Chicago: Private Catamaran Sailing for up to 12 people
Experience Chicago’s skyline from the water on a private catamaran. Up to 12 guests, luxury amenities, and customizable options for a memorable day.
Cruises & Boat Tours
NYC: Statue of Liberty Day Sail with Onboard Bar
Experience NYC’s skyline and Statue of Liberty aboard the tall ship Clipper City, with stunning views, sailing activities, and onboard drinks—all in 1.5 hours.
Hilton Head Island Guided Water Tour by Creek Cat Boat
Discover Hilton Head’s scenic waterways on a guided Creek Cat tour where you can drive your own boat, spot wildlife, and enjoy local sights—ideal for adventure lovers.
Scenic Sunset Cruise from Historic Johns Pass, Free Beer and Wine
Enjoy a relaxing 1.5-hour sunset cruise from Johns Pass with free beer and wine, stunning views, and insightful wildlife commentary—perfect for a laid-back evening.
Cancun: Tequila Tasting Experience on a Boat
Discover Cancun’s unique tequila boat experience—learn about tequila, taste different varieties, and enjoy stunning lagoon views in a small-group setting.
Black Water Adventure Cruise
Discover Wilmington's Cape Fear River on a 1h 45m Black Water Adventure Cruise, perfect for wildlife lovers and history enthusiasts alike.
Catamaran Sunset Cruise to Isla Mujeres from Cancun
Experience a scenic sunset catamaran cruise from Cancun to Isla Mujeres, including guided tours, free drinks, and stunning Caribbean views—perfect for a relaxed day out.
Private Dolphin & Sightseeing Boat Day Tour
Experience the waters around Fort Myers with this private dolphin and sightseeing boat tour. Close wildlife encounters, scenic views, and expert guides await.
Providence WaterFire Boat Rides
Experience Providence’s WaterFire from the water with a boat ride that offers close-up views of the flames reflected on the river—an unforgettable night out.
Cabo San Lucas Sunset Cruise with Unlimitted Drinks
Enjoy a 2-hour sunset catamaran cruise in Los Cabos with unlimited drinks, stunning views of El Arco, and a lively, friendly crew. Perfect for relaxing and celebrating.
Enjoy An Unforgettable afternoon Aboard A Classic Sailing Yacht
Experience a private sailing adventure in San Diego Bay aboard a beautifully restored 1914-style yacht, with stunning views and unlimited refreshments.
Aloha Wednesday Charleston Sunset Sail – Drinks Included
Enjoy a 2-hour sunset sail in Charleston aboard a spacious catamaran, with drinks included, stunning harbor views, and a relaxing island vibe.
Luxury Catamaran Sailing Charter of San Diego
Experience San Diego's coastline in luxury with a private catamaran cruise, offering stunning views, personalized service, and unforgettable moments.
Cape May: Dolphin and Bird Watching Cruise
Experience Cape May’s wildlife and scenic sights on a 2-hour dolphin and bird watching cruise with breakfast, guided by experts in a comfortable boat.
Carolina Blue Sunset Cruise
Experience Charleston’s scenic harbor on the Carolina Blue Sunset Cruise, offering intimate views, friendly guides, and great value for an hour and a half on the water.
Fun Boat Rental with Captain in Miami Beach – up to 6 people
Explore Miami's waters comfortably with a private boat rental, guided by friendly captains. Bring your own drinks and enjoy a relaxing, customizable experience.
Chicago: Mimosa n’ Bloody Mary Cruise
Enjoy a 1.5-hour cruise on Chicago’s waters with mimosas and Bloody Marys, stunning skyline views, lively music, and an authentic floating tiki bar experience.
St. Augustine Wildlife Adventure: Boat Cruise & Kayak Eco Tour
Discover St. Augustine’s natural beauty on this scenic boat cruise and kayak eco tour, perfect for wildlife lovers and outdoor adventurers alike.
City Cruises Baltimore: Brunch, Lunch, or Dinner Cruise
Enjoy Baltimore’s best sights on a scenic cruise with delicious buffet options, lively music, and stunning harbor views—perfect for a relaxing outing.
Annapolis: Annapolis Harbor and U.S. Naval Academy Cruise
Experience Annapolis with a 40-minute harbor cruise that offers historic sights, stunning views, and engaging narration—an authentic Chesapeake Bay adventure.
Bacalar: Catamaran Private Sailing between Mangroves
Experience Bacalar’s stunning lagoon on a private catamaran, enjoying bird watching, swimming in clear cenotes, and relaxing amid mangroves for a peaceful, authentic adventure.
Xochimilco Magic: Tequila & Mezcal, 3hr boat adventure!
Discover the vibrant canals of Xochimilco on a 3.5-hour trajinera boat tour featuring tequila, mezcal tastings, local food, and cultural insights, perfect for authentic Mexico City experiences.
Private Sail New York with Brooklyn Sail (Reserve the entire boat)
Experience stunning NYC skyline views on a private sailing trip from Brooklyn. Perfect for special occasions, up to 6 guests, with flexible departure times.
Clearwater Beach: Island Sandbar & Swim Tiki Cruise
Discover Clearwater's Island Sandbar & Swim Tiki Cruise—enjoy lively sandbars, dolphin sightings, and a fun tiki boat experience for $55 per person.
2-Hour Private Sailing Experience in San Diego Bay
Discover the beauty of San Diego Bay on a private 2-hour sailing trip. See landmarks, wildlife, and enjoy customizable routes with Captain Liz for a relaxed, authentic experience.
Luxury Sailing Tour of San Diego’s Bay and Coastal Waterways
Experience stunning San Diego views on a luxury 34-foot Catalina sailboat with small groups, expert guides, and flexible departure times for a memorable water adventure.
Cabo San Lucas: Private 38-Foot Sailing Boat
Experience Cabo San Lucas on a private 38-foot sailing boat with snorkeling, stunning rock formations, delicious food, and sunset views. Perfect for small groups.
Epic Niagara Falls Private Night Tour w/ Dinner, Boat & Tower
Experience Niagara Falls at night with this private tour featuring a scenic drive, dinner with views, a boat cruise, and a colorful illumination control experience.
Sunset Sail from Traverse City with Food, Wine & Cocktails
Experience Traverse City’s sunset from a schooner with food, wine, and cocktails. A relaxing, scenic cruise perfect for food lovers and sunset seekers.
Clearwater Beach: Sunset and Harbor Lights Cruise
Experience stunning sunsets and playful dolphins on a 1.5-hour Clearwater Beach harbor cruise. Enjoy live commentary, BYOB, and breathtaking views.