Sailing Small
Small-Group Sunset Sailing Experience on San Diego Bay

Rated 4.9 Stars, based on 550 Reviews.
Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from the water. Our San Diego Bay Sunset Sailing Cruises provide an up-close and personal view of the scenic waterfront architecture, military crafts, historical ship's and landmarks, local sea life and spectacular photo opportunities.
Deluxe Sunset & Day Sail Small Group

Rated 5 Stars, based on 142 Reviews.
Experience the breathtaking beauty of San Diego Bay at sunset aboard our mono-hull sailboat, perfect for up to six passengers. Glide through calm waters as the sky transforms into a masterpiece of color. Keep an eye out for playful dolphins, majestic sea lions, and vibrant seabirds, with our experienced crew pointing out these incredible creatures.
Sail toward Point Loma’s rolling ocean waves or deeper into the bay, where you’ll take in stunning views of the Coronado Bridge and city skyline. Whether you seek adventure or relaxation, we offer a personalized sailing experience that lets you connect with the sea like never before.
Don’t just watch the sunset or day go by—sail into it! Book your unforgettable sunset excursion today with San Diego Sailing Excursions and create lifelong memories on the water.
Barcelona Small Group Sailing with Snacks and Cava

Rated 4.8 Stars, based on 701 Reviews.
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 amenities like complimentary aperitifs and cava, and relax on the spacious deck of our well-maintained sailboats.
– Interactive Experience: We encourage guests to take the helm and learn the basics of sailing, adding an educational element to the adventure.
– Small Groups: We limit the number of participants to ensure a more intimate and personalized experience, allowing for better interaction and comfort.
– Environmental Responsibility: We prioritize eco-friendly practices, from reducing waste to using sustainable products, to protect the beautiful Mediterranean environment.
Join us to experience the best sailing tour Barcelona has to offer, creating unforgettable memories on the stunning Mediterranean Sea.
Sunset Sail on a Small Charming Hawaiian Catamaran Maalaea Harbor

Rated 4.7 Stars, based on 57 Reviews.
Experience the resilience and spirit of Maui aboard the Winona, a vessel that bravely survived the Lahaina harbor wildfires, moored outside of the harbor breakwall. Now operating from Ma'alaea Harbor, we invite you to join our captain and crew on a heartfelt journey across the beautiful Pacific waters. They've faced immense challenges and are eager to share their stories of hope and perseverance with you. Lovely atmosphere and awesome photo opportunities! – The chance to see spinner dolphins, whales, and other sea life while we're out!
Barcelona Sailing Adventure and Small Group Winery Tasting Tour

Rated 4.4 Stars, based on 401 Reviews.
Sail from Barcelona to the highest-rated winery in Alella for a guided tour and wine tasting in a beautiful 14th-century estate, surrounded by vineyards overlooking the Mediterranean Sea. Upon arrival by sea, be amazed by the characteristic landscape of DO Alella, one of the world-famous wine making areas.
Small-Group San Diego Afternoon Sailing Excursion

Rated 4.9 Stars, based on 502 Reviews.
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the complimentary beer, soft drinks and snacks as you soak in the warm sun and Bay sights.
Departure times vary throughout the year. Guest must contact Sail San Diego after purchase for the exact departure time. Please note this activity does require a minimum of 3 guests total in order to sail.
If members in your group are booking their tickets separately, please call Sail San Diego so they can ensure you're on the same boat. If they don't know ahead of time, you may be seated on separate boats!
Small-Group Yacht Sailing Experience on San Diego Bay

Rated 4.9 Stars, based on 134 Reviews.
Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor Sunroad Marina on Harbor Island on San Diego Bay, we often see Sea Lions and occasionally Dolphins frolicking, and we always have a fantastic time! White wine, soda, water are available on board complimentary
For a private sailing experience for you and your friends only, feel free to book all 6 seats
If you don't see a date scheduled that your interested in, reach out! We sail daily and can usually accommodate you!
Other things to note
Smoking is not permitted on board.
Small-Group San Diego Sunset Sailing Excursion

