Sailing Cruises Tours & Travel Packages 2024/2025
55 trips to Sailing Cruises tours from 144 tour companies. 833 reviews. 4.3/5 avg rating.
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DEPARTURE DATES
Style
Style
Small Group Tour Small groups are usually defined as between 10 and 24 travelers, often less. If you're the kind of person who enjoys more intimate experiences and personal service this is a good choice. All else being equal you will pay a premium for this style vs a larger group tour.
Private Guided Private tours give you the undivided attention of a guide, and often involve special access to sites and unique experiences not available to larger groups. This is a great option for families, couples, and small friend groups. Expect to pay a bit more for the extra service.
Self Guided Tour A travel company plans your itinerary and arranges all the logistics including lodging, local activities, and transportantion. You have the flexibility of a solo trip while still getting the convience and time savings of expert planning. Get 90% of the benefits of a tour, without a guide.
Group Tour Groups are between 25-60 people, typically ~30-40. Usually there will be many opportunities to split off and enjoy meals and excursions in smaller groups. This is the most economical way to travel, saving up to 40% versus booking the same itinerary yourself.
River Cruise These vessels are smaller than most ocean cruisers, limiting which amenties are available. Passenger counts can vary. One of the biggest advantages of a river cruise is the ability to dock at smaller ports and local villages.
Small Ship Cruise Small ship cruises usually have a max passenger count of 500. The primary purpose of these trips is to spend time off the vessel in local ports (e.g. Mediterranean) or experiencing nature (e.g Galapagos or Antarctica). Cabins can vary from budget to luxury.
Large Ship Cruise This is the "floating city" experience, with multiple ways to enjoy your vacation aboard the ship as much as on land. Ships are multiple floors, provide several activities, culinary, and shopping options. They often make fewer stops and have less time available for shore excursions.
Retreats Similar to a self guided tour but staying in one location only with activities and day outings included as a part of the stay.
Price
Duration Dropdown
Travelers Age
Lodging Level
Lodging Level
Camping Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Basic - 2 star You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Value - 3 star Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Premium - 4 star 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Luxury - 5 star The highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.
Physical Level
Physical Level
Very Easy Minimal walking - motor vehicles available for all major parts of trip.
Easy Normal generally flat walking in urban or suburban environments.
Moderate Walking or physical activity half to most of day - no carrying equipment.
Strenuous All or most of day hiking or biking, hills included.
Extreme Very challenging all day hiking and backpacking carrying significant equipment.
Theme
Attractions & Cities Visited
Activities & Interests
Travel Style
Travel Style
Flexible schedule A lot of free time, with very few inclusions. Ideal for independent and/or low-key travelers and cruisers.
Full schedule For those looking to maximize their sight seeing time. You thrive on a packed day’s schedule from 8 am to 6pm, with some (but limited) free time. Most activities and meals included.
Balanced schedule You will have solid amounts of both free time and structured time with some activities and meals included.
Flight & Transport Inclusions
Solo Friendly
Solo Friendly
Good for Singles Trips that specifically cater to travelers looking to meet other singles.
No Single Supplement Trips where single supplement is usually not required for solo travelers.
Supplier (Company)
Countries Visited
Continents Visited
Rivers & Seas Visitied
Stride Gives Back Stride Gives Back This trip visits a destination impacted by climate change. When you opt in to the Travelstride Gives Back program, we will donate 10% of our net revenue to organizations that help mitigate climate change in these destinations and across the globe. Learn more
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Sailing the Caribbean
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
8 days
$ 1,049 / day
$ 8,390
Travel Style :
Array
Relaxed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
The highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.
Luxury (5*)
Highlights
Visits:
- Sail the sparkling Caribbean Sea
- Aboard the historic square-rigger Sea Cloud.
- Snorkel in pristine coral reefs
- Swim in tropical lagoons
- Explore secluded cays and beaches.
- Go on historian-led walks in colonial towns infused with an intriguing mix of cultures.
- Experience an array of natural wonders including volcanoes and rain forests teeming with birds and wildlife.
Caribbean, Barbados, Dominica, Saint Lucia
Lagoon Highlights of French Polynesia
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
13 days
$ 731 / day
$ 9,505
From :
$ 12,832
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
Travel Style :
Array
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Have a romantic dinner on Vahine Island.
- Enjoy a cocktail at sunset on the lagoon.
- Explore fruit groves on Moorea.
- Indulge in an ultimate spa treatment.
French Pyrenees, Australia
Hawaiian Island Hopping Adventure
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
20 days
$ 8,328
Travel Style :
Array
Full on
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Comfort (4*)
Visits:
Hawaii, Hawaii Volcanoes National Park, Los Angeles, Maui
Under Sail: Greece to the Dalmatian Coast aboard ...
