Sailing Cruises Tours & Trip Packages
Design custom trip
TrendingMachu PicchuAngkor WatDanube RiverMt. KilimanjaroRivers & SeasGalapagosMediterranean SeaCiudad Perdida (The Lost City)Mideast & N. AfricaMekong River
EuropeFranceItalyCroatiaIrelandGreeceSwitzerlandSpainPortugalScandinaviaSee all >
South AmericaPeruEcuadorBrazilArgentinaChileColombiaPatagoniaAmazon RainforestBoliviaSee all >
AsiaChinaIndiaCambodiaTurkeyThailandJapanIndonesiaNepalJordanSee all >
AfricaTanzaniaSouth AfricaKenyaMoroccoEgyptBotswanaRwandaMadagascarEthiopiaSee all >
North AmericaUnited StatesCanadaMexicoSee all >
Australia & PacificAustraliaNew ZealandPacific IslandSee all >
Antarctica & ArcticAntarcticaArcticNorwaySee all >
Caribbean & C. AmericaCosta RicaBelizeBahamasSee all >
See all destinations >
Top TripsTop 10 ListsEditor PicksMost Popular TripsAward WinnersCollectionsTop TrendingSee all activities, themes, and interests >
ActivitiesCycling & BikingSmall Ship CruisesSafariRiver CruisesClimbing and MountaineeringTrekking & CampingHiking & WalkingTrain & RailRiver RaftingYoga, Meditation & Wellness
Styles50+Family Friendly18-30LuxuryBudgetAdventure TravelSolo and Single TripsGroup Guided ToursCustom Tour PackagesIndependent Vacation PackagesPrivate Guided
InterestsCulturalWildlifeHistoryNatureBirding toursFestivals and Special EventsEco/Sustainable TravelVolunteeringLearning & EducationalRuins & ArchaeologyCulinary & Wine Tasting
See all activities, themes, and interests >
Member Savings ProgramTour operatorsRover TripFinder AIAffiliate PartnersTravel Trivia GameAbout UsTravel ArticlesContact Us
Gift Cards
ToursSailing Cruises

Sailing Cruises Tours & Trips

253 Sailing Cruises trips. Tours from 133 tour companies. 344 reviews. 4.8/5 avg rating.

Filter by trip style:

Design custom trip
253 trips exactly matchall of the the filters you selected.
My selections:
Across Ohrid and Prespa
Save this trip to your favorites or other list

Across Ohrid and Prespa

By Aman Tours
none
5/5 Excellent
29 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Tirana

Highlights

  • Ohrid Lake
  • North Macedonia
  • Northern Greece and Albania

Themes

Climbing & Mountaineering, Nature & Wildlife, Sailing

What travelers are saying

"Although not a master in skiing this tour met all my expectations for a great holiday in Montenegro. Not only snow but also interior pools."

Trip dates & details
Save this trip to your favorites or other list
-19%$3,788
8 days From$3,080
More
Croatia Bike & Boat: Split & the Dalmatian Islands, Aboard the Jadranska Kraljica
Save this trip to your favorites or other list

Croatia Bike & Boat: Split & the Dalmatian Islands, Aboard the Jadranska Kraljica

By VBT Bicycling Vacations
premier
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 was the first organized tour my husband and I have ever joined, so we were not sure what to expect , but it turned out to be the best vacation we've ever had. The scenery and food were amazing. We stayed in beautiful hotels. Most of the riding was on paved bike paths so we hardly ever had to deal with car traffic. Our leaders, Andrea and Martin, were funny, informative , and so helpful. We are already planning to go back to Italy with VBT this summer."

