The Gulf of Naples provides some of the Mediterranean’s most rewarding sailing waters. My favorite excursion is the Catamaran Sailing trip with Cool Beans Cruises – they consistently deliver great sunset views and dolphin encounters. For a full-day experience, I recommend the Full Day Sailboat tour, which includes swimming and authentic local food stops. Budget travelers will love exploring the Ten Thousand Islands, while luxury seekers can splurge on a private yacht to Capri. These sailing experiences let you appreciate Naples from its best vantage point – the water. Check out our top-rated boat tours below.

Key Points

  1. The Catamaran Sailing Excursion by Cool Beans Cruises offers a budget-friendly, 20-passenger experience with beautiful sunsets and potential dolphin sightings.

  2. The Full Day Sailboat Experience in the Gulf of Naples provides a small-group, immersive tour with stops for swimming and opportunities to participate in sailing.

  3. The Private Sailing Tour in the Ten Thousand Islands showcases lush seascapes, mangrove forests, and diverse wildlife, with a highly-rated and recommended experience.

  4. The Private Yacht Transfer to Capri offers an exclusive, luxurious journey with scenic coastal views and the chance to explore the island’s towns, villas, and natural wonders.

  5. The Dream Day Yacht Experience from Naples provides a comprehensive 6-hour cruise with a wide range of activities, including snorkeling, paddleboarding, and water toys, catered to by a dedicated crew.

Sightseeing and Sunset Catamaran Sailing Excursion

Sightseeing and Sunset Catamaran Sailing Excursion

One popular sightseeing and sunset sailing experience in Naples, Florida is the Catamaran Sailing Excursion offered by Cool Beans Cruises. Rated 4.8 out of 5 stars by 488 reviewers, this 95% recommended activity takes you on a relaxing cruise through Naples’ picturesque waterways.

For $70 per person, you’ll enjoy beautiful sunsets, potential dolphin sightings, and an intimate setting aboard the 20-passenger catamaran. The crew, led by Captain Dan and Magic Mike, provide excellent service and share their local knowledge.

While not wheelchair accessible, the cruise welcomes children 2 and older. Cancellations are free up to 24 hours in advance, and you’ll receive confirmation within 48 hours, subject to availability.

Read our full review: Sightseeing and Sunset Catamaran Sailing Excursion Review
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Full Day Sailboat Experience in Gulf of Naples

Full Day Sailboat Experience in Gulf of Naples

For a more immersive sailing experience in Naples, consider the Full Day Sailboat Experience in the Gulf of Naples.

This full-day tour provides the opportunity to explore the picturesque coastline and islands of the Gulf of Naples aboard a sailboat. With a small group, you’ll enjoy personalized attention from the skipper and have the chance to participate in sailing the vessel.

The tour includes stops for swimming and a traditional Italian lunch, allowing you to fully embrace the Mediterranean lifestyle.

Priced at $147.17 per person, this excursion offers a unique and memorable way to discover the beauty of the Neapolitan waters.

Read our full review: Full Day Sailboat Experience in Gulf of Naples Review
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Private Sailing Tour Through the Ten Thousands Islands

Private Sailing Tour Through the Ten Thousands Islands

Set out on a private sailing adventure through the captivating Ten Thousand Islands off the coast of Naples, Florida.

This highly-rated, 132-review tour offers a 98% traveler recommendation and a Badge of Excellence. Explore lush seascapes, mangrove forests, and diverse wildlife, with multiple tour options, including sunset cruises.

The meeting point is at Marco Island Boat Tours, with a 15-20 minute arrival recommended for parking and facilities. Parking costs $10, and the tour ends at the same location.

Bottled water is provided, and free cancellation is available up to 24 hours prior. While not wheelchair accessible, this moderate physical activity is perfect for those seeking a serene, private group experience.

Read our full review: Private Sailing Tour Through the Ten Thousands Islands Review
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Capri Private Yacht Transfer

Capri Private Yacht Transfer

Amid the idyllic waters off the Amalfi Coast, indulge in a private yacht transfer to the enchanting island of Capri.

This exclusive experience offers a seamless and luxurious journey, with a professional crew attending to your every need. Relax and soak in the stunning coastal scenery as you glide across the crystalline waters.

Upon arrival, you’ll have the opportunity to explore Capri’s picturesque towns, magnificent villas, and captivating natural wonders at your own pace.

Whether you’re seeking a romantic getaway or a day of pure indulgence, this private yacht transfer promises an unforgettable experience amidst the splendor of the Neapolitan Riviera.

Read our full review: Capri Private Yacht Transfer Review
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Private Cruise From Naples to Capri and Amalfi Coast – Yacht 40

Private Cruise From Naples to Capri and Amalfi Coast - Yacht 40

Treat yourself to a private cruise from Naples that whisks you away to the captivating islands of Capri and the scenic Amalfi Coast.

Aboard a luxurious 40-foot yacht, you’ll experience these Mediterranean gems with a knowledgeable guide. Customize your tour, swimming, snorkeling, and shopping as you explore the Amalfi and Sorrento coasts.

Complimentary access to scuba gear, snacks, and bottled water ensures a comfortable journey. With a maximum of 10 people, this private tour offers an extraordinary, tailored experience praised for its exceptional crew.

Don’t miss the opportunity to discover these stunning destinations in style, with free cancellation up to 24 hours before your adventure.

Read our full review: Private Cruise From Naples to Capri and Amalfi Coast – Yacht 40 Review
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Naples: Overnight Stay on a Yacht With Breakfast

Naples: Overnight Stay on a Yacht With Breakfast

Nestled along the Mergellina promenade in the heart of Naples, you can experience an overnight stay on a 20-meter Ghibli 20 yacht, complete with a breakfast prepared by the on-board hostess.

This private group experience costs from $206.46 per person and lasts 14 hours, with the option to book the entire yacht for two people.

The yacht boasts 3 bedrooms accommodating up to 6 guests, and you can enjoy panoramic views of the Gulf of Naples, especially at night.

With free cancellation up to 24 hours in advance and a reserve now & pay later option, this is a convenient and flexible way to explore the Neapolitan coast.

Read our full review: Naples: Overnight Stay on a Yacht With Breakfast Review
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Dream Day on a Yacht From Naples to Procida, Capri or Ischia

Dream Day on a Yacht From Naples to Procida, Capri or Ischia

Set out on a dream day yacht experience from Naples to the enchanting islands of Procida, Capri, or Ischia. Priced at $1,684.53 for up to 12 participants, this 6-hour cruise offers a full day of exploration and relaxation.

Check-in at 9 AM and enjoy activities like water toys, snorkeling, and paddleboarding. The yacht is equipped with a tender, sports water scooter, SUP boards, and more. A skipper and hostess will ensure your safety and comfort.

Though reviews are mixed, with some reporting booking issues, others praise the exceptional service. Check availability and reserve your spot now, with no upfront cost required.

Read our full review: Dream Day on a Yacht From Naples to Procida, Capri or Ischia Review
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The Sum Up

Set out on a sailing adventure in Naples to experience the city’s stunning coastline and enchanting islands. Whether you prefer a leisurely sunset cruise, a full-day sailboat experience, or a private yacht tour, there’s a sailing excursion to suit your interests. Enjoy the beauty of this picturesque region and create unforgettable memories on the Mediterranean waters.