Sailing Cruises Flexible schedule Tours & Trip Packages

Sailing Cruises Flexible schedule Tours & Trips

246 Sailing Cruises trips. Tours from 133 tour companies. 289 reviews. 4.8/5 avg rating.

112 trips exactly matchall of the the filters you selected.
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Flexible schedule
Greek Island Hopper
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By Interrailing Packages
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
4.8/5 Excellent
100+ reviews
Self-Guided / Independent Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Athens, Mykonos, Santorini

Highlights

  • Discover the captivating capital of Greece, exploring the ancient history, and modern charm.
  • Experience the ultimate vacation in stunning Mykonos
  • Visit Santorini
  • Greek island hopping

Themes

Cultural, High Adventure, Nature & Wildlife, Sailing, Photography

What travelers are saying

"Los funcionarios de Interraling son excelentes personas y atienden las inquietudes a tiempo y con amabilidad. Nos ayudaron a organizar nuestras vacaciones familiares en Europa, de acuerdo a nuestras solicitudes, las cuales llenaron todas nuestras expectativas. Gracias a ustedes disfrutamos al máximo este viajes. Las salidas de los trenes fueron en el horario previsto y los hoteles buenos y bien ubicados."

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Sydney Vines, Coast & City
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By Real New Zealand Tours
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
4.9/5 Excellent
41 reviews
Self-Guided / Independent Tour
Why we love them
They are dedicated to providing personalized, authentic, and sustainable travel experiences that showcase the best of their country.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Sydney

Highlights

  • All inclusive tour package prepared by New Zealand based specialists so you sit back and relax
  • An exciting itinerary will be customised to suit you - let us help plan and perfect your dream vacation
  • We offer self-drive trips (rental car) we arrange all your accomodations, activities, attractions (you select) we book your car (fun, freedom, independence, flexibility) you set the pace each day or, select a private driver trip (fully guided) or, escorted coach tours (daily commentary). Either way, you will have an awesome time we promise!

Themes

Birding, Cultural, High Adventure, Nature & Wildlife, Small Ship Cruise, Sailing

What travelers are saying

"Geoff helped my wife and I to put together an itinerary that customized to our particular interests and preferences. At the outset he asked us where we'd like to go and, after a small number of iterations, together we were able able to craft an itinerary that met our budget, touched on much of the places we wanted, and did not have us staying at a different resort each night. Before leaving for our trip we were given our itinerary and confirmation #'s/vouchers/contact #'s for all of our activities and hotels captured in an easy-to-use app that made it extremely easy to transition to the next point of our journey. He and his assistant were quick to respond to any questions we had along the way as well. Overall, we had a great stay and highly endorse Geoff and RealNZ for anyone planning a bespoke trip to NZ."

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El Calafate & Torres del Paine Tour
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By Say Hueque
preferred
5/5 Excellent
100+ reviews
Self-Guided / Independent Tour
Why we love them
They have extensive knowledge of Argentina and the surrounding region and their specialists have visited the destinations they send travelers to.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

El Calafate, Los Glaciares National Park, Patagonia, Punta Arenas, Torres del Paine National Park

Highlights

  • Hike and discover the amazing nature of Patagonia on our El Calafate and Torres del Paine tour.
  • Meet massive glaciers, rugged mountains, and wide open, star-lit skies.
  • Best time to travel: From October to April.

Themes

Eco, Sustainable & Green Travel, National Parks, Nature & Wildlife, Sailing

What travelers are saying

"Just wanted to take this opportunity to thank you and your team for a fantastic holiday in Argentina! We loved the country and the people. The highlights for us was Iguazu Falls, the wine tour & the little hotel in Mendoza and the Glacier trekking. The Glacier was amazing!!! All flights were on time and your guides were always there to meet and great. Please pass on a special thank you to Carla who looked after us in BA and kept in touch all through our travels. Thanks again to Lujan, who did a fantastic job putting it all together and we will recommend you and your company to all our friends & family."

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Let's Go Europe
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By Interrailing Packages
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
4.8/5 Excellent
100+ reviews
Self-Guided / Independent Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Amsterdam, Barcelona, Berlin, Bratislava, Bruges, Budapest, Copenhagen, Croatia, Florence, Hamburg, Krakow, Lake Como, Ljubljana, London, Nice, Paris, Prague, Rome, Sorrento, Split, Venice, Vienna

Highlights

  • Take a walk in Trafalgar Square and admire he fountains and the famous monuments, such as the four bronze lion statues and Nelson’s Column
  • Visit Eiffel Tower
  • Visit places with amazing architecture and take sightseeing to a completely new level in Barcelona.
  • Visit Ljubljana
  • Visit UNESCO World Heritage Site
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Themes

Cultural, Family Friendly, High Adventure, Nature & Wildlife, Train & Rail Journeys, Sailing, Photography

What travelers are saying

"Los funcionarios de Interraling son excelentes personas y atienden las inquietudes a tiempo y con amabilidad. Nos ayudaron a organizar nuestras vacaciones familiares en Europa, de acuerdo a nuestras solicitudes, las cuales llenaron todas nuestras expectativas. Gracias a ustedes disfrutamos al máximo este viajes. Las salidas de los trenes fueron en el horario previsto y los hoteles buenos y bien ubicados."

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Sail Italy: Procida to Amalfi
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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."

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Health Safety +

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Galápagos — South & East Islands aboard the Yolita
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5/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Darwin, Guayaquil, Isla Santa Fe, Quito, Sucre

Highlights

  • Four nights cruising in the galápagos islands aboard the yolita
  • Explore the beautiful southern and eastern islands to see iguanas and sea lions
  • Relax on the white sandy beaches
  • Cruise by the dramatic kicker rock
  • Visit some of the best snorkelling spots in the galápagos

Themes

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

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

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Croatia Sailing Adventure: Split to Dubrovnik
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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
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Health Safety +

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Sail Greece: Santorini to Mykonos
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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
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Health Safety +

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Sailing Cruises Reviews & Ratings

4.8/5  Excellent
289  Reviews
See all Sailing Cruises tour reviews
Excellent
33
Great
2
Average
0
Disappointing
0
Terrible
1
D

Deip

May 2019

Written on

I shall recommend this tour to people who are planning a trip to a have good feel of South America.

Very good tour. Good selection of places. Transportation and transfer were immaculate. Hotels were good. Multiple air journeys went smoothly- some of the timings can...

M

Mike

Mar 2024

Written on

Self-designed 21 day trip to NZ

Geoff helped my wife and I to put together an itinerary that customized to our particular interests and preferences. At the outset he asked us where we'd like to go ...

E

Emma

May 2023

Written on

Great

We had a family trip of 5 of us and we absolutely loved the Alb...

E

Elleri

Aug 2022

Written on

Everything was pretty much perfect

Everything was pretty much perfect

R

Roberto

Aug 2022

Written on

Great beaches

Definitively compared to the best of Italy. I loved the involvemen...

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