up most often before a sailing trip of two weeks or more.
Which trips does this page show?
All trips on Törnfinder lasting ten days or longer. These include island trips of over two weeks, deliveries, mile building trips and Atlantic crossings.
Where can you sail for two weeks?
Two-week sailing trips are mainly available in the Caribbean, the Canary Islands and Greece, and in summer also in Norway and the Baltic Sea.
How do you sleep on a long sailing trip?
On passages with night sailing there are fixed watches. Whoever is off watch sleeps in their bunk. After a few days the rhythm settles in.
What does a two-week sailing trip cost?
Most common are trips of 10 to 15 days, usually 1,500–2,100 € per person. Plus travel and the onboard kitty.
Can I build up nautical miles on a long sailing trip?
Yes. Long sailing trips with night passages build up plenty of miles. Ask the skipper to confirm the miles for you. More on Sea time certificate.
Do I need sailing experience?
Not for most long trips. For Atlantic crossings and deliveries, the listing states whether the provider expects previous experience.
Find your long sailing trip
Use the filter to search by sailing area, date and duration, and send your enquiry directly to the provider.