Rated 4.9 Stars, based on 559 Reviews.
Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat is limited to six (6) guests allowing you a comfortable, semi-private experience (or, purchase all 6 tickets and grab five friends to have a completely private sail!).
Sit back, relax and enjoy the complimentary beer, soft drinks and snacks as you watch the sun slowly drop behind the gentle contours of Point Loma with the glistening city lights behind you.
Departure times vary throughout the year. Guest must contact Sail San Diego after purchase for the exact departure time. Please note this activity does require a minimum of 3 guests total in order to sail.
If members in your group are booking their tickets separately, please call Sail San Diego so they can ensure you're on the same boat. If they don't know ahead of time, you may be seated on separate boats!
Dia island : Small Group Sailing Trip to Dia Island with Lunch

Rated 4.4 Stars, based on 134 Reviews.
Traveling is about exploring new places, meeting people, sharing experiences, learning about history, and above all having fun.
Our sailing tours are designed based on safety, experiencing nature, human interaction and cultural exchange.
Our knowledgeable crew is happy to share all the local knowledge concerning the surrounding nature and the history of the area.
You will be encouraged to participate in sailing if you wish to and even take the helm of our large yachts under the guidance and supervision of our professionals.
We will anchor in secluded bays at a minimum disturbance. Take your time and relax, just make sure that you grab a mask and dive in the crystal clear water.
Our organic, local fresh lunch served on board has been one more reason why our guests continue talking about our tours over and over again.
Small Group Waikiki Sunset Sailing Tour

Rated 4.8 Stars, based on 92 Reviews.
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Come and enjoy the Golden hour with your loved ones to make memories of a lifetime ,why go with overcrowded catamarans or power boats ,when you come with us in small 6 people intimate group for more personal experience. The beauty of Oahu's south shore as you sail towards the volcanic tuff cone of Le'ahi (Diamond Head) as the sun dips below the horizon on this tour from Honolulu.
Leave with a newfound appreciation for the people and marine life of Hawaii, and then gaze in awe as the sun reflects off the city skyline, overlooked by the towering peak of Diamond Head, at magical sunset hour.
Split: Small-Group Sunset Sailing Trip

Rated 4.6 Stars, based on 10 Reviews.
Sunset sailing in Split, Croatia is a unique opportunity to experience seaside panorama of Split with its 1700 years old Diocletian's Palace and surrounding area.
Whale and Dolphin Small Group Sailing from Tenerife South

Rated 4.7 Stars, based on 321 Reviews.
Have a perfect excursion with your family and friends; in complete harmony with nature and at one, of the most beautiful seas in the word, watching whales and dolphins … A luxury experience, at an unbeatable price. Our sailboat is especially designed for providing the maximum comfort during the excursion; departing from Puerto Colón (Costa Adeje), the most central port of Tenerife south.
Hamburg Small-Group Sunset Sailing Cruise on Lake Alster

Rated 4.6 Stars, based on 88 Reviews.
Set sail into the sunset during this 1-hour, small-group cruise on a traditional sailing boat — in the middle of Hamburg. Enjoy panoramic views of the city from Alster Lake, a tributary of the Elbe River. Sail past green parks, historic landmarks and see some of the biggest churches in Hamburg, plus the town hall, the Alster fountain and the new concert hall "Elbphilharmonie" in the distance. Relax and enjoy a refreshing beverage on board as the sun sets over the horizon before returning to dock.
Waikiki small group turtle snorkeling & sailing

Rated 5 Stars, based on 68 Reviews.
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes.
As we start out our tour from Alawa’i boat harbor towards Diamond Head alongside of the Waikiki coast, it will be a short boat ride to reach the Turtle Canyon snorkeling site.
This spot is known for the large numbers of sea turtles that float above the reef while the reef fish swim around them and clean their shells. When the turtles come up to breath, they can even be seen by our guests relaxing on the boat!
After our snorkeling adventure we will set our sails and head towards Diamond head, these early morning hours are the best chance to see the Hawaiian spinner dolphins playing and swimming around the boat.
Small Group Sunset Sail for the Sophisticated Traveler

