Sailing Cruises United States Tours & Trip Packages

Sailing Cruises United States Tours & Trips

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

7 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
United States
Greece Sailing Adventure: Corfu to Kefalonia
Save this trip to your favorites or other list
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
Standard - 3 star
Physical level
Moderate
Trip pace
Full schedule

Visits

Corfu

Highlights

  • Begin your sailing adventure on one of the most beautiful islands in the Ionian Sea – the island of Corfu, filled with gorgeous Venetian architecture and boasting an azure sea.
  • Spend your nights on a sailing boat and fall asleep to the relaxing undulation of the waves below. Watch sunset every night from a nearby beach and wake up early to catch sunrise on the deck.
  • Explore the finest beaches in the Greek Islands at sister islands Paxos and Antipaxos, swimming in translucent waters and walking along pure white sand.
  • Take a dip near private islands seldom seen, like Skorpios – once home to Jacqueline Kennedy Onassis – and Atokos – uninhabited except by a few wandering goats.
  • Explore the seaside villages, hospitable locals, glittering bays, lush verdant hills and warm tavernas of Meganisi, Kastos, Kalamos and Ithaca – all at the desired pace of your group and friendly skipper.
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

Health Safety +

More
Greece Sailing Adventure: Kefalonia to Corfu
Save this trip to your favorites or other list
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
Standard - 3 star
Physical level
Moderate

Visits

Corfu

Highlights

  • Begin your sailing adventure on the biggest and one of the most beautiful islands in the Ionian Sea – Kefalonia, famous for its delicious wine, sheer white cliff faces and world-famous beaches.    
  • Spend your nights on a sailing boat and fall asleep to the relaxing undulation of the waves below. Watch sunset every night from a nearby beach and wake up early to catch sunrise on the deck.    
  • Explore the finest beaches in the Greek Islands at sister islands Paxos and Antipaxos, swimming in translucent waters and walking along pure white sand.   
  • Take a dip near private islands seldom seen, like Skorpios – once home to Jacqueline Kennedy Onassis – and Atokos – uninhabited except by a few wandering goats.  
  • Explore the seaside villages, hospitable locals, glittering bays, lush verdant hills and warm tavernas of Meganisi, Kastos, Kalamos and Ithaca – all at the desired pace of your group and friendly skipper.
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

Health Safety +

More
Discoverers Glacier Country
Save this trip to your favorites or other list
4.9/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Alaska, Baranof Island Sitka, Glacier National Park, Icy Strait, Juneau

Highlights

  • View Alaska's massive glaciers
  • Kayak and small boat explorations
  • Visit Glacier Bay National Park
  • Enjoy whale watching in Frederick Sound and bears near Icy Strait and Chichagof Island

Themes

Cultural, Family Friendly, National Parks, Nature & Wildlife, Small Ship Cruise, Sailing

What travelers are saying

"We particularly wanted to do this trip because of the abundance of wildlife we expected to encounter and selected this ship because they offered the kayaking experience. Overall, the weather was very good. Most people seemed like minded and were there for the adventurous experience. Accommodations Review They upgraded our cabin and we were very pleased with the amount of space and the amenities in the room. We appreciated the twin windows and being able to see humpbacks diving from our cabin. It was kept very clean and it was a treat to have our bed turned down with chocolates on the pillow each night. Meals Review We liked the variety and the quality of the food. There was always something new to try. The dining room staff was very professional and personable. Crew & Guides Review Solon was our Principal Trip Leader. He was incredibly professional and it seemed like he was constantly working to maximize the encounters with wildlife and scenery, taking advantage of all the weather opportunities and going to places that they don't often go. He worked very closely with the captain who was very accommodating and caring about us having a memorable voyage. Aymie and Andrew were our kayak guides. We went out to kayak 10 different times and were able to get to know both of them well. They worked hard to keep us safe and well informed. They made sure that we didn't miss out on any land excursions. We've had quite a few kayak guides over the years that we've paddled and we loved these two. Marla was the marine biologist aboard the ship. She was very enthusiastic and had a passion for marine mammals that was infectious. We loved listening to her presentations and looked forward to hearing her voice on the PA saying that there was another whale sighting. Colin, the geologist aboard the ship, was very knowledgeable and able to make difficult subjects understandable to the passengers. Itinerary Review The trip far, far, far, far, far, far exceeded our expectations. I had one "far" in the sentence when we left South Georgia Island after seeing 250,000 King Penguins at St. Andrews Point and added the second when we saw blue whales on two different days. The third "far" was added when we saw hundreds of whales for 6 hours along the iceberg, A68a. I added another "far" when we kayaked for over an hour with humpbacks all around and another "far" when minke whales were all around the kayaks the next day. The last "far" was added the day we didn't paddle since a leopard seal was all around the kayaks and then an orca came close. We had so many incredible experiences that we could never experience all of them in the same trip again. The guides told us that the close encounters that we had didn't happen very often and that we were very lucky that they all happened on our trip. The only thing that we didn't like was portions of the Drake Passage when it was a tad rough, but that experience gives us something to talk about. Transportation Review We made our transportation arrangements through another travel agency. Traveler Advice Make sure that you take sea sickness meds. Take advantage of every opportunity to see wildlife."

