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Featured Attractions
Oranjestad

Aruba (Oranjestad) Cruise Port

Lloyd G. Smith Boulevard, Oranjestad

★★★★☆4.9 (66,337)
Aruba

De Palm Island

★★★★☆4.1 (1,742)
Aruba

Arikok National Park

San Fuego 70, Santa Cruz

★★★★☆4.9 (22,503)

Featured Skail Tours
Dolphin Catamaran Snorkel and Sail with Open Bar Free Cancellation
Aruba

Dolphin Catamaran Snorkel and Sail with Open Bar

Enjoy a delightful 3-hour adventure featuring two captivating snorkeling stops. First, explore the iconic shipwreck "Antilla", a fascinating relic resting beneath the azure waters, brimming with tales of maritime history…

🕐 3 hours ★★★★☆4.7 (2,582)
Kona Signature Catamaran Sunset Sail Free Cancellation
Big Island of Hawaii

Kona Signature Catamaran Sunset Sail

End your day in paradise with a sunset sail along the beautiful Kona Coast aboard the Spirit of Aloha. Enjoy panoramic views of the ocean and coastline as the sky transforms with vibrant hues of orange, pink and gold. …

🕐 1 hour and a half ★★★★☆4.8 (258)
Newport Afternoon Sightseeing Sail on Classic Sailboat Likely To Sell Out
Newport

Newport Afternoon Sightseeing Sail on Classic Sailboat

Sail on a classic sailboat in Newport, RI, and enjoy a sightseeing sailing experience around Narragansett Bay. Pass by many iconic sights during the sail, including Newport's historic lighthouses and landmarks, bridges, …

🕐 1 hour and a half ★★★★☆4.8 (143)
Aruba Sunset Sail Cruise Aboard The Dolphin Catamaran Free Cancellation
Aruba

Aruba Sunset Sail Cruise Aboard The Dolphin Catamaran

Welcome aboard the “DOLPHIN”! Join us for an breathtaking sunset sail we’ll make sure it will be the highlight of your vacation! Our professional staff will give you the ultimate service to ensure you’ll have the time of…

🕐 2 hours ★★★★☆4.6 (787)
Live Music Sunset Sail Free Cancellation
St Croix

Live Music Sunset Sail

Rated the number 1 Sunset Sail on St Croix! Magical. Unforgettable. The best way to enjoy a sunset on St. Croix. This is how our guests describe our signature sunset sail! For your sail, you will depart from the Frederik…

🕐 2 hours and a half ★★★★☆4.9 (367)
Afternoon Sail & Snorkel to the Captain Cook Monument Free Cancellation
Big Island of Hawaii

Afternoon Sail & Snorkel to the Captain Cook Monument

A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snork…

🕐 3 hours ★★★★☆4.9 (733)
Barcelona Small Group Sailing with Snacks and Cava Free Cancellation
Barcelona

Barcelona Small Group Sailing with Snacks and Cava

Our sailing tours in Barcelona stand out for several reasons: - Personalized Service: Our professional skippers provide personalized attention, ensuring a smooth, enjoyable journey. - Premium Amenities: Enjoy our amenit…

🕐 2 hours ★★★★☆4.9 (767)
Sunset Dolphin Sail Aboard the Privateer Catamaran Free Cancellation
Panama City Beach

Sunset Dolphin Sail Aboard the Privateer Catamaran

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset Sail on the SV Privateer, our 78-passenger catamaran, with Paradise Adventures! This breathtaking sunset sail along the G…

🕐 2 hours ★★★★☆4.8 (729)
Auckland Harbour Sailboat Cruise Including Three Course Dinner Free Cancellation
Auckland

Auckland Harbour Sailboat Cruise Including Three Course Dinner

See the highlights of Auckland on a 2.5-hour sailboat cruise on Auckland’s Waitemata Harbour. Enjoy a 3-course dinner while viewing the highlights of the city, including the Sky Tower and Auckland Harbour Bridge. Your ex…

🕐 2 hours and a half ★★★★☆4.5 (514)
Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail" Likely To Sell Out
Chicago

Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail"

Join us for an unforgettable sail on Tall Ship Windy, Chicago's Official Tall Ship Ambassador! This is a relaxing sailing Adventure, that you will enjoy, on Lake Michigan, while enjoying the views, and the fresh air! Fu…

🕐 1 hour and a half ★★★★☆4.8 (20)
Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres Free Cancellation
Key West

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat—it’s a calm, uncrowded sail aboard a historic schooner with an intimate, relaxed vibe. You’ll enjo…

