Sailing Cruises Group Tours & Trip Packages

Sailing Cruises Group Tours & Trips

249 Sailing Cruises trips. Tours from 133 tour companies. 290 reviews. 4.8/5 avg rating.

23 trips exactly matchall of the the filters you selected.
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Group Tour
Greece: Sparta, Monemvasia & the Peloponnesian Peninsula
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4.9/5 Excellent
100+ reviews
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Extreme
Trip pace
Full schedule

Visits

Athens, Crete, Santorini

Highlights

  • Uncover the treasures of the hillside medieval gem of Mystras, the Byzantine Empire’s cultural capital for nearly a millennium, with an expert archaeologist-guide.
  • Savor the recipes and the flavors of ancient Byzantine cuisine during a special dinner.
  • Walk through the maze of alleyways in the medieval castle town of Monemvasia, a crossroads of civilizations with Byzantine, Frankish, Venetian, and Ottoman influences.
  • Cruise around the monolithic Rock of Monemvasia.
  • Join a taverna owner on a shrimp-harvesting excursion, then join him for a cooking lesson and prepare garidopetoules—a savory shrimp pancake.

Themes

Cultural, Cycling & Biking, Nature & Wildlife, Sailing, Photography

What travelers are saying

"This trip is unbelievably fantastic. Two of the best rides of my life, were on this tour. The guides were very good and this was just the start, when we met them, at the hotel in Cortina. Cortina was the site of the 1956 Olympics, and is a small pretty village. Nothing was open the two nights we were there, so probably bad timing. Hotel was a typical ski village hotel, good Italian/German food, and very comfortable. Second day of biking was up an old railroad spur that is now a ski trail about 15-20 K up to a mountain pass called Cimabanche Pass, which is beautiful. We rode up in a snow storm, then rain, then finally clear skies. This was the number two best ride of my life. Starting out from the hotel in Cortina, up the old spur, through single track bike trails, past babbling brooks, up to this fabulous mountain pass. This is now where the fun starts. Mostly downhill on paved roads very little traffic, at good speeds, through the most spectacular valleys you would ever see on a bike ride. Breathtaking. It had to end back at the hotel for a big dinner. The best ride of my life was the last biking day out of Merano. We were bused up 1500 K, about 85-90 miles to Lake Resia, high up in the Dolomites, then rode around the lake, down, back to Merano. High mountain peaks, many valleys,small towns, many grape growing farms, scenery, the best, and cool brisk weather. This was truly a great bike tour, one I will never forget. The trip is rated easy, but maybe easy/moderate is closer. The Hotel in Merano is excellent, middle of old town, modern, has a thermal bath, rooms were very good. The town of Merano is a must see if in the area, small, beneath the high mountains of the Dolomites, good restaurants, lots of tourists."

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Vietnam: Hanoi, Hue, Hoi An & Saigon
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4.9/5 Excellent
100+ reviews
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Visits

Hanoi, Ho Chi Minh, Hoi An , Hue, Mekong Delta, Saigon

Highlights

  • Explore Hanoi on two guided tours and a cyclo (rickshaw) ride.
  • Attend a performance that’s unique to Vietnamese culture: a water puppet show.
  • Delve into Vietnam’s ancient history on a guided tour of the Imperial City and the Forbidden Purple City of Hue.
  • Admire shifting landscapes of fish and duck farms, rice paddies, palm forests, mountains, and coastline on scenic cycling routes.
  • Savor the local cuisine—including a hands-on class at a cooking school.

Themes

Cultural, Cycling & Biking, Nature & Wildlife, Sailing

What travelers are saying

"This trip is unbelievably fantastic. Two of the best rides of my life, were on this tour. The guides were very good and this was just the start, when we met them, at the hotel in Cortina. Cortina was the site of the 1956 Olympics, and is a small pretty village. Nothing was open the two nights we were there, so probably bad timing. Hotel was a typical ski village hotel, good Italian/German food, and very comfortable. Second day of biking was up an old railroad spur that is now a ski trail about 15-20 K up to a mountain pass called Cimabanche Pass, which is beautiful. We rode up in a snow storm, then rain, then finally clear skies. This was the number two best ride of my life. Starting out from the hotel in Cortina, up the old spur, through single track bike trails, past babbling brooks, up to this fabulous mountain pass. This is now where the fun starts. Mostly downhill on paved roads very little traffic, at good speeds, through the most spectacular valleys you would ever see on a bike ride. Breathtaking. It had to end back at the hotel for a big dinner. The best ride of my life was the last biking day out of Merano. We were bused up 1500 K, about 85-90 miles to Lake Resia, high up in the Dolomites, then rode around the lake, down, back to Merano. High mountain peaks, many valleys,small towns, many grape growing farms, scenery, the best, and cool brisk weather. This was truly a great bike tour, one I will never forget. The trip is rated easy, but maybe easy/moderate is closer. The Hotel in Merano is excellent, middle of old town, modern, has a thermal bath, rooms were very good. The town of Merano is a must see if in the area, small, beneath the high mountains of the Dolomites, good restaurants, lots of tourists."