Trip dates & details
Save this trip to your favorites or other list
More
Fall Semester In Baja
Save this trip to your favorites or other list
4.7/5 Excellent
28 reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Strenuous
Trip pace
Balanced schedule

Visits

California

Highlights

  • This is an outdoor leadership course designed for 23 years and older
  • Explore the stunning, contrasting environments of the Baja Peninsula
  • Develop outstanding leadership skills
  • Huge canyons and thick vegetation

Themes

High Adventure, National Parks, Nature & Wildlife, Rafting, Kayaking, Canoeing, Sailing

What travelers are saying

"Great Wilderness courses!"

Trip dates & details
Save this trip to your favorites or other list
More
Baja Women's Coastal Sailing
Save this trip to your favorites or other list
4.7/5 Excellent
28 reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • This is an outdoor leadership course designed for 23 years and older
  • Cherish the opportunity to strengthen your confidence and leadership skills
  • Get learned about technical sailing and wilderness expedition skills
  • Explore Baja’s unique natural history and landscapes

Themes

High Adventure, Hiking & Walking, National Parks, Nature & Wildlife, Rafting, Kayaking, Canoeing, Women Only, Sailing, Scuba Diving

What travelers are saying

"Great Wilderness courses!"

Trip dates & details
Save this trip to your favorites or other list
More
Discoverers' Glacier Country
Save this trip to your favorites or other list
4.9/5 Excellent
39 reviews
Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Alaska, Glacier National Park, Icy Strait, Juneau

Highlights

  • Two exclusive days in Glacier Bay National Park accompanied by a Park Ranger
  • Discover scenic coves and fjords by kayak, paddle board, and skiff
  • Beachcombing and wilderness hikes in the Tongass National Forest
  • View stunning glaciers and listen for the “white” thunder
  • Watch for whales and wildlife in Frederick Sound and Stephens Passage
Show more

Themes

High Adventure, National Parks, Nature & Wildlife, Rafting, Kayaking, Canoeing, Small Ship Cruise, Sailing

What travelers are saying

"I love your tour program. I may think of visiting other locations you offer, but I'm really invested into Ukraine for a lifestyle. I want to make additional trips to Ukraine as roles beyond tourism."

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
In the Wake of Lewis & Clark
Save this trip to your favorites or other list
3/5 Average
2 reviews
River Cruise
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Portland

Highlights

  • Enjoy active adventures featuring kayaks, expedition landing crafts, and biking as you focus on the region's natural history.
  • Visit sites such as the campsites used by the Corps of Discovery and the eclectic Maryhill Museum with its collection of Native American basketry and beadwork
  • You'll discover the region's culinary delights, aboard ship as we’re underway, and at a family farm and winery
  • Pass through the series of eight locks that raise or lower the ship over 700 feet—a monumental triumph of engineering that deserves to be observed up close
  • Visit the Columbia River Maritime Museum, which chronicles the history of river navigation and this port town