12 days
$ 1,058 / day
$ 12,690
Travel Style :
Array
Relaxed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Comfort (4*)
Highlights
Visits:
- Ply the waters of the Aegean, Ionian and Adriatic seas under sail like the ancients
- Step back in history at four UNESCO World Heritage sites, including the evocative ruins of Olympia, Greece and Albania’s historic city of Butrint
- Skim across Montenegro’s Gulf of Kotor to our Lady of The Rocks, a tiny islet formed of sunken fishing boats
- Spend a day among the marble-paved lanes and ramparts of Dubrovnik’s Old Town
Athens, Dubrovnik, Hvar Island, Korcula Island , Albania, Croatia, Greece, Montenegro
Saint Lucia and The Grenadines by land and sea
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
13 days
$ 405 / day
$ 5,270
From :
$ 7,115
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
Travel Style :
Array
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Hike to the summit of the Piton Mountains.
- Sail the Grenadines on a luxurious catamaran.
- Snorkel in Tobago Cays.
- Enjoy the bars and restaurants of Rodney Bay.
- Revel in the views from the Pigeon Island fort lookout point.
Saint Lucia, Trinidad & Tobago
Palm Island Resort & Spa break
Premier
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
7 days
$ 581 / day
$ 4,070
From :
$ 4,640
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
Travel Style :
Array
Relaxed
Physical Level :
Normal generally flat walking in urban or suburban environments.
Very Easy
Lodging Level :
The highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.
Luxury (5*)
Highlights
- An adult orientated castaway island with five white sand beaches and lush jungle.
- Rooms are decorated with Caribbean charm and offer garden, beach or ocean views.
- Two onsite restaurants serve fresh Caribbean dishes, and private dining in the pergola is a memorable experience.
- There are a huge variety of experiences on the island, including sailing to nearby Union Island.
Rome & the Amalfi Coast
9 days
$ 311 / day
$ 2,795
Travel Style :
Array
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Comfort (4*)
Highlights
Visits:
- Wander around Rome's famous landmarks including the Colosseum, Vatican City, Sistine Chapel, St Peter's Basilica and much more
- Settle into Amalfi historic Hotel with charming first class overlooking the sea
- Sail to island Carpi, PositanoPositano and Sorrento
- Hike to charming mountain Ravello
- visit the beautiful Villa Rufolo
- Enjoy the wine tasting with the best Amalfi Coast wines and the famous LIMONCELLO liqueur
Amalfi Coast, Italy
Constantinople and More: Turkey
10 days
$ 755 / day
$ 7,545
Travel Style :
Array
Relaxed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
The highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.
Luxury (5*)
Highlights
Visits:
- Visit the Topkapi Palace, the Blue Mosque, the Grand Bazaar, and cruise the Bosphorus
- Tour Ephesus, the world’s best preserved Roman city
- Explore Cappadocia’s cave dwellings and stay in a cave hotel
- Savor dinner at one of Istanbul’s premier restaurants overlooking the Bosphorus
Istanbul, Turkey
Darwin's Galápagos: Ecuador
11 days
$ 818 / day
$ 8,995
Travel Style :
Array
Mixed
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
The highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.
Luxury (5*)
Highlights
Visits:
- Tour Quito, a UNESCO World Heritage Site, and discover its preserved city center and Baroque-inspired monasteries
- Cruise the Galápagos Islands aboard a luxurious ship and explore remote coastlines
- Snorkel and kayak with sea lions along the shores and be awed by their underwater acrobatics
- Immerse yourself in topaz-blue waters on a glass-bottom boat tour
- Visit the Giant Tortoise Breeding and Rearing program to learn about these gentle creatures
- Learn more about the evolution of species at the Charles Darwin Research Center
- Browse the local markets of Guayaquil, Ecuador’s largest city
Galapagos, Guayaquil, Quito, Ecuador
Antarctic Explorer: Argentina & the Antarctic
12 days
$ 833 / day
$ 9,995
Travel Style :
Array
Full on
Physical Level :
Walking or physical activity half to most of day - no carrying equipment.
Easy
Lodging Level :
The highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.
Luxury (5*)
Highlights
Visits:
- Set foot on the Seventh Continent with this perfect introductory voyage for first-time visitors to Antarctica
- Conquer the infamous Drake Passage
- Venture aboard our specially designed, ice-strengthened and all-suites ship, the Sea Spirit
- Learn about the environment and wildlife from onboard lecturers and specialists
- Witness the abundant wildlife: penguins, seals, whales and more!
- Explore the highlights of the Antarctic Peninsula
- Adventure options include kayaking, camping and snowshoeing
- Daily Zodiac cruises and shore landings reveal Antarctica's beauty
Galapagos, Patagonia, Ushuaia, Argentina
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Top Sailing Cruises Attractions & Experiences
833 Sailing Cruises Tour Reviews - Summary 84% Recommend
All Sailing Cruises and adventure trips. Find the best guided trips and expert planned vacation and holiday packages. Average rating of 4.3 for all Sailing Cruises trips.
55 trips from 144 tour companies with 833 reviews
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