Caribbean
- Explore over 5,000 tropical islands
- Line-of-sight and blue water sailing
- Laid-back island culture and excellent diving
Labor Day Sale – Coming Soon
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Labor Day Sale – Save 20% – Coming Soon
Our Labor Day Special Offer will be live on September 2nd*!
In the meantime you can find even more savings on our special offers page. Head over to our special offers page to see the latest offers.
If you have not done so yet, sign up for our e-Newsletter to receive vacation inspiration directly to your inbox, featuring the latest product announcements, new destinations, charter recommendations, and special offers.
*Terms and Conditions
20% savings apply to Sunsail Bareboat Sailing and Flotilla charters in destinations worldwide for departures from September 2, 2025 through September 30, 2026. Peak Dates and charters in Australia are excluded. Minimum charter duration of 5 nights in Caribbean, Americas, and Exotics locations, 7 night minimum is required in Mediterranean destinations. This offer is not combinable with other Loyalty or monthly special offers, for a max savings of 20%. Offer valid September 2 to 5, 2025. New bookings only.
Why Sunsail?
⛵️ Over 50 years of expertise: Ensuring your time on the water is seamless and stress-free.
🌎 Sail Your Way: Flotilla or bareboat—choose the style that matches your pace and preferences.
💫 Unforgettable Adventures: From Croatia’s clear waters to Greece’s hidden gems, every moment on the water is a memory waiting to be made.
View Our Destinations
Mediterranean
- Fantastic local food and wine
- Island hopping and blue water sailing
- Turquoise, Dalmatian and Amalfi Coasts
Southeast Asia
- Ancient fishing villages
- Exotic beauty and idyllic islands
- World-class diving and snorkelling
Indian Ocean Yacht Charter & Sailing Vacation
- Remote, unspoilt and largely unexplored
- Strong winds ideal for experienced sailors
- Excellent diving, snorkeling and sport fishing
View our Yachts
Sunsail 352 – 2 cabin
2
Cabins
34'3"
Length
6
People
Sunsail 465 – 5 cabin
5
Cabins
45'7''
Length
10
People
Sunsail 464 – 4 cabin
4
Cabins
45'7''
Length
10
People
Sun Odyssey 490 – 5 cabin
5
Cabins
47'3"
Length
12
People
Sun Odyssey 380 – 3 Cabins
3
Cabins
36'10"
Length
6
People
Sunsail 53.5 – 5 cabin
5
Cabins
53’7”
Length
12
People
Sunsail 44.4 – 4 cabin
4
Cabins
45'7"
Length
9
People
Sunsail 44.3 – 3 cabin
3
Cabins
45'7"
Length
7
People
Sunsail 41.3 – 3 cabin
3
Cabins
41'9"
Length
8
People
Sunsail 37.3 – 3 cabin
3
Cabins
35'4"
Length
6
People
Oceanis 40.1 – 4 Cabin
4
Cabins
42’3’’
Length
10
People
Sunsail 38.2 – 2 cabin
2
Cabins
37'9"
Length
6
People
Sunsail Lagoon 450F – 4 cabin
4
Cabins
45'9"
Length
10
People
Sunsail Lagoon 424 – 4 cabin
4
Cabins
42'0"
Length
10
People
Sunsail 454L – 4 cabin
4
Cabins
45'0"
Length
11
People
Sunsail 52.4 – 4 Cabin
4
Cabins
52'4"
Length
11
People
Sunsail 47 – 4 cabin
4
Cabins
46'1"
Length
10
People
Sunsail 47 – 3 cabin
3
Cabins
46'1"
Length
8
People
Sunsail Oceanis 46.1 – 5 Cabin
5
Cabins
47'11"
Length
11
People
Sunsail 46 – 3 cabin
3
Cabins
47'9"
Length
8
People
Sunsail 44 – 4 cabin
4
Cabins
42'7"
Length
10
People
Sunsail 42.3 – 3 cabin
3
Cabins
42'3"
Length
8
People
Sunsail 41.1 – 3 cabin
3
Cabins
40'9"
Length
8
People
Sunsail 41.0 – 3 cabin
3
Cabins
40'5"
Length
8
People
Sunsail 404 – 4 cabin
4
Cabins
39'4"
Length
10
People
Sunsail 34 – 2 cabin
2
Cabins
33'11"
Length
4
People
Sun Odyssey 319 – 2 Cabin
2
Cabins
32'2"
Length
6
People
Oceanis 51.1 – 5 Cabin
5
Cabins
52'4"
Length
12
People
Oceanis 48
5
Cabins
47'11"
Length
12
People
Oceanis 38 – 3 cabin
3
Cabins
37'7"
Length
8
People
Oceanis 311 – 2 cabin
2
Cabins
31'8"
Length
6
People
Sunsail Lagoon 464
4
Cabins
45'11"
Length
10
People
Sunsail 46 – 4 Cabin
4
Cabins
47'11"
Length
10
People
Sun Odyssey 490 – 4 cabin
4
Cabins
47'3"
Length
10
People
Sunsail 41 – 3 cabin Monohull
3
Cabins
40'5"
Length
8
People
Sunsail 38 – 3 cabin Monohull
3
Cabins
37'2"
Length
8
People
Sunsail 34.1 – 2 Cabin Monohull
2
Cabins
35'4"
Length
4
People
Sunsail 454 – 4 cabin Catamaran
4
Cabins
45'0"
Length
11
People
Sunsail 424 – 4 Cabin Catamaran
4
Cabins
41'7"
Length
10
People
Don’t Let This Offer Sail Away
Book now and enjoy up to 10% off your worldwide charter holiday—because with Sunsail, your best time on the water is always waiting.
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