Sailing Cruises Relaxing Retreats Tours & Trip Packages

Sailing Cruises Relaxing Retreats Tours & Trips

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

22 trips exactly matchall of the the filters you selected.
My selections:
Relaxing Retreats
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
A Trip to Athens, Mykonos, Santorini, and Crete
Save this trip to your favorites or other list
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

Chania, Delphi, Delphi Museum, Heraklion, Mykonos, Santorini

Highlights

  • Divine Delphi and Galaxidi Excursion
  • MykonosBeaches
  • Caldera Sunset Cruise Lagoon 560
  • Knossos and Archaeological Museum
  • Falassarna & Water Sports
Show more

Themes

Culinary & Wine, Cultural, High Adventure, Hiking & Walking, Local Immersion & Homestays, Relaxing Retreats, Small Ship Cruise, Sailing, Scuba Diving

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
More
South America for Food & Wine Lovers
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
Luxury - 5 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Buenos Aires, Iguazu Falls, Iguazu National Park, Mendoza, Rio de Janeiro

Highlights

  • Beauties and delights of Rio de Janeiro
  • Iguazu Falls Exclusive jungle lodge experience
  • Buenos Aires tango, food and Gaucho Culture
  • Luxury wine experiences in Mendoza and Santiago de Chile

Themes

Birding, Culinary & Wine, Cultural, Nature & Wildlife, Relaxing Retreats, 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
4 Days Cartagena Highlights
Save this trip to your favorites or other list
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

Health Safety

Generous cancellation

More
The Complete Historical Panorama of Greece
Save this trip to your favorites or other list
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, Chania, Delphi, Delphi Museum, Elafonissi, Epidavrou, Heraklion, Mycenae, Mykines, Olympia, Papandreou, Santorini, Thera, Tripolis

Highlights

  • Flavors of Athens - Food Tour - Private
  • Ancient Olympia Guided Tour - Private
  • Chania Local Cooking Class - Small Group
  • Knossos and Archaeological Museum Guided Tour - Private
  • Acropolis & Acropolis Museum Guided Tour - Private
Show more

Themes

Culinary & Wine, Cultural, Education / Learning, High Adventure, Hiking & Walking, Nature & Wildlife, Relaxing Retreats, Sailing

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
More
Best of Turkey and Greece with 3-day cruise
Save this trip to your favorites or other list
By Eskapas
preferred
4.7/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They introduce their travelers to real locals through their selection of guides and off-the-beaten-path restaurants and attractions.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Athens, Cappadocia, Crete, Ephesus, Istanbul, Izmir, Santorini

Highlights

  • - Full-service escorted tour - Most of the meals included - No hidden fees - Most comprehensive to see the highlights of Turkey and Greece

Themes

Cultural, Education / Learning, Family Friendly, Nature & Wildlife, Relaxing Retreats, Sailing

What travelers are saying

"Wonderful, we really liked it."

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

Health Safety

More

Unlock Community Benefits

Travel better together

  • Save favorite trips and itineraries
  • Get insider insights
  • Receive personalized recommendations
  • ... and much more
Join community
Petit St Vincent
Save this trip to your favorites or other list
4.9/5 Excellent
100+ reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • The perfect hideaway in the seclusion of the lush forest of Petit St Vincent Island.
  • Villas are completely private, opening out onto the beach.
  • Open air beachfront restaurant serving freshly caught seafood.
  • Access to some of the best diving sites at the JM Cousteau dive facility.
  • Take a day's sailing trip out to Tobago Cays, where skipper, Jeff Stevens will take you to some of the most beautiful deserted beaches.

Themes

Local Immersion & Homestays, Nature & Wildlife, Relaxing Retreats, Sailing, Scuba Diving

What travelers are saying

"It's hard to describe how lucky we are to have been able to work with Stephanie in planning our honeymoon to Japan. From the very beginning, Stephanie was friendly, flexible, and an absolute wealth of knowledge. We had several meetings with her leading up to our trip to come up with the perfect itinerary. Throughout this, Stephanie was mindful of our budget, without sacrificing anything. During our trip, Audley was available at all hours to help with anything and everything which was such a relief to know we had that resource available to us. I truly cannot imagine having planned this trip without all of Stephanie's guidance and knowledge- and cannot imagine taking another big trip like this without the help of Audley. Thank you again!"

Trip dates & details
Save this trip to your favorites or other list
More
Blue Waters Resort break
Save this trip to your favorites or other list
4.9/5 Excellent
100+ reviews
Private Guided
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Antigua, Caribbean

Highlights

  • Play a round of golf at Antigua's only PGA rated course, Cedar Valley Golf Club, just 5 km (3 miles) away from Blue Waters Resort.
  • The Cove restaurant is situated high above the cliffs, giving a unique dining experience over the Caribbean Sea.
  • The resort is set in 17 acres of tropical gardens, which can be explored with the head gardener, John on a private tour.
  • Book a sail at sunset or lobster lunch cruise to get the most out of the tranquil ocean setting.
  • Complimentary water bottles for all guests and excellent attitude to sustainability.

Themes

Nature & Wildlife, Relaxing Retreats, Yoga, Meditation & Wellness, Sailing, Golf

What travelers are saying

"It's hard to describe how lucky we are to have been able to work with Stephanie in planning our honeymoon to Japan. From the very beginning, Stephanie was friendly, flexible, and an absolute wealth of knowledge. We had several meetings with her leading up to our trip to come up with the perfect itinerary. Throughout this, Stephanie was mindful of our budget, without sacrificing anything. During our trip, Audley was available at all hours to help with anything and everything which was such a relief to know we had that resource available to us. I truly cannot imagine having planned this trip without all of Stephanie's guidance and knowledge- and cannot imagine taking another big trip like this without the help of Audley. Thank you again!"

Trip dates & details
Save this trip to your favorites or other list
More
Travelstride Gift Card
One card, thousands of extraordinary trips
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
22 trips exactly matchall of the the filters you selected.
My selections:
Relaxing Retreats
...

1

2

...

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!