Sailing Cruises Tours & Trips 2020
46 trips to Sailing Cruises tours from 144 tour companies. 800 reviews. 4.4/5 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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Sail Italy: Procida to Amalfi
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
4 days
$ 316 / day
$ 1,263
From :
$ 1,705
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 :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Among the pastel-hued houses of tranquil Procida, you’ll really feel like you’ve wandered off the beaten track
- Visit the ancient Roman town of Pompeii, which emerged from the ashes after thousands of years, and take a peak inside the steaming crater of the volcano that destroyed it
- Stroll through the flourishing countryside of the Amalfi Coast and pick olives straight from the tree
- This region is a haven for seafood, views and relaxation. With the free time that's afforded on this trip, you're able to explore the coast's famous cuisine, find the ideal picture-postcard views and float along at your own leisure
- The stunning landscape of the Sorrentine Peninsula is a picturesque blend of coastlines, volcanoes and distinctive islands
Naples, Pompeii, Sorrento, Amalfi Coast, Italy
Croatia Sailing Adventure: Split to Dubrovnik
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
8 days
$ 286 / day
$ 2,290
From :
$ 3,092
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 :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- What better way to see the historic towns, protected forests and stunning islands of Croatia’s Dalmatian Coast than aboard a private yacht? All aboard for a week in paradise.
- Explore beautiful Split, where tradition, modernity and a variety of European influences come together. A visit to the Diocletian’s Palace reveals some of the Adriatic Coast’s most important surviving Roman buildings.
- Bliss out on Brac’s world famous Zlatni Rat beach, a spit of white sand jutting out into turquoise waters.
- Opened to the public only in 1989, the island of Vis boasts coastal scenery and a military history just waiting to be discovered. Also, the local vugava wine is rather nice.
- Stari Grad, Hvar’s Old Town, is quite literally one of the oldest towns in Europe, and a charming one at that. It provides a great base from which to explore the island.
Croatia, Diocletian's Palace, Dubrovnik, Split
Sail Greece: Santorini to Mykonos
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
8 days
$ 224 / day
$ 1,790
From :
$ 2,417
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 :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Spend your days island-hopping in the Cyclades, swimming in the clear waters of the Aegean and sleeping aboard a yacht
- The blue and white villages of Santorini may cling to the rim of an ancient volcano, but the only fire you’ll see is in the island’s magnificent sunsets
- In the sleepy fishing villages of the Small Cyclades islands, you’re more likely to break bread with a local than a tourist
- A taste of rural life on the large island of Navos is a mix of historic neighbourhoods and Kitron liqueur
- Stylish Mykonos is a place where Europe’s chic and beautiful come to play – offering an exclusive, boutique feel to the island
Mykonos, Santorini, Akrotiri, Greece
Croatia Sailing Adventure: Dubrovnik to Split
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
8 days
$ 281 / day
$ 2,245
From :
$ 3,031
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 :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- What better way to see the historic towns, protected forests and stunning islands of Croatia’s Dalmatian Coast than aboard a private yacht? All aboard for a week in paradise.
- Set sail out of beautiful Dubrovnik. The World Heritage-listed walled city plays host to film crews every year.
- Wander the length of car-free Lopud in the idyllic Elafiti Islands.
- Discover the lush forests of Mljet, which are yet to be spoilt by mainstream tourism.
- Visit Odysseus Cave where, according to legend, the king of Ithaca once found refuge after surviving a shipwreck.
- Cross the water from the island of Vis to Cave Bisevo’s blue grotto in a rowing boat.
Croatia, Dubrovnik, Split, Diocletian's Palace
Greece Sailing Adventure: Cyclades Islands
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
10 days
$ 252 / day
$ 2,517
From :
$ 3,398
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 :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- A Santorini sunset around the caldera is a sight to behold. Walk along the volcanic rim of the island past white villages that cling to plunging cliffs and watch as day turns to night in the most stunning of ways.
- Sail the Aegean Sea on your small group yacht and island-hop through the Cyclades, taking regular stops to swim off the side of your boat and letting the pitch and roll of the ocean help you sleep at night.
- Feast on fresh seafood at a sleepy waterfront taverna in the Small Cyclades islands – far away from tourist crowds and deep in the local way of life. This is island living, Greek style.
- Step back in time among the Venetian architecture of Naxos and consider learning about rural life with a daytrip to a country village – a couple of the many experiences to be had around the Cyclades.
- No Greek island adventure is complete without a stop in Mykonos. Embrace your hedonistic side with its boutique culture and nightlife or relax on one of the many beaches dotted along the coast.
Mykonos, Santorini, Greece
Sail Italy: Amalfi to Procida
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
5 days
$ 286 / day
$ 1,428
From :
$ 1,928
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 :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Step back in time among Amalfi's olive groves, ancient villages and medieval architecture. This town retains a rustic charm, and you’ll have plenty of time to explore before you set sail.
- Discover the holiday destination of Roman emperors – the idyllic city of Capri. Let the isle’s history captivate you as you spend the day exploring with your small group.
- With its pastel buildings and tranquil marina, mooring colourful Procida is ideal for relaxation by the sea with an aperitif – or exploring on foot and finding the best photo spot.
