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Sailing Cruises Trips & Tours

All Sailing Cruises, tours, and adventure trips. Find the best guided trips and expert planned vacation and holiday packages from over 600 tour companies. 117 trips found. 80 reviews with an average rating of 4.2 for all Sailing Cruises trips. See all Sailing Cruises Reviews

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Myanmar (Burma) Sailing Experience ex Phuket (Comfort) tour

Sailing

4.7 | Excellent | 100+ Reviews
9 Days
$ 197 per day
Type: Small Ship Cruise
Lodging:
Premium - 4 star

Premium - 4 star Lodging Level3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: Burma (Myanmar), Thailand, Phuket
From
$ 2,150

Highlights

  • Disconnected from the rest of the world, this is the ultimate relaxation holiday. Indulge in freshly prepared meals and loll around in a bean bag as you enjoy spectacular sunsets, and maybe even sleep out on deck under the stars
  • Explore Myanmar's unspoilt paradises and remote locations, yet to be discovered by mainstream tourism
  • Anchor in the calm waters surrounding local islands, where you can kayak, paddle board and snorkel among stunning marine life
  • Sit back and soak up some of the best beaches in the world, and enjoy a BBQ on a secluded stretch of sand with fish caught fresh that day
  • Embrace the special experience of interacting with the nomadic seafaring community of the Moken
  • Enjoy the luxury of a superior 46-foot catamaran, with spacious common areas and comfortable cabins and bathrooms. Leave your sleeping gear and beach towel at home, as all of this is provided for you
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Galapagos Islands Sailing tour

Nature & Wildlife, Small Ship Cruise

5.0 | Excellent | 16 Reviews
8 Days
$ 311 per day
Type: Small Ship Cruise
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Ecuador, Galapagos, Isabela Island
From
$ 2,488

Highlights

  • Experience the Galapagos
  • See thousands of marine iguanas at Fernandina
  • Visit Tagus Cove, used as a sheltered anchor point for ships since the 1800s
  • Explore Isabela Island
  • Snorkel in crystal clear water 
  • Swim with playful sea lion pups
  • Learn all about animals, plants, geology and other natural history
More
British Virgin Islands Sailing Adventure tour

Sailing

4.7 | Excellent | 100+ Reviews
8 Days
$ 233 per day
Type: Small Ship Cruise
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: British Virgin Islands, Caribbean
From
$ 1,862

Highlights

  • The snorkelling is top-notch in the British Virgin Islands. Explore a world of sparkling blue waters, coral reefs and sea grass beds, looking out for barracuda, minnows and other exotic tropical fish
  • Whether it's strolling through mangrove forest to find a bubbling natural jacuzzi, or hard-core trekking to the island's highest point, Jost Van Dyke is a hiker's dream, with scenic walks for all skill levels
  • Spend time at the number-one drawcard of the British Virgin Islands – The Baths, a magnificent geological oddity that doubles as a super-sweet swimming spot
  • With plenty of leisure time, you can while away the hours sipping cocktails in a beach hammock, or simply marvel at the splendour of the blue-sky Carribean from the deck of your yacht
  • The beauty of sailing is that each day is unique and, while we have a destination to reach, if the weather changes or something takes the group’s fancy, we can be flexible on the day's itinerary
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Sailing the Caribbean tour

Sailing

4.0 | Great | 2 Reviews
8 Days
$ 1,049 per day
Type: Small Ship Cruise
Lodging:
Luxury - 5 star

Luxury - 5 star Lodging LevelThe highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Barbados, Dominica, Saint Lucia, Caribbean
From
$ 8,390

Highlights

  • 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.
More
Dalmatian Coast By Sea Private tour

Cultural, Sailing

5.0 | Excellent | 28 Reviews
9 Days
$ 888 per day
Type: Small Ship Cruise
Lodging:
Luxury - 5 star

Luxury - 5 star Lodging LevelThe highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: Croatia, Dalmatian Coast, Dubrovnik, Hvar Island, Korcula Island
From
$ 7,995