Themes

50 plus, Culinary & Wine, Cultural, Education / Learning, High Adventure, National Parks, Nature & Wildlife, Sailing

What travelers are saying

"My wife and I were on the Smithsonian Journeys Splendors of Australia and New Zealand between April 13 and May 2, 2018. Smithsonian is rated by this site as Luxury travel. However, Smithsonian "farms out" the logistics for their trip to Odysseys Unlimited. Odysseys booked within country air travel with the lowest cost air carriers. Flights were cancelled from Ayers Rock to Sydney and from Queenstown New Zealand to Rotorua. Another flight was significantly delayed so that we did not arrive at our Christchurch destination until 2:00 am, making for a really tired next day. Odysseys Unlimited compensated us $400 per person for missing a day in Sydney and paid for an excursion in Auckland for missing Rotorua. This was wholly inadequate, given that these were highlights of the trip. In addition, our tour guide was rude to several people on the trip. If Smithsonian Journeys is truly a luxury travel outfit, as we had believed, then they would not be farming out travel logistics to such a chinch company as Odysseys Unlimited. We will think twice about traveling with Smithsonian again, and so should others."

Trip dates & details
Save this trip to your favorites or other list
More
Other trips you may like [sponsored]
Greece: Sparta, Monemvasia & the Peloponnesian Peninsula
Save this trip to your favorites or other list
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 tour was one of our favorites. The tour leaders (Claudio and Tiziana) were great. The Dolomites and Italian Alps were breathtaking and the bike paths and towns were well chosen to give us a great appreciation of this Alpine countryside. Once out of Venice you really feel like you are in the country with beautiful mountains, alpine chalets and in some areas mostly German speaking residents. The biking was mostly flat with some crazy fun downhill rides. Almost all of the cycling was on bike paths, so very safe and quiet riding. As expected, VBT delivered a great tour with very good accommodations, good food and a really great group of travellers."

Trip dates & details
Save this trip to your favorites or other list
More
Best of Vietnam
Save this trip to your favorites or other list
By Odynovo
premier
5/5 Excellent
100+ reviews
Private Guided
Why we love them
They are able to handcraft custom trip plans in over 70 different destinations worldwide.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Da Nang, Ha Long Bay, Hanoi, Ho Chi Minh, Hoi An

Highlights

  • Discover significant sites and cultural delights in Vietnam's capital of Hanoi
  • Cruise through dramatic karst scenery on a boat tour of Halong Bay
  • Experience net fishing aboard a traditional basket boat in Hoi An
  • Explore historical landmarks within Ho Chi Minh City, along with Cu Chi
  • Tunnels and Mekong Delta

Themes

Cultural, Family Friendly, Hiking & Walking, Nature & Wildlife, Rafting, Kayaking, Canoeing, Sailing, Photography

What travelers are saying

"I cannot say enough good things about Odynovo, both on the coordination end (we worked with Laura Li, who was fantastic!) to the on-site people (shout out to our airport contact in Cairo Hassan, our skilled driver Ahmed, our fun Cairo guide Mai, and our knowledgable Aswan/Luxor guide Hazem - BEST crew EVER!!!) who make your trip a seamless, safe, exciting, educational, and all-around transformative life highlight. This experience was seriously a bucket-list one for my husband and me, and I can NOT emphasize enough how important the Odynovo team was to making Egypt an infinitely easier context to navigate. If you've watched travel vloggers and social media influencers attempt to navigate Egypt on their own and complain about a negative experience, fear not - if you go with Odynovo, every. single. thing. will be taken care of. There is NOTHING to worry about, and the experience was entirely positive. The people, the food, the culture, the historical sites and stories - with Odynovo taking care of all the logistical details, these are the only things you need to focus on. I am full of gratitude for the experience I had in Egypt, and I credit Odynovo for it. I will absolutely use them in the future for other destinations, and I urge you to do the same. I know my Egypt experience would not have been nearly the same had I not gone with Odynovo. Check out our adventure here: https://youtu.be/vMlAmVk7vBY Also, a passionate recommendation from my experience: DEFINITELY make the trip to Abu Simbel!! It was a major highlight (we went in a private car that left Aswan around 9am since we'd flown in from Cairo that morning). We stopped at the High Dam first, so by the time we arrived at Abu Simbel, the tour busses were on their way back to Aswan, and we had the whole of the site almost entirely to ourselves. It was one of the most awe-inspiring moments of my life. Do it. Stay the night in Abu Simbel if you can in order to avoid the crowds. It was amazing. ✨"

