Whale Watching, Wine Tasting, Sea Cliff Bridge Dark Night Stars - Private Tour

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Location:  Sydney

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Available Time:  May-September

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Duration:   12 Hours


Highlights

  • Intimate Whale Encounters – Cruise pristine waters aboard a small vessel for an awe-filled, up-close experience with migrating whales—nature’s giants in motion.
  • Vineyard Indulgence & Wildlife – Sip boutique wines and savor a gourmet platter in a countryside vineyard, where kangaroos may hop by.
  • Blowhole Drama at Golden Hour – Feel the raw power of Kiama’s famous blowhole as ocean swells explode through ancient rock, framed by golden-hour light.
  • Starlit Sea Cliff Escape – Walk beneath a canopy of stars on the Sea Cliff Bridge, where moonlight glimmers on the waves and silence speaks volumes.

Overview

Whales, Wine & Coastal Icons
Fully Customised Luxury Tour | Departing Sydney | Ideal for Small Groups

Step away from the crowds, skip the tourist traps, and experience a side of Australia most visitors never see. This premium private tour is designed for those who want to explore in comfort and style—perfect for small groups of friends, families, or corporate guests looking for a day of connection, discovery, and indulgence.

Departing from Sydney, this fully customisable experience blends four unforgettable highlights: a 90-minute whale watching cruise, gourmet coastal dining, a private wine tasting at a boutique vineyard, and a sunset. Finally, sit on the grass or stroll Sea Cliff Bridge to the sounds of the ocean from beneath the starlight sky.

Additional Information

  • Inclusions, Exclusions, & More

    INCLUSIONS: Cruise terminal/Hotel pickup and drop-off.  Bottled water, fruit and lunch. Air-conditioned transport. 90 minute Whale watching cruise and wine tasting. Private group tour (maximum 10).
     
    EXCLUSIONS: Morning or afternoon tea. Drinks

    SPECIAL CONDITIONS: We can design a tour for you or set the itinerary to your preferred locations. Larger groups available (extra fee applies).Infant and  child seats included on request.

    MINIMUM AGE: Children welcome with adult supervision. Infant seats available.

    WHAT TO BRING: Warm jacket for the evening. Comfortable walking shoes.
  • Itinerary

    Fully customizable
    • Dive south to enjoy Illawarra coastal views from clifftop lookout.
    • Whale Watching 90 minute cruise departing Shell Harbour. Cruise the pristine waters off Shellharbour aboard a small-group vessel to witness one of nature’s greatest whale migrations.
    • Enjoy a leisurely lunch at a local beachfront café, seasonal menu, and scenic ocean views. A range of dietary options is available.
    • Visit a family-owned vineyard nestled near the historic village of Berry. Taste 8–10 handpicked, cool-climate wines, paired with a local gourmet platter of cheese, olives, & crackers. The setting—rolling green hills and open countryside—is ideal for spotting native wildlife, including kangaroos and wallabies.
    • Famous Kiama Blowhole. Wander the dramatic coastal headland of Kiama and witness the power of the famous blowhole as ocean swells erupt through ancient rock formations. A perfect stop as golden hour lights the horizon.
    • Last stop at Sea Cliff Bridge walk and star gazing (self guided) - a tranquil walk across the breathtaking Sea Cliff Bridge. The absence of light pollution reveals a glittering canopy of stars overhead. Watch the moon rise over the ocean and listen to the soothing sounds of the waves below.


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FAQs

  • What’s included in the tour price?

    This is a full-day premium private experience that includes hotel or cruise terminal pickup/drop-off, bottled water, fruit, lunch at a local café, a 90-minute whale watching cruise, a 45-minute wine tasting at a boutique vineyard, and a stop at Kiama’s iconic blowhole. You’ll finish the day star-gazing by the sea. It’s not just a tour—it’s a beautifully choreographed escape from the city into nature, flavor, and wonder.

  • Why is this tour more expensive than other day trips from Sydney?

    Because it’s not a bus tour with strangers—it’s a bespoke, all-inclusive private journey that offers three unforgettable experiences in one day: whale watching, wine tasting, and star gazing. You’re guided by passionate locals who take care of every detail and deliver an experience you’ll remember for a lifetime, not just another checkbox on a sightseeing list.

  • Is this a good choice for families or older travelers?

    Absolutely. This tour is designed to suit all ages, with a comfortable pace, flexible itinerary, and air-conditioned transport. Families love the whales and beach time, while older guests appreciate the relaxed vineyard setting and stargazing experience. Child and infant seats are available upon request to ensure everyone is safe and comfortable.

  • What if we don’t see any whales?

    Whale sightings are highly likely during the tour’s seasonal window (May–September), but nature can’t be guaranteed. That said, the coastal cruise is still a stunning experience, with views of the cliffs and shoreline that make the trip worthwhile. Plus, the wine, wildlife, and starlit beach finale ensure the day is unforgettable regardless.

  • How customizable is the tour? Can we skip or swap stops?

    Totally flexible. Whether you want extra time at the vineyard, a different café for lunch, or more beach and less blowhole—we’ll design the perfect day to suit your interests, pace, and preferences. This is your private tour, your way.

  • What should I wear or bring for the day?

    We recommend comfortable walking shoes, casual attire for the vineyard and cruise, and a warm jacket for the evening—especially during star gazing by the beach. The coastal breeze 

  • Is this tour suitable for special occasions or group celebrations?

    Absolutely! This tour is a popular choice for birthdays, anniversaries, honeymoons, and group getaways. With a capacity of up to 10 people and plenty of “wow” moments—from whales to wine to the stars—it’s the perfect setting for shared memories and celebration photos.



Pricing From

★★★★★

Consistently ranked among Sydney’s best on TripAdvisor, see why guests rave about our unforgettable tours