3 Week Sailing Tours & Trips
4.5 stars on(7,311 reviews)- Choose from 48 tours
- 50+ verified reviews from TourRadar travelers
- 24/7 customer support
10 best 3 Week sailing tour packages
Compiled by
MelissaSailing travel expert at TourRadar
- Sailing Greece - Santorini to Athens
- Complete Galápagos - Yolita
- Discover the yachting islands of the Caribbean 2025-2026 - 15 Days (including St John's)
- Sailing Greece - Athens to Santorini
- Montenegro & Croatia Sailing
- Complete Galápagos - Eden
- Dalmatian Coast & Montenegro Sailing
- Discover Eastern Caribbean & Grenadines 2027
- Discover Eastern Caribbean & Grenadines 2025-2026 - 15 Days (from Marigot to Bridgetown)
- Discover the Pearls of the Caribbean 2027
Sailing Greece - Santorini to Athens
13 Reviews by TourRadar travelers“I had a wonderful two weeks sailing the seas and exploring all the incredible variety the greek island have to offer!”
Clara, traveled in May 2022
- Explore Santorini by night on arrival day
- Discover hidden gems with flexible itineraries
- Visit iconic Mykonos windmills and nightlife
Duration 15 days Destinations Santorini, Folegandros, Ios, Kimolos, Sifnos, Antiparos, Paros, Naxos, Mykonos, SyrosSee all destinations Age Range 16 to 70 year olds Operated in English Operator G Adventures From
- US$2,899
Complete Galápagos - Yolita
6 Reviews by TourRadar travelers“Usually very well organised and well looked after travel.”
Diane, traveled in July 2018
- Explore Bachas Beach and see marine iguanas
- Hike to Sierra Negra Volcano's massive caldera
- Snorkel with sea lions at Gardner Bay
Duration 17 days Destinations Quito, Santa Cruz Island, Genovesa Island, Bartolomé Island, Isabela Island, Fernandina Island, Rabida Island, Daphne Island, Seymour Norte, Lobos IslandSee all destinations Age Range up to 90 year olds Operated in English Operator G Adventures From $12,199
10% Off- US$10,979You save $1,219
- Embark on a luxury yacht cruise from St. John's
- Explore the pink sands of Barbuda's beaches
- Tour Fort Napoleon in Les Saintes
Duration 15 days Destinations Antigua and Barbuda, Guadeloupe, Virgin Island, British, Puerto Rico Age Range up to 90 year olds Operated in English Operator Emerald Cruises From $15,980
28% Off- US$11,510You save $4,470
Sailing Greece - Athens to Santorini
11 Reviews by TourRadar travelers“I loved this tour. It was mostly each destination planned out by the skipper and then we were left to our own devices once we got there.”
Roxane, traveled in May 2024
- Join a welcome meeting and explore Athens at night
- Sail the Cyclades, visit markets and historical sites
- Watch sunsets in Little Venice, Mykonos
Duration 15 days Destinations Athens, Aegina, Hydra, Kythnos, Kea, Syros, Mykonos, Naxos, Paros, AntiparosSee all destinations Age Range 16 to 70 year olds Operated in English Operator G Adventures From
28% Off- US$2,879
Montenegro & Croatia Sailing
1 Review by TourRadar travelers“The places we saw were phenomenal. This boat was truly a first class upgrade with friendly skippers.”
Fred, traveled in April 2022
- Meet your skipper and crew in Croatia
- Sail to Herceg Novi's secluded beaches
- Explore Budva's nightlife and sandy shores
Duration 15 days Destinations Dubrovnik, Cavtat, Herceg Novi, Budva, Kotor, Tivat, Split Age Range 16 to 99 year olds Operated in English Operator G Adventures From
28% Off- US$3,849
Complete Galápagos - Eden
2 Reviews by TourRadar travelers“Such close contact with so many birds and amphibians and reptiles! WOW! I will be putting a lot of positive things about this experience in my personal blog.”
Donald, traveled in November 2022
- Explore Quito and the Equator line
- Snorkel with sea lions at Bachas Beach
- Hike the dramatic landscape of Bartolomé
Duration 17 days Destinations Quito, Baltra Island, Genovesa Island, Bartolomé Island, Santiago Island, San Cristóbal Island, Santa Cruz Island, Floreana Island, Española Island, Santa Fé IslandSee all destinations Age Range up to 90 year olds Operated in English Operator G Adventures From
28% Off- US$10,149
Dalmatian Coast & Montenegro Sailing
8 Reviews by TourRadar travelers“This is my 9th trip with gadventures and by far my favorite. Loved everything about it!”
Michelle, traveled in May 2022
- Start your adventure at Split's Hotel Corner
- Sail the Adriatic with stops at ancient islands
- Explore Dubrovnik's historic streets and walls
Duration 15 days Destinations Split, Dubrovnik, Cavtat, Herceg Novi, Budva, Kotor, Tivat Age Range 16 to 90 year olds Operated in English Operator G Adventures From
28% Off- US$3,849
- Start your journey in Marigot on a luxury yacht
- Explore the coral beauty of Anguilla
- Shop and dine in historic Gustavia
Duration 15 days Destinations St Martin, Guadeloupe, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Barbados, Saint Vincent and the Grenadines Age Range up to 90 year olds Operated in English Operator Emerald Cruises From
28% Off- US$15,980
- Explore Marigot and board a luxury yacht
- Snorkel in Anguilla's clear blue waters
- Shop in Gustavia's historic downtown
Duration 15 days Destinations St Martin, Anguilla, Guadeloupe, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Barbados, Saint Vincent and the Grenadines Age Range up to 90 year olds Operated in English Operator Emerald Cruises From
28% Off- US$21,340
- Explore Marigot's blend of French and Dutch culture
- Snorkel in Anguilla's clear turquoise waters
- Discover the Baths at Virgin Gorda
Duration 15 days Destinations St Martin, Anguilla, Virgin Island, British, Guadeloupe, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Barbados Age Range up to 90 year olds Operated in English Operator Emerald Cruises From
28% Off- US$15,980