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Croatia Bike & Boat: Split & the Dalmatian Islands, Aboard the Jadranska Kraljica
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4.9/5 Excellent
100+ reviews
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Extreme
Trip pace
Full schedule

Visits

Dubrovnik, Hvar Island, Korcula Island , Split

Highlights

  • Explore the medieval fortress and fascinating fishing museum in the tiny village of Komiža on the island of Vis.
  • Cycle into historic cities central to the past and culture of the Dalmatian Islands: Korčula, Hvar, Jelsa, Stari Grad, Postira, Pučišća.
  • Learn some Croatian cooking tips during a demonstration with your onboard chef—and savor the results for dinner.
  • Visit one of the last remaining stonecutters’ schools, on the island of Brač.
  • Taste unique Dalmatian wines in one of the well-known local wineries.

Themes

Culinary & Wine, Cultural, Cycling & Biking, Nature & Wildlife, Sailing

What travelers are saying

"This trip is unbelievably fantastic. Two of the best rides of my life, were on this tour. The guides were very good and this was just the start, when we met them, at the hotel in Cortina. Cortina was the site of the 1956 Olympics, and is a small pretty village. Nothing was open the two nights we were there, so probably bad timing. Hotel was a typical ski village hotel, good Italian/German food, and very comfortable. Second day of biking was up an old railroad spur that is now a ski trail about 15-20 K up to a mountain pass called Cimabanche Pass, which is beautiful. We rode up in a snow storm, then rain, then finally clear skies. This was the number two best ride of my life. Starting out from the hotel in Cortina, up the old spur, through single track bike trails, past babbling brooks, up to this fabulous mountain pass. This is now where the fun starts. Mostly downhill on paved roads very little traffic, at good speeds, through the most spectacular valleys you would ever see on a bike ride. Breathtaking. It had to end back at the hotel for a big dinner. The best ride of my life was the last biking day out of Merano. We were bused up 1500 K, about 85-90 miles to Lake Resia, high up in the Dolomites, then rode around the lake, down, back to Merano. High mountain peaks, many valleys,small towns, many grape growing farms, scenery, the best, and cool brisk weather. This was truly a great bike tour, one I will never forget. The trip is rated easy, but maybe easy/moderate is closer. The Hotel in Merano is excellent, middle of old town, modern, has a thermal bath, rooms were very good. The town of Merano is a must see if in the area, small, beneath the high mountains of the Dolomites, good restaurants, lots of tourists."

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Sail Dubrovnik to Split / Premium Boat, Above Deck Cabins
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By Travel Talk
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
100+ reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Dubrovnik, Split

Themes

Cultural, Local Immersion & Homestays

What travelers are saying

"Did the Jordan Essential Tour, it was absolutely amazing. This was my first Group Travel Tour and I loved it. I was worried about being the oldest one on the tour (I’m 34), but it was a good mix of ages. It was incredible to travel with people of different nationalities. Our Tour guide Issa was great. At all times he was really helpful. Taught us a lot about Jordanien history and culture. The tour was a great mix of everything...sightseeing, exploring, chillin and partying."

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France Bike & River Cruise: Lyon to Nice
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4.9/5 Excellent
100+ reviews
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Visits

Arles, Avignon, Lyon, Nice, Paris

Highlights

  • Admire the magnificent vistas of France’s most renowned wine regions by river and by bicycle.
  • Enjoy the best of both worlds: an all-inclusive river ship cruise and VBT Bicycling Vacation.
  • Ride among the lush, fertile vineyards of Burgundy and Provence, pausing at your leisure for wine tastings and tours.
  • Learn the history of the magnificent Pont du Gard Roman aqueduct and UNESCO World Heritage site’s museum, and savor a delicious picnic lunch.
  • Walk the cobbled and historic streets of Lyon and Avignon as a local guide brings them alive with history and lore.