Trip dates & details
Save this trip to your favorites or other list
More
Wonders of South America
Save this trip to your favorites or other list
By Across South America
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
65 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Buenos Aires, Cusco, El Calafate, Iguazu Falls, Iguazu National Park, Lima, Machu Picchu, Rio de Janeiro, Torres del Paine National Park

Highlights

  • Beauties of Rio de Janeiro
  • Iguazu Falls and bird watching
  • Discover Buenos Aires & Gaucho Culture
  • Highlights of Patagonia including Perito Moreno Glacier and Torres del Paine
  • Santiago de Chile and Wines
Show more

Themes

Birding, Culinary & Wine, Cultural, High Adventure, Nature & Wildlife, Rafting, Kayaking, Canoeing, Trekking & Expeditions, Sailing, Photography

What travelers are saying

"I highly recommend Across South America for a memorable experience that is personalized for YOU."

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

Generous cancellation

More
21 Day Grand Tour Discover Real New Zealand
Save this trip to your favorites or other list
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.
5/5 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
Balanced schedule

Visits

Auckland, Christchurch, Dunedin, Fiordland National Park, Pacific Ocean, Queenstown, Rotorua, Tasmania, Wellington

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 on our wonderful 21 day Grand New Zealand Tour with Real New Zealand Tours.

Themes

Cultural, Cycling & Biking, Hiking & Walking, National Parks, Nature & Wildlife, Rafting, Kayaking, Canoeing, Relaxing Retreats, Small Ship Cruise, Train & Rail Journeys, Trekking & Expeditions, Yoga, Meditation & Wellness, Sailing, Golf

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."

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

Generous cancellation

More
Classic Vietnam and Thailand Tour
Save this trip to your favorites or other list
By China Highlights
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
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Bangkok , Hanoi, Ho Chi Minh, Hoi An , Mekong Delta, Phuket

Highlights

  • Hop on a cyclo and pass through the famed Old Quarter, catching the vibe of city life in Hanoi.
  • Drift among the unspoiled areas of Halong Bay, on AH’s overnight cruise. Our more-private crafts are half the size of the usual group-tour boats.
  • Paddle a traditional Vietnamese basket boat along the coconut palm-flanked waterways to learn about the local fisherman’s lifestyle.
  • Enjoy an evening foodie tour, walking around the ancient town of Hoi An, where colorful lanterns light up the night.
  • Take a sampan ride through the picturesque canals of the Mekong Delta.
Show more

Themes

Cultural, Nature & Wildlife, Rafting, Kayaking, Canoeing, Sailing, Photography

What travelers are saying

"I've just returned from my trip to China, a week ago. I've seen many-many interesting places of Guangdong and Guangxi provinces. But most of all i liked my 2-days trip to Longshen villages with my guide Frank from chinahighlights. The day before our trip has started, in Guilin, Frank met me in hotel and told about our journey. Next 2 days we visited traditional ancient chinese villages (the biggest from them are Ping'an and Dazhai), walking around them, saw the rice-terraces landscape (it was really unbelievable). Also we had a hiking between villages, and stayed at night at ZhongLiu village. I haven't seen any tourists in this village, even chinese tourists. It was fantastic cause we've seen real chinese life of local people, including, for example, planting vegetables, collecting tea). Very quiet, fresh air, natural food. Yes, in this village almost no shops, no souvenirs, but you dont need them. All around you a hundred times better. I advice all, who wants to see real chinese life, visit this place, especially this village, stay at night there. Thanks very much to my guide Frank and chinahighlights for this trip!"

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

Generous cancellation

More
7 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
United States

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...

Write a Review

Additional details

Always Find the Best

On Travelstride you can find 246 trips to Sailing Cruises 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 >
Sign in to reveal savings up to $700 per person!