Highlights

  • Discover Croatia by boat and see the dramatic islands
  • Explore Dalmatian Coast by Sea
  • Experience a fabulous bike ride on the beautiful Brac Island
  • Explore Pakleni islands, opportunity to visit breath taking archipelago
  • Discover Dubrovnik
  • Experience sail towards Mljet Island, one of the greenest islands in the Adriatic
More
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An Epic Adventure: Karen Blixen’s Kenya and Islands of the Seychelles by Yacht tour

Sailing, Education / Learning

4.6 | Excellent | 29 Reviews
17 Days
$ 441 per day
Type: Small Ship Cruise
Lodging:
Premium - 4 star

Premium - 4 star Lodging Level3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: Kenya, Masai Mara National Park, Nairobi
From
$ 7,499

Highlights

  • Sail to 10 Seychelles islands by motor yacht, discovering giant tortoise colonies, lush palm forests and beautiful reefs.
  • Learn how young elephants are prepared to return to the wild at an elephant orphanage in Kenya.
  • Spend three nights at a luxury safari camp and search the Maasai Mara for lions and cheetahs.
More
YOLO CRUISE - Santorini to Mykonos tour

Sailing, Small Ship Cruise

4.3 | Great | 100+ Reviews
8 Days
$ 53 per day
Type: Small Ship Cruise
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Greece, Delos
From
$ 424

Highlights

  • World famous clubs and wild parties (Mykonos)
  • Memorable adventures
  • Traditional vintage cruise ships
  • Experienced local tour leader
More
Greek Islands Sailing Adventure tour

High Adventure, Sailing

5.0 | Excellent | 11 Reviews
8 Days
$ 160 per day
Type: Small Group Tour
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Easy

Easy Physical LevelSome walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.

Visits: Greece, Athens, Epidaurus
From
$ 1,280

Highlights

  • Taste the traditional pistachios in Aegina island
  • Visit the temple of Aphaea, built in 500 BC and the monastery of Agios Nektrarios, one of the biggest in the Balkans
  • Hike in the “ghost town” of  Paleachora, the island’s former capital, with its numerous byzantine churches
  • Swim in the crystal – clear waters of Moni and Agkistri islands
  • Discover the 18m deep shipwreck in Dorousa island
  • Enjoy sea sports on Poros island
  • Listen to a stage whisper at the ancient Epidaurus theater
  • Take a Donkey-riding  tour on car-free Hydra or follow one of its numerous hiking paths
  • Swim in a pirate's hideout, an underwater cave on Spetses island
More
Cruise & Sea tour

Sailing

by
4.3 | Great | 30 Reviews
14 Days
$ 170 per day
Type: Small Ship Cruise
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: Egypt, Abu Simbel, Cairo, Sphinx
From
$ 2,380

Highlights

  • Pyramids & Sphinx at Giza Plateau
  • Egyptian Museum
  • Temples of Luxor & Karnak
  • Valley of the Kings & Temple of Hatshepsut
  • Nubian village visit
  • 4-star Red Sea resort in Dahab
  • 5-star Cruise on the Nile
  • Saqqara Step Pyramid, Coptic Cairo & Khan el Khalili
  • Egyptology tours at major sites (entrance fees not included)
  • Temples of Abu Simbel, Kom Ombo & Edfu
More
Manhattan to Miami tour

Sailing

by
4.3 | Great | 30 Reviews
11 Days
$ 205 per day
Type: Small Ship Cruise
Lodging:
Value - 3 star

Value - 3 star Lodging LevelMid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.

Physical:
Moderate

Moderate Physical LevelRegular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.

Visits: United States, Everglades, Miami, New York, York
From
$ 2,250

Highlights

  • Entry to One World Observatory
  • Everglades airboat experience
  • Food tour of Manhattan
  • Guided tour of Miami
  • Traditional Cuban dinner
More
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