First Time
Spoiler alert: Our 2027 summer trips go live on October 15.
12Days
23Hours
51Minutes
Poseidon's Realm
Island hopping to feed the mind and body
Only available
Where
Period
Duration
Price
Miles
Difficulty
Yacht types
Filter
15 Trips
First Time Sailing
Perfect for your first sailing experience – no prior experience needed.
Bucket List Tours
Travel to places most people only dream about.
Active Sailing
More time under sail, more nautical miles, and greater challenges.
Training
Take your sailing to the next level.
Destination
Period
Equatorial Paradise
Many Faces of the Andaman
Mystical Riviera
Skipper Training
Tropical Grenadines
Specific time period
October 2026
Su
Mo
Tu
We
Th
Fr
Sa
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
November 2026
Su
Mo
Tu
We
Th
Fr
Sa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
December 2026
Su
Mo
Tu
We
Th
Fr
Sa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
January 2027
Su
Mo
Tu
We
Th
Fr
Sa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
Trip types
Bucket List
First Time
Training