Trip dates & details
Save this trip to your favorites or other list
8 days From$3,945
More
Tropical Paradise: Indonesia - Thailand
Save this trip to your favorites or other list

Tropical Paradise: Indonesia - Thailand

By Exotic Voyages
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
Why we love them
A luxury tour company that designs extraordinary, off-the-beaten-path journeys across Asia.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Bangkok, Koh Samui, Nusa Dua, Ubud

Highlights

  • Experience exotic Balinese culture
  • Waterfalls in Ubud: Taman Sari, Tibumanal, Kanto Lampol, Layana
  • Experience a monk chanting in a Thai temple
  • Snorkel in Nusa Penida island and Koh Samui
  • Sit with locals on a local train
Show more

Themes

Cultural, Nature & Wildlife, Rafting, Kayaking, Canoeing, Relaxing Retreats, Sailing, Photography, Scuba Diving

What travelers are saying

"It was such a pleasure to work with Annie from start to finish. Annie worked patiently with my very particular husband for a good month to plan a 19 day trip. (I think they bonded) We visited Hong Kong, Thailand, Cambodia and Vietnam. EVERY luxury hotel was just over the top beautiful. We took airplanes, 2 cruise boats, and a sea airplane to visit each country. There was always a knowledgeable and interesting English speaking guide to pick us up. She planned interesting tours and gave us plenty of leisure time. She also texted us everyday to see how we were doing! At one stop we wanted to change a tour planned for another and she managed to do that as well......Annie actually met us in Hanoi and we enjoyed a dinner together at one of her favorite restaurants, then took me shopping for a silk dress....really! Thank you Annie for the best trip ever. I will highly recommend you and Exotic Voyages."

Trip dates & details
Save this trip to your favorites or other list
-12%$5,221
14 days From$4,580
More
Plan Your Sailing Cruises Trip
Top Tours
All Sailing Cruises Trips
Attractions & Things to Do
Suggested Itineraries
Iconic Sailing Cruises Landmarks
Tour Companies for Sailing Cruises
Sailing Cruises Reviews

All Sailing Cruises, expedition cruises, self guided adventures and vacation packages. Find the best guided and expert planned vacation and holiday packages. Read more about Sailing Cruises

4 Days Cartagena Highlights
Save this trip to your favorites or other list

4 Days Cartagena Highlights

By BnB Colombia 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
61 reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Visits

Cartagena, Rosario Islands

Highlights

  • Cartagena City Tour
  • Restaurants Cartagena
  • Sunset Catamaran Cruise
  • OPTIONAL TOUR - Rosario Islands - Relax in a Tropical Paradise.
  • Getsemaní and Bazurto Markets
Show more

Themes

Culinary & Wine, Cultural, Education / Learning, Nature & Wildlife, Relaxing Retreats, Sailing, Photography

What travelers are saying

"My husband and I have just returned from our 3-week honeymoon in Colombia organised by Bruce and Paula and the wider team at BnB Columbia. It was truly the best holiday/ travel of our lives. We loved it so much that we consider moving there once we learn more Spanish! We had a magical experience thanks to BnB Columbia, who have organised a terrific itinerary for us and provided full support from start to finish. Paula was our main point of contact/ organiser and she was a TOP STAR!!! She was the most  kind, helpful, professional and flexible person , from the start of our initial discussions until the very end. She has always been very switched on/ hands-on, listened to us and to our ideas, gave us open and direct advice (regarding flights, accommodation, restaurants, activities- literally everything).  She even saved me when I got food poisoning from a sandwich and got medicine delivered to me super quickly. She is definitely someone you can trust and I would highly recommend her (and the whole agency) to organise your trip. We are incredibly happy to have gone to Colombia through BnB agency. They organised a proper personalised itinerary for us to match our interests. Without BnB Colombia, we wouldn't have been able to do some of the fun/ different type of activities which they were able to organise using their large network of tour guides. They can really offer any activity from A to Z.  Their tour guides were also top-notch. Especially Alejandro in Medellin. The best tour guide we have ever experienced. Some of the activities we did included a salsa class, a boat party with Colombian dance performance, as well as an indigenous village visit. All of these activities were top quality delivered with top service. We also thought that BnB Colombia offered a very good value for your money compared to some UK agencies which (in my personal view) were a bit of rip off for what they offered. If you are thinking of going through an agency, dont go with a UK agency, definitely go with BnB Colombia. BnB Colombia also made us feel I like a family. We felt like they really cared about us and that we had the best time ever. They were so engaged with us, so supportive. We felt safe at all times, no safety issues at all. They organised the transport everywhere which was always on time (this made me feel bad actually as we were always running late which was embarrassing). The drivers were super patient with us. Paula always texted us the night before about the plan for next day. We didn't have to worry about ANYTHING. Honestly, the only shortcoming of this agency is that I am not sure they cover other countries, otherwise we would 100% book with them again! Michaela & Jonathan"