- Explore the caves of Capri’s Grotta Azzura (the Blue Grotto) and swim daily in the glittering waters of the Mediterranean. Then, spend every night falling asleep to the gentle rock of waves on board your group’s yacht.
- When you’re not watching the sunset on deck or exploring the coastal towns akin to paradise, you’ll be eating! With delicious regional cuisine and local, freshly caught seafood every day, you definitely won’t go hungry in Italy.
- By travelling on this trip, you’ll directly support our Intrepid Foundation partner, Cooperativa Coraggio. Donations help them regenerate 22 hectares of unused public land to create local jobs and produce organic food in Italy.
Amalfi Coast, Blue Grotto, Isle of Capri, Italy
Phuket Sailing Adventure
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
7 days
$ 181 / day
$ 1,825
Travel Style :
Array
Relaxed
Physical Level :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Leave behind the vibrant, modern pizzazz of Phuket and set sail on the beautifully calm waters of the Andaman Sea – by yacht no less!
- Slip into the beach-loving life with long walks on the finest white sands and salty swims in the inviting azure waters of Thailand’s best beaches.
- There are few things more relaxing than sleeping out beneath the stars, rocked by the gentle pitch of a yacht. Choose to spend a night on the deck and see for yourself.
- Feast on delicious food with no effort at all – you’ll have the added benefit of an onboard chef, whipping up Thai favourites daily.
- Relax with the knowledge that the biggest decision of the day is whether to paddleboard, snorkel, swim with the tropical fish or kayak across shimmering seas.
Andaman Sea, Phuket, Thailand
Galapagos at a Glance: Southern Islands (Grand Daphne)
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
6 days
$ 405 / day
$ 2,854
From :
$ 2,991
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 :
All or most of day hiking or biking, hills included.
Moderate
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:
- Pink flamingos, red-throated frigates and blue-footed boobies will have you craning your neck, snapping photos and contemplating a career in ornithology.
- Snorkel through the underwater wonderland of Devil’s Crown, the formerly volcanic crater that is now home to turtles, rays and sharks.
- Have an up-close encounter with the lumbering gentle giant that is the Galapagos tortoise, both captive and in the wild.
- This 6-day tour is a short and sweet introduction to the famed archipelago, the perfect addition to any South American adventure.
- An itinerary that strikes the perfect balance between active adventure on land and relaxing evening on Le Grande Daphne, our brand-new motor yacht.
Galapagos, Galapagos Islands, Isla Floreana, Quito, Darwin, Ecuador
Sardinia & Corsica Sailing Adventure
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
8 days
$ 299 / day
$ 2,395
From :
$ 3,233
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 :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Swim in the crystal-clear waters of the Tyrrhenian Sea and take the opportunity to go snorkeling among colourful fish and marine wildlife at each destination.
- Explore the ancient citadel of fortified Bonifacio in Corsica, as well as the many medieval houses. chic bars, historic buildings and bustling Old Town.
- Delight in the wildlife in beautiful Caprera, like the wild goats that roam freely. Look out for the varied birdlife on the island, too – declared a natural reserve for the seabirds that live here.
- If you choose, opt to cycle around the lively city of Maddalena, a town in the archipelago of the same name that boasts many cafes, bars, restaurants and shops perfect for exploring on foot or wheel.
- Watch the sunset each night from a local, white-sanded beach or rise nice and early each morning to watch the sunrise on the deck of your group’s yacht – this setting couldn’t be more perfect for some rest and relaxation.
- By travelling on this trip, you’ll directly support our Intrepid Foundation partner, Cooperativa Coraggio. Donations help them regenerate 22 hectares of unused public land to create local jobs and produce organic food in Italy.
Porto, France, Italy
Sail Greece: Mykonos to Santorini
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
8 days
$ 224 / day
$ 1,790
From :
$ 2,417
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 :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- What better way to tour the iconic Cyclades Islands than by yacht? Swim in the Aegean Sea off the side of the boat and let the waves rock you to sleep each night
- Chic waterfront bars line the beaches of Mykonos, serving authentic Greek food and cocktails as the sun goes down. This is a great place to eat well and relax
- Wedged between the dramatic cliffs of Amorgos, the 11th-century monastery of Moni Hozoviotissis is a unique site for exploration
- Santorini has some of the most distinctive and attractive landscapes in the world. Pass bleached-white villages that cling to plunging cliffs and along the rim of a volcano
- The remote Small Cyclades islands are chock-full of tavernas serving fresh seafood, far away from tourists and the rest of the world
Mykonos, Santorini, Greece
Ultimate Galapagos: Central Islands (Grand Daphne)
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
10 days
$ 461 / day
$ 5,426
From :
$ 5,674
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 :
All or most of day hiking or biking, hills included.
Moderate
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:
- Experience the benefits of small group travel aboard your vessel, M/Y Grande Daphne, sailing through the natural beauty of the Galapagos, day and night.
- Explore the remote west coast of Isabela on a small panga boat, and venture to the far-west Fernandina, home of the highest density of marine iguanas.