Themes

Culinary & Wine, Cultural, Cycling & Biking, Nature & Wildlife, Sailing, Photography

What travelers are saying

"This trip is unbelievably fantastic. Two of the best rides of my life, were on this tour. The guides were very good and this was just the start, when we met them, at the hotel in Cortina. Cortina was the site of the 1956 Olympics, and is a small pretty village. Nothing was open the two nights we were there, so probably bad timing. Hotel was a typical ski village hotel, good Italian/German food, and very comfortable. Second day of biking was up an old railroad spur that is now a ski trail about 15-20 K up to a mountain pass called Cimabanche Pass, which is beautiful. We rode up in a snow storm, then rain, then finally clear skies. This was the number two best ride of my life. Starting out from the hotel in Cortina, up the old spur, through single track bike trails, past babbling brooks, up to this fabulous mountain pass. This is now where the fun starts. Mostly downhill on paved roads very little traffic, at good speeds, through the most spectacular valleys you would ever see on a bike ride. Breathtaking. It had to end back at the hotel for a big dinner. The best ride of my life was the last biking day out of Merano. We were bused up 1500 K, about 85-90 miles to Lake Resia, high up in the Dolomites, then rode around the lake, down, back to Merano. High mountain peaks, many valleys,small towns, many grape growing farms, scenery, the best, and cool brisk weather. This was truly a great bike tour, one I will never forget. The trip is rated easy, but maybe easy/moderate is closer. The Hotel in Merano is excellent, middle of old town, modern, has a thermal bath, rooms were very good. The town of Merano is a must see if in the area, small, beneath the high mountains of the Dolomites, good restaurants, lots of tourists."

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The Netherlands Bike & Boat: Springtime in Holland, Aboard the Princesse Royal
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4.9/5 Excellent
100+ reviews
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Visits

Alkmaar, Amsterdam, Den haag, Gouda, Haarlem, Leiden

Highlights

  • Learn how historic windmills work and how they are used to reclaim land called “polders.”
  • View rare and historic flower bulbs at the flower garden museum, Hortus Bulborum.
  • Explore the living catalog of spring flowers at Keukenhof Gardens.
  • Explore Holland’s “Green Heart,” a rural and peaceful nature zone.

Themes

Cultural, Cycling & Biking, Nature & Wildlife, Sailing, Photography

What travelers are saying

"This trip is unbelievably fantastic. Two of the best rides of my life, were on this tour. The guides were very good and this was just the start, when we met them, at the hotel in Cortina. Cortina was the site of the 1956 Olympics, and is a small pretty village. Nothing was open the two nights we were there, so probably bad timing. Hotel was a typical ski village hotel, good Italian/German food, and very comfortable. Second day of biking was up an old railroad spur that is now a ski trail about 15-20 K up to a mountain pass called Cimabanche Pass, which is beautiful. We rode up in a snow storm, then rain, then finally clear skies. This was the number two best ride of my life. Starting out from the hotel in Cortina, up the old spur, through single track bike trails, past babbling brooks, up to this fabulous mountain pass. This is now where the fun starts. Mostly downhill on paved roads very little traffic, at good speeds, through the most spectacular valleys you would ever see on a bike ride. Breathtaking. It had to end back at the hotel for a big dinner. The best ride of my life was the last biking day out of Merano. We were bused up 1500 K, about 85-90 miles to Lake Resia, high up in the Dolomites, then rode around the lake, down, back to Merano. High mountain peaks, many valleys,small towns, many grape growing farms, scenery, the best, and cool brisk weather. This was truly a great bike tour, one I will never forget. The trip is rated easy, but maybe easy/moderate is closer. The Hotel in Merano is excellent, middle of old town, modern, has a thermal bath, rooms were very good. The town of Merano is a must see if in the area, small, beneath the high mountains of the Dolomites, good restaurants, lots of tourists."

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Croatia Bike & Boat: Split & the Dalmatian Islands by Yacht
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4.9/5 Excellent
100+ reviews
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Extreme
Trip pace
Full schedule

Visits

Dubrovnik, Split, Zagreb

Highlights

  • Explore the tiny village of Komiža on the island of Vis and enjoy a delicious seafood risotto for lunch.
  • Cycle into historic cities central to the past and culture of the Dalmatian Islands: Korčula, Hvar, Jelsa, Stari Grad, Postira, Pučišća.
  • Learn some Croatian cooking tips during a demonstration with your onboard chef—and savor the results for dinner.
  • Visit one of the last remaining stonecutters’ schools, on the island of Brač.
  • Taste unique Dalmatian wines in one of the well-known local wineries.