Trip dates & details
Save this trip to your favorites or other list
-26%$338
4 days From$250

Health Safety

Generous cancellation

More
Australia Eastern Adventure Tour
Save this trip to your favorites or other list

Australia Eastern Adventure Tour

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
40 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
Full schedule

Visits

Melbourne, 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

50 plus, Birding, Cultural, High Adventure, Nature & Wildlife, Relaxing Retreats, Small Ship Cruise, Sailing, Photography

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
-12%$5,577
23 days From$4,892

Generous cancellation

More
14-Days Highlights of Ecuador
Save this trip to your favorites or other list

14-Days Highlights of Ecuador

By Responsible Travel
none
5/5 Excellent
16 reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Baños de Agua Santa, Cotopaxi National Park, Otavalo, Pacific Ocean, Puerto Villamil, Quilotoa, Quilotoa Lagoon, Quito, San Cristobal

Highlights

  • Culture and handcragts in the andes
  • Wildlife encounters in Galapagos Islands
  • Snorkel in one of the best sites for underwater wildlife in Los Tuneles
  • Discover an Uninhabited Islands

Themes

Birding, Climbing & Mountaineering, Culinary & Wine, Cultural, Family Friendly, High Adventure, Hiking & Walking, Nature & Wildlife, Sailing, Photography, Scuba Diving

What travelers are saying

"We just returned from a wonderful 3-week trip in Ecuador that included Quito, Amazon jungle, touring down the Andes to Cuenca, and Galapagos cruise. Our travel agent Alvaro did an excellent job helping us plan our trip - he was very knowledgeable, patient, and kind. All our guides were excellent, special shout-out to Christian, Sergio (aka Mike Tyson), and Pablo. Our favorite experiences were the Napo Cultural Center in the Amazon, biking/hiking at the Cotopaxi and Chimborazo volcanoes, and cruising the Galapagos."

Trip dates & details
Save this trip to your favorites or other list
-19%$6,027
14 days From$4,900
More

Unlock Community Benefits

Travel better together

  • Save favorite trips and itineraries
  • Get insider insights
  • Receive personalized recommendations
  • ... and much more
Join community
A Romantic 10 day trip to Greece. Athens, Paros, Mykonos, Santorini
Save this trip to your favorites or other list

A Romantic 10 day trip to Greece. Athens, Paros, Mykonos, Santorini

By Greece Insiders
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
Why we love them
Designing original, innovative, and out-of-the-box travel itineraries and incredible personalized service.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Acropolis, Athens, Mykonos, Santorini

Highlights

  • Embark of a day sailing cruise in Mykonos
  • Taste what the volcanic soil of Santorini has to offer
  • Learn about the Acropolis of Athens and its emblematic Parthenon
  • Explore the island of Paros at your own pace

Themes

Culinary & Wine, Cultural, Hiking & Walking, Small Ship Cruise, Sailing, Photography

What travelers are saying

"Normally, I don't feel like writing reviews, but I felt compelled to do it for Athens Insiders. I made the decision to travel to Athens in the summer of 2012 in order to avoid the commotion that was predicted to result from the Queen's jubilee. As usual, my work kept me busy right up to the last minute, so I ran out of time to do anything fun for my week-long trip. I learned about this young group of tour guides for Athens and its vicinity from a friend. I had a wonderful experience. I got in touch with Daphne, who gave me email recommendations for Athens attractions to see, inquired about my preferences for local cuisine, and then devised an itinerary for my trip. In addition to visiting the typical suspects in Athens (Acropolis, etc.), I also chose to travel to Delhi and spend a night at a campground there. And I had a great time, honestly. We visited the attractions when there were few visitors and spent the busiest times outside of Athens rather than being herded around like cattle. I was taken to incredible tiny eateries (the well-known tavernas), marketplaces, and other regional shops."