Rated 4.8 Stars, based on 198 Reviews.
Our Lucky 13 charters are great for smaller groups looking to escape the "booze-cruise". We only take up to 13 people on our spacious 50 foot Beneteau in order to maintain the Serendipity experience. Enjoy a delicious lunch, open bar including premium bottle service, and a beautiful sunset. Snorkeling and fishing included.
The tour runs from 1.30 PM until sunset.
Small Group Sailing Tour in Amalfi Coast with Aperitif

Rated 4.9 Stars, based on 86 Reviews.
You will have an unforgettable, breathtaking point of view of the Amalfi Coast, away from city traffic. You could just relax and live a daydream or enjoy the romantic sail. Some of our guests have booked our experience to get engaged with their fiancée. Looking after my guests personally, I think it is truly a memorable experience.
For those looking for a more personalized experience, we also offer private tours! You can fully customize your itinerary and enjoy a more intimate journey along the coast. Click on the following link https://www.viator.com/tours/Amalfi/Skip-the-Crowds-Private-Chill-Experience-on-a-Sail-Yacht/d33601-296904P3 to learn more and book your private tour.
Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos

Rated 4.7 Stars, based on 112 Reviews.
Due to the volcanic origin of its ground, Milos presents an impressive coastal morphology and diversity. With more than 75 small and big beaches of crystal, deep blue waters, multi-coloured carved rocks and white-yellow coasts, it is certain that you will be impressed.
Come with us to travel together in a small group and you will discover the routes of the legendary Pirate John Kapsis!
Adults Only Catalina Bay Small Group Snorkel & Sunset Sail

Rated 4.8 Stars, based on 102 Reviews.
We offer exclusivity and assigned seating, only a small group of people on board, very calm waters.
Adults Only On Monday's Afternoon delight Sailing and Snorkelling Sunset Cruise.
We stop at Aruba's most beautiful lagoon, Catalina bay. This is where the water is crystal clear, we can see the colorful fish right off the boat. The crowds, at this time of the day, are gone!
At this tropical lagoon there is a opportunity to go snorkeling
(we provide you with everything you need, every thing is clean and new)
When everyone is back on board we serve some watermelon, open bar and our award
winning Dutch Sandwiches (vegetarian) & Dutch Grilled-Cheese Sandwiches (note; this is not a dinner sail )
The best part..
Now we are lounging there in this beautiful lagoon and,..
Then..
"Romantic Sunset Sail" on the way back.
After the sunset we are back at the dock by the Marriott, perfectly relaxed …
3-Hour Small-Group Sailing Tour around the Lobos Island

Rated 5 Stars, based on 12 Reviews.
We invite you to spend fun time with the captain Julian and his crew cruising in crystalline waters of a beautiful national park. Families will enjoy the relaxing sea time with snorkeling, kayak and SUP. While sailing enthusiasts will be guided on improving their sailing skills. Group of friends can enjoy fun atmosphere, with music, refreshing beverages and lot of fun playing in the water.
Porto: Small-Group Douro River Sailing Cruise

Rated 5 Stars, based on 24 Reviews.
Experience the beauty of Porto in a whole new way on this 2-hour sailing cruise aboard the Argonauta, a 31-foot, charming and classic motor sailor, built by the reputed Swedish boatyard Hallberg-Rassy. Sailing through Porto river allows you to take in the famous Ribeira (old town) and view the typical Porto houses and the cellars as they were meant to be seen, from the water. Plus, you'll enjoy spectacular views of Arrábida bridge and Dom Luís I bridge.
Your 2-hour cruise concludes at Douro Marina situated in the picturesque fishing community called St. Peter of Afurada, here, you can continue visiting this parish at your leisure and own expense.
Bring your camera, your sunglasses, some sunscreen. You're welcome to bring your own snacks and drinks to enjoy along the way!
• Local guide
• Port Wine
• Captain services included
• Fuel and insurance
• Bottled water