🕐 2 hours ★★★★☆4.9 (1,434)
Newport Sunset Sail on Schooner Adirondack Likely To Sell Out
Newport

Newport Sunset Sail on Schooner Adirondack

Join us aboard a classic sailboat for a 1.5-hour sunset sail in Newport! Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a clas…

🕐 1 hour and a half ★★★★☆4.9 (81)
Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks Free Cancellation
Lisbon

Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks

The BEST way to visit Lisbon is ByBoat. Classified as one of the top attractions in Lisbon, a 2h Sunset Sailing Cruise over Lisbon, where you will see the Major Monuments & sights, with personalized guided explanations,…

🕐 2 hours ★★★★☆4.9 (1,134)
Sunset Dolphin Sail Aboard the Footloose Catamaran Free Cancellation
Panama City Beach

Sunset Dolphin Sail Aboard the Footloose Catamaran

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset Sail on SV Footloose, our 38 passenger catamaran, with Paradise Adventures! This breathtaking sunset sail along the Gulf …

🕐 1 hour and a half ★★★★☆4.8 (464)
Days End Sunset Sail from the Westin at Frenchman's Reef Free Cancellation
St Thomas

Days End Sunset Sail from the Westin at Frenchman's Reef

Step aboard the Flying Frenchman, our newly designed, state-of-the-art, luxury sailing catamaran for a fun and relaxing sunset sail departing from Frenchman’s Reef. Take in a magnificent Caribbean sunset while under sail…

🕐 1 hour and a half ★★★★☆4.7 (49)
2.5-Hour Small-Group Catamaran Sail with Drinks Free Cancellation
San Diego

2.5-Hour Small-Group Catamaran Sail with Drinks

Experience the ultimate San Diego sailing adventure with a spacious catamaran cruise, offering your choice of a relaxing daytime sail or a breathtaking sunset sail. Designed for comfort and stability, these modern catama…

🕐 2 hours and a half ★★★★☆5.0 (267)
1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain Free Cancellation
Bar Harbor

1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain

Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical points of interest. View wildlife including eagles, seals and porpoises.…

🕐 2 hours ★★★★☆4.1 (601)
Day's End Cocktail Sunset Sail Free Cancellation
Maui

Day's End Cocktail Sunset Sail

Drift away aboard our 65’ luxury sailing catamaran and sail into golden hour for Maui’s most scenic cocktail hour. This isn’t a dinner cruise, it’s happy hour reimagined (a true ‘pau hana’ at sea) with handcrafted drinks…

🕐 2 hours ★★★★☆4.7 (80)
Tour: Dolphins & Sailing Small-Group Benalmádena Catamaran Free Cancellation
Malaga

Tour: Dolphins & Sailing Small-Group Benalmádena Catamaran

Sailing on a catamaran from Benalmádena (Puerto Marina, Málaga) is the best way to enjoy a dream vacation with family or friends in the surroundings of Benalmádena and Málaga. The new Lagoon 410 offers a combination of l…

🕐 2 hours ★★★★☆4.8 (22)
Key West Sunset Sail Aboard Legendary Schooner Appledore Free Cancellation
Key West

Key West Sunset Sail Aboard Legendary Schooner Appledore

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spaciou…

🕐 2 hours ★★★★☆5.0 (356)
Sail, Swim & Tapas Free Cancellation
Lagos

Sail, Swim & Tapas

Bom Dia Boat Trips - Discover the stunning caves of Ponta da Piedade aboard a traditional Portuguese sailing boat with a local guide! Enjoy authentic Portuguese tapas, relax in the sun, swim in crystal-clear waters and v…

🕐 2 hours and a half ★★★★☆4.9 (209)
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast Free Cancellation
Oahu

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far away enough from the bustling travelers and crowded beaches, the crystal-clear water w…

🕐 2 hours ★★★★☆4.9 (253)
Kona Catamaran Snorkel Sail with Lunch Free Cancellation
Big Island of Hawaii

Kona Catamaran Snorkel Sail with Lunch

Set sail from Honokohau Harbor aboard the spacious Spirit of Aloha for a 3-hr adventure along Kona's stunning coast. Cruise past lava rock cliffs and turquoise waters before arriving at a beautiful snorkel site teeming w…

🕐 3 hours ★★★★☆4.8 (106)
Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger Free Cancellation
Hilton Head Island

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos. Learn how to walk and talk like a pirate then climb aboard the Black Sparrow and set sail in search of treasure! But wa…

🕐 1 hour and a half ★★★★☆4.9 (681)