Trip dates & details
Save this trip to your favorites or other list
-26%$5,345
10 days From$3,959
Price updated 1 year+ ago
More
El Calafate & Torres del Paine Tour
Save this trip to your favorites or other list

El Calafate & Torres del Paine Tour

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."

Trip dates & details
Save this trip to your favorites or other list
-26%$1,667
5 days From$1,235

Health Safety

More
Travelstride Gift Card
One card, thousands of extraordinary trips
Explore
Gifts Card

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
253 trips exactly matchall of the the filters you selected.
My selections:

First

...

1

2

3

4

5

...

Last

Best Sailing Cruises Tours by Duration

1 Week
Sailing Cruises One Week Top Itineraries 

Tours, Cruises & Private Trips

10 Days
Sailing Cruises 10 Day Top Itineraries 

Tours, Cruises & Private Trips

2 Week
Sailing Cruises 2 Week Top Itineraries 

Tours, Cruises & Private Trips

Best Sailing Cruises Tours by Price

Best Sailing Cruises Luxury Tours 
Best Sailing Cruises Standard Tours 
Best Sailing Cruises Budget Tours 

Related Tours

Aegean Sea
Australia & the Pacific
Caribbean Sea
Croatia
Galapagos Islands
Greece
Mediterranean Sea
Pacific Islands
Small Ship & Expedition Cruises

Sailing Cruises Reviews & Ratings

4.8/5  Excellent
344  Reviews
Write a review
See all Sailing Cruises tour reviews
Excellent
33
Great
2
Average
0
Disappointing
0
Terrible
1
L

Linda D

Apr 2024

Written on

AMAZING from start to finish!

It was such a pleasure to work with Annie from start to finish. Annie worked patiently with my very particular husband for a good month to plan a 19 day trip. (I thi...

Tour:  Indochina Essence

h

hfarbs

Mar 2023

Written on

Fantastic Service and Trip from Exotic Voyages

"Exotic Voyages was terrific. We were originally on a group trip, and the group cancelled a couple of months before we were scheduled to leave. We found Exotic Voyag...

Tour:  Indochina Essence

C

Craig G

Feb 2023

Written on

Exotic Voyages did a great job on our Vietnam, Cambodia, and Laos trip

Great experience with Exotic Voyages on my recent trip to Vietnam, Cambodia, and Laos! I'm from Califonia and was taking a birthday trip with my mom. I started with ...

Tour:  Indochina Essence

B

Bobbydot01

Dec 2022

Written on

I will use Exotic Voyages again.

"We used Exotic Voyages for our 3 week trip. Annie made it organized and easy from the very beginning. She worked with me to develop and tweak many itineraries. All ...

Tour:  Indochina Essence

s

suspv

Jul 2022

Written on

Fantastic Indochina tour

"Fantastic Indochina tour. Diep was extremely patient working with me while we ran through several different itineraries. Very helpful and responsive in answering em...

Tour:  Indochina Essence

See all Sailing Cruises reviews

Write a Review

Additional details

Top Sailing Cruises Travel Companies
Intrepid Travel Reviews
G Adventures Reviews
Say Hueque Reviews
Real New Zealand Tours Reviews
Greece Insiders Reviews
Eskapas Reviews
Topdeck Reviews
Eros and Psyche Travel Reviews
Responsible Travel Reviews
Eastern European Experience Reviews
Asia Authentic Travel Reviews
Contiki Reviews

Always Find the Best

On Travelstride you can find 253 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!