- Encounter the unique Galapagos wildlife in their natural habitat, from giant blue-footed and masked boobies, pelicans and frigate birds to iguanas, sea lions and turtles.
Darwin, Galapagos, Isabela Island, Isla Santiago, Santa Cruz, Santiago, Galapagos Islands, Isla Baltra, Cotopaxi, Quito, Ecuador
Galapagos Adventure: Northern Islands (Grand Daphne)
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
7 days
$ 427 / day
$ 3,508
From :
$ 3,676
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 :
All or most of day hiking or biking, hills included.
Moderate
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:
- Hike, snorkel, sleep, repeat – this isn’t your average cruise. Get active in the rugged and isolated northern Galapagos Islands.
- From sunbathing sea lions to colourful crabs, this trip is bound to feature encounters with crazy critters of all shapes and sizes.
- Wander along the beautiful white sand beach at Bahia Borrero, then snorkel with reef sharks and manta rays..
- This 7-day tour is a short and sweet introduction to the famed archipelago, the perfect addition to any South American adventure.
- An itinerary that strikes the perfect balance between excursion-packed days and relaxing evenings on Le Grande Daphne, our brand-new motor yacht.
Darwin, Galapagos, Guayaquil, Isla Baltra, Isla Santa Fe, Quito, Isla Santiago, San Cristobal, Santa Fe, Santiago, Ecuador
Montenegro Sailing Adventure from Dubrovnik
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
8 days
$ 268 / day
$ 2,143
From :
$ 2,893
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
Full on
Physical Level :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Sail between towering cliffs and into the fjord-like Bay of Kotor, where ancient mountain hamlets are stuffed with World Heritage-listed villages and sublime beaches.
- Snorkel the clearest water in the Mediterranean and cool off with daily swim stops at secluded coves and bays, whenever it takes the group's fancy.
- Dine on some of the world’s freshest seafood. Grilled, fried and cooked to perfection in tiny waterfront restaurants where recipes have been perfected over generations.
- From the winding walls leading to the Castle of San Giovanni in Kotor to the 15th-century Podmaine Monastery in Budva, this trip will surely delight amateur historians.
- Enjoy a unique optional experience in Montenegro with a local family and sit down to a homecooked, homegrown three-course meal with unlimited wine and homemade grappa.
- By travelling on this trip, you’ll directly support our Intrepid Foundation partner, Humana Zagreb. Donations help provide job opportunities and education programs in sustainable fashion and textiles for people with disabilities.
Kotor, Montenegro, Budva, Perast, Dubrovnik, Croatia
Complete Galapagos (Grand Daphne)
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
10 days
$ 461 / day
$ 5,426
From :
$ 5,674
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 :
All or most of day hiking or biking, hills included.
Moderate
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:
- Snorkelling in the Devil’s Crown is like nothing else. This submerged crater – full of sea lions, turtles and rays – boasts some of the best underwater views in the archipelago.
- This trip is one for the bird-lovers. Witness the albatross colonies of Isla Espanola and seek out the rare red-footed booby on Isla Genovesa.
- Plant your feet on 100-year-old pahoehoe lava as you walk across Bahia Sullivan, perhaps spotting a colourful marine iguana or twelve along the way.
- Discover the otherworldly landscapes and creatures the islands are famous for, going deeper with a knowledgeable local naturalist who will accompany you on all your excursions.
- Sea lions, marine iguanas, and more fish than you can shake a snorkel at – this trip is packed with guaranteed wildlife encounters.
Darwin, Galapagos, Galapagos Islands, Guayaquil, Isla Baltra, Isla Santa Fe, Quito, San Cristobal, Isla Floreana, Isla Santiago, Santa Fe, Santiago, Ecuador
Sail Ko Phi Phi to Phuket
Preferred
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
4 days
$ 119 / day
$ 686
Travel Style :
Array
Relaxed
Physical Level :
All or most of day hiking or biking, hills included.
Moderate
Lodging Level :
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Value (3*)
Highlights
Visits:
- Discover a true slice of paradise while kayaking, swimming and paddle boarding through the stunning inlets, caves and crystal-clear waters of Thailand’s best islands.
- Sip cocktails on the beach and on the deck of your yacht, while watching the sun slip below the waves over Koh Phi Phi's iconic shores.
- Slip into an indulgent, beach-loving life with long walks on the finest white sands of Nui Beach and bustling Phuket.
- Feast on delicious food made daily by your onboard private chef, who will be whipping up Thai favourites for most of your meals.
- Explore colourful coral reefs and schools of tropical fish with daily snorkelling opportunities by the Ko Khai and Koh Man Islands.
- By travelling on this trip, you’ll directly support our Intrepid Foundation partner, EcoThailand Foundation. Donations help educate school children on important environmental issues like climate change, nature appreciation, conservation and sustainability.
Phuket, Andaman Sea, Thailand
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Top Sailing Cruises Attractions & Experiences
800 Sailing Cruises Tour Reviews - Summary 86% Recommend
All Sailing Cruises and adventure trips. Find the best guided trips and expert planned vacation and holiday packages. Average rating of 4.4 for all Sailing Cruises trips.
46 trips from 144 tour companies with 800 reviews
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