All World Sailing Tours & Trips 2024/2025

All Trips & Tours

8,398 World trips. Tours from 72 tour companies. 286,541 reviews. 4.6/5 avg rating.

53 trips exactly matchall of the the filters you selected.
My selections:
Sailing
Croatia Sailing Adventure: Split to Dubrovnik
5/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Croatia, Diocletian's Palace, Dubrovnik, Split

Highlights

  • What better way to see the historic towns, protected forests and stunning islands of Croatia’s Dalmatian Coast than aboard a private yacht? All aboard for a week in paradise.
  • Explore beautiful Split, where tradition, modernity and a variety of European influences come together. A visit to the Diocletian’s Palace reveals some of the Adriatic Coast’s most important surviving Roman buildings.
  • Bliss out on Brac’s world famous Zlatni Rat beach, a spit of white sand jutting out into turquoise waters.
  • Opened to the public only in 1989, the island of Vis boasts coastal scenery and a military history just waiting to be discovered. Also, the local vugava wine is rather nice.
  • Stari Grad, Hvar’s Old Town, is quite literally one of the oldest towns in Europe, and a charming one at that. It provides a great base from which to explore the island.

Themes

Small Ship Cruise, Sailing

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

Trip dates & details
Save this trip to your favorites or other list
More
Sail Greece: Santorini to Mykonos
4.8/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Akrotiri, Mykonos, Santorini

Highlights

  • Spend your days island-hopping in the Cyclades, swimming in the clear waters of the Aegean and sleeping aboard a yacht
  • The blue and white villages of Santorini may cling to the rim of an ancient volcano, but the only fire you’ll see is in the island’s magnificent sunsets
  • In the sleepy fishing villages of the Small Cyclades islands, you’re more likely to break bread with a local than a tourist
  • A taste of rural life on the large island of Navos is a mix of historic neighbourhoods and Kitron liqueur
  • Stylish Mykonos is a place where Europe’s chic and beautiful come to play – offering an exclusive, boutique feel to the island

Themes

Small Ship Cruise, Sailing

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

Trip dates & details
Save this trip to your favorites or other list
More
Greece Sailing Adventure: Cyclades Islands
5/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Mykonos, Santorini

Highlights

  • A Santorini sunset around the caldera is a sight to behold. Walk along the volcanic rim of the island past white villages that cling to plunging cliffs and watch as day turns to night in the most stunning of ways.
  • Sail the Aegean Sea on your small group yacht and island-hop through the Cyclades, taking regular stops to swim off the side of your boat and letting the pitch and roll of the ocean help you sleep at night.
  • Feast on fresh seafood at a sleepy waterfront taverna in the Small Cyclades islands – far away from tourist crowds and deep in the local way of life. This is island living, Greek style.
  • Step back in time among the Venetian architecture of Naxos and consider learning about rural life with a daytrip to a country village – a couple of the many experiences to be had around the Cyclades.
  • No Greek island adventure is complete without a stop in Mykonos. Embrace your hedonistic side with its boutique culture and nightlife or relax on one of the many beaches dotted along the coast.

Themes

Small Ship Cruise, Sailing

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

Trip dates & details
Save this trip to your favorites or other list
More
Sail Italy: Procida to Amalfi
4.7/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Amalfi Coast, Naples, Pompeii, Sorrento

Highlights

  • Among the pastel-hued houses of tranquil Procida, you’ll really feel like you’ve wandered off the beaten track
  • Visit the ancient Roman town of Pompeii, which emerged from the ashes after thousands of years, and take a peak inside the steaming crater of the volcano that destroyed it
  • Stroll through the flourishing countryside of the Amalfi Coast and pick olives straight from the tree
  • This region is a haven for seafood, views and relaxation. With the free time that's afforded on this trip, you're able to explore the coast's famous cuisine, find the ideal picture-postcard views and float along at your own leisure
  • The stunning landscape of the Sorrentine Peninsula is a picturesque blend of coastlines, volcanoes and distinctive islands

Themes

Small Ship Cruise, Sailing

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

Trip dates & details
Save this trip to your favorites or other list
More
Croatia Sailing Adventure: Dubrovnik to Split
5/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Croatia, Diocletian's Palace, Dubrovnik, Split

Highlights

  • What better way to see the historic towns, protected forests and stunning islands of Croatia’s Dalmatian Coast than aboard a private yacht? All aboard for a week in paradise.
  • Set sail out of beautiful Dubrovnik. The World Heritage-listed walled city plays host to film crews every year.
  • Wander the length of car-free Lopud in the idyllic Elafiti Islands.
  • Discover the lush forests of Mljet, which are yet to be spoilt by mainstream tourism.
  • Visit Odysseus Cave where, according to legend, the king of Ithaca once found refuge after surviving a shipwreck.
Show more