Themes

Culinary & Wine, Cultural, Cycling & Biking, Education / Learning, Nature & Wildlife, Sailing, Photography

What travelers are saying

"This trip is unbelievably fantastic. Two of the best rides of my life, were on this tour. The guides were very good and this was just the start, when we met them, at the hotel in Cortina. Cortina was the site of the 1956 Olympics, and is a small pretty village. Nothing was open the two nights we were there, so probably bad timing. Hotel was a typical ski village hotel, good Italian/German food, and very comfortable. Second day of biking was up an old railroad spur that is now a ski trail about 15-20 K up to a mountain pass called Cimabanche Pass, which is beautiful. We rode up in a snow storm, then rain, then finally clear skies. This was the number two best ride of my life. Starting out from the hotel in Cortina, up the old spur, through single track bike trails, past babbling brooks, up to this fabulous mountain pass. This is now where the fun starts. Mostly downhill on paved roads very little traffic, at good speeds, through the most spectacular valleys you would ever see on a bike ride. Breathtaking. It had to end back at the hotel for a big dinner. The best ride of my life was the last biking day out of Merano. We were bused up 1500 K, about 85-90 miles to Lake Resia, high up in the Dolomites, then rode around the lake, down, back to Merano. High mountain peaks, many valleys,small towns, many grape growing farms, scenery, the best, and cool brisk weather. This was truly a great bike tour, one I will never forget. The trip is rated easy, but maybe easy/moderate is closer. The Hotel in Merano is excellent, middle of old town, modern, has a thermal bath, rooms were very good. The town of Merano is a must see if in the area, small, beneath the high mountains of the Dolomites, good restaurants, lots of tourists."

Trip dates & details
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Holland & Belgium Bike & Boat: Bruges to Amsterdam
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4.9/5 Excellent
100+ reviews
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Visits

Amsterdam, Bruges, Holland

Highlights

  • Cycle along tranquil rivers and past meadows, dairy farms, quaint villages, and polder countrysides.
  • Get acquainted with local people — and local life — during a visit to a family home.
  • Join a local guide for a boat tour of Ghent, whose history dates to around 600 AD.
  • View the famous Kinderdijk windmills, a UNESCO World Heritage site.
  • Sip authentic Belgian beer during a special tasting on board.

Themes

Cultural, Cycling & Biking, Eco, Sustainable & Green Travel, Local Immersion & Homestays, Nature & Wildlife, Sailing

What travelers are saying

"This trip is unbelievably fantastic. Two of the best rides of my life, were on this tour. The guides were very good and this was just the start, when we met them, at the hotel in Cortina. Cortina was the site of the 1956 Olympics, and is a small pretty village. Nothing was open the two nights we were there, so probably bad timing. Hotel was a typical ski village hotel, good Italian/German food, and very comfortable. Second day of biking was up an old railroad spur that is now a ski trail about 15-20 K up to a mountain pass called Cimabanche Pass, which is beautiful. We rode up in a snow storm, then rain, then finally clear skies. This was the number two best ride of my life. Starting out from the hotel in Cortina, up the old spur, through single track bike trails, past babbling brooks, up to this fabulous mountain pass. This is now where the fun starts. Mostly downhill on paved roads very little traffic, at good speeds, through the most spectacular valleys you would ever see on a bike ride. Breathtaking. It had to end back at the hotel for a big dinner. The best ride of my life was the last biking day out of Merano. We were bused up 1500 K, about 85-90 miles to Lake Resia, high up in the Dolomites, then rode around the lake, down, back to Merano. High mountain peaks, many valleys,small towns, many grape growing farms, scenery, the best, and cool brisk weather. This was truly a great bike tour, one I will never forget. The trip is rated easy, but maybe easy/moderate is closer. The Hotel in Merano is excellent, middle of old town, modern, has a thermal bath, rooms were very good. The town of Merano is a must see if in the area, small, beneath the high mountains of the Dolomites, good restaurants, lots of tourists."

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Sailing Cruises Reviews & Ratings

4.8/5  Excellent
290  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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