Themes

Small Ship Cruise, Sailing

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

Trip dates & details
Save this trip to your favorites or other list
More
Sail Italy: Amalfi to Procida
5/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Amalfi Coast, Blue Grotto, Isle of Capri

Highlights

  • Step back in time among Amalfi's olive groves, ancient villages and medieval architecture. This town retains a rustic charm, and you’ll have plenty of time to explore before you set sail.
  • Discover the holiday destination of Roman emperors – the idyllic city of Capri. Let the isle’s history captivate you as you spend the day exploring with your small group.
  • With its pastel buildings and tranquil marina, mooring colourful Procida is ideal for relaxation by the sea with an aperitif – or exploring on foot and finding the best photo spot.
  • Explore the caves of Capri’s Grotta Azzura (the Blue Grotto) and swim daily in the glittering waters of the Mediterranean. Then, spend every night falling asleep to the gentle rock of waves on board your group’s yacht.
  • When you’re not watching the sunset on deck or exploring the coastal towns akin to paradise, you’ll be eating! With delicious regional cuisine and local, freshly caught seafood every day, you definitely won’t go hungry in Italy.
Show more

Themes

Small Ship Cruise, Sailing

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

Trip dates & details
Save this trip to your favorites or other list
More

Unlock Community Benefits

Travel better together

  • Save favorite trips and itineraries
  • Get insider insights
  • Receive personalized recommendations
  • ... and much more
Join community
Phuket Sailing Adventure
5/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Andaman Sea, Phuket

Highlights

  • Leave behind the vibrant, modern pizzazz of Phuket and set sail on the beautifully calm waters of the Andaman Sea – by yacht no less!
  • Slip into the beach-loving life with long walks on the finest white sands and salty swims in the inviting azure waters of Thailand’s best beaches.
  • There are few things more relaxing than sleeping out beneath the stars, rocked by the gentle pitch of a yacht. Choose to spend a night on the deck and see for yourself.
  • Feast on delicious food with no effort at all – you’ll have the added benefit of an onboard chef, whipping up Thai favourites daily.
  • Relax with the knowledge that the biggest decision of the day is whether to paddleboard, snorkel, swim with the tropical fish or kayak across shimmering seas.

Themes

Small Ship Cruise, Sailing

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

Trip dates & details
Save this trip to your favorites or other list
More
Absolute Galapagos (Grand Daphne)
4.5/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Charles Darwin Research Station, Cotopaxi, Darwin, Galapagos, Isabela Island, Isla Baltra, Isla Floreana, Isla Santa Fe, Isla Santiago, Quito, San Cristobal, Santa Cruz, Santa Cruz Island, Santa Fe, Santiago

Highlights

  • With over two weeks spent on the archipelago, this trip takes a more leisurely pace. Spend more time on each island, soaking up the sun and the sea (lions).
  • Hike, snorkel, sleep, repeat – this isn’t your average cruise. Get active in the rugged and isolated Galapagos Islands.
  • Sea lions are like the dogs of the ocean: playful, goofy and curious. And while you can’t pat them, you’re bound to fall in love with these furry frolickers.
  • Pink flamingos, red-throated frigates and blue-footed boobies will have you craning your neck, snapping photos and contemplating a career in ornithology.
  • Towering cacti, rocky cliffs, red-sand beaches and more await you in this otherworldly archipelago.
Show more

Themes

National Parks, Nature & Wildlife, Small Ship Cruise, Sailing

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

Trip dates & details
Save this trip to your favorites or other list
More

Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
Design custom trip
53 trips exactly matchall of the the filters you selected.
My selections:
Sailing
...

1

2

3

...

Reviews & Ratings

4.6/5  Excellent
286,541  Reviews
See all tour reviews
Excellent
218,321
Great
46,501
Average
9,577
Disappointing
4,106
Terrible
7,864
N

Niall

Feb 2024

Written on

Sapporo Snow Festival

This was an excellent trip that explored the top of Japan down to the cultural centre in Kyoto. Snow, ice, lights, food, local traditions and cultures at the start ...

C

Colin

Feb 2024

Written on

Costa Rica Wildlife Tour

Fantastic tour with lots of wildlife sightings (quetzals, sloths, monkeys, snakes and poison dart frogs to name but a few). Fransisco was an excellent leader, very k...

M

Moira

Feb 2024

Written on

Maldive Dhoni Cruise

The best Explore trip I have ever done. Too many highlights - we were so well looked after. Teddie the tour leader was amazing - so knowledgeable and the snorkelling...

T

Trusted Customer

Feb 2024

Written on

Jordan Discovery

The tour was fantastic in all aspects - with our tour guide addallah alhlalat providing an amazing level of knowledge and fun throughout - petra, jersh and karak cas...

A

Alan Gick

Feb 2024

Written on

New Zealand Magic

Time in coach a bit to long. Political commentary annoying

Write a Review

Always Find the Best

On Travelstride you can find 8398 trips to World and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.

Top Tour Companies on Travelstride:
All 1,600+ companies >