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    MAUI SUNSET CATAMARAN DINNER CRUISE

    Maui’s Best Sunset Views!

    View Details

    ENJOY A MAUI SUNSET ON THE WATER
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    5/5 (486 Reviews)
    • Calypsomaui Maui Sunset Catamaran Dinner Cruise Beautiful Sunset
    • Calypsomaui Maui Sunset Catamaran Dinner Cruise Calypso Cruise
    • Calypsomaui Maui Sunset Catamaran Dinner Cruise Couple
    • Calypsomaui Maui Sunset Catamaran Dinner Cruise Guests Meal
    • Calypsomaui Maui Sunset Catamaran Dinner Cruise Overview Cruise
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    Welcome aboard the newest Maui Sunset Dinner Cruise vessel, the Calypso. Relax and have fun on board the 65 ft. three-deck catamaran. Over 4000 square feet of table seating and three restrooms await on this large, stable vessel. You can simply kick back and take in the 360-degree sunset views.

    • $157 USD
    • 2-hour
    • Maalaea, Maui, Hawaii
      • Multiple course dinner
      • Two alcoholic drinks
      • Multiple seating options

    $156.95$157.00

    BOOK YOUR CRUISE

    Choose Your Tour Type

    Choose Your Tour Type

    • maalaea map iconmaalaea map icon hover

      2-Hour Sunset Catamaran Dinner Cruise On Calypso From Maalaea Harbor

      Starting at

      $157.00

      per adult
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        1st Guest Info

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        • Dietary Restrictions

          Please let us know any details around your dietary restrictions
          • $
        •  

          • $

          Pick Up Or Activity Check-In Options

          This tour has a check-in location. Do you have transportation to get around the island? If not, we can provide transportation.

          • 0 $
          • 250 $
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          • 350 $

          Where are you staying?

          Having your accommodation information helps us provide directions, travel tips and can more easily contact you if there is a change in plans last minute.

          • 0 $

          Please enter in the address or name of the resort where you are staying.

          • $

          Where are you staying?

          Having your accommodation information helps us provide directions, travel tips and can more easily contact you if there is a change in plans last minute.

          • 0 $

          Please enter in the address or name of the resort where you are staying.

          • $
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          To join this tour guests may be picked up by their guide at this accommodation or will need to check in at a safe location nearby. Please refer to your confirmation email for details. Mahalo!

          Meet at the front entrance of the AC Hotel by Marriott Maui Wailea.

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          The lobby of the Aina Nalu.

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          Your pick up location may differ from your hotel and may require you to drive to the nearest safe pickup location. Please refer to your confirmation email for instructions.

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          Meet in front of property on Uluniu Road.

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          Meet at the front lobby of the Andaz Maui At Wailea.

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          Meet at the lobby of the Papakea Resort at the Papakea sign on Lower Honapi'ilani.

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          Meet at the bench in the front of Building G, facing the beach and South Kihei Road.

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          Meet at the front lobby of Kaanapali Shores.

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          Meet at the lobby of the Aston Mahana at Kaanapali.

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          Meet at the South Kihei Road outside near the sign of the Aston Maui Hill.

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          Meet at the front Lobby at Aston Maui Kaanapali Villas.

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          Meet at the entrance of the lobby at Aston Maui Lu.

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          Meet at the lobby of Aston Paki Maui.

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          Meet at the lobby of the Pioneer Inn.

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          Meet at the Bus stop out front of the Napili Shores Maui by Outrigger.

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          Cruise Ship Pier - Kahului, Maui.

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          Cruise Ship Tender - Lahaina, Maui.

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          Meet at the lobby of Eldorado Maui.

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          Meet at the entrance of the lobby at Four Seasons Resort Maui at Wailea.

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          Meet in front of the office of Garden at West Maui.

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          Meet at the Guard Shack in front of Grand Champions.

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          Meet at the Group Lobby of Grand Wailea.

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          Meet at the Security Gate of Haggai Institute.

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          Meet at the Driveway Entrance of South Kihei Road outside Hale Hui Kai.

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          Meet at the Driveway Entrance outside Hale Kai O Kihei.

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          Meet at the driveway entrance on Lower Honoapiilani Road.

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          Meet in front of Hale Kamaole on South Kihei Road.

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          Meet at the roadside in front of the Hale Mahina Beach Resort.

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          Meet at the Driveway Entrance on Lower Honoapiilani Rd. in font of the Hale Maui Apartment.

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          Meet at the Driveway Entrance of the Hale Napili.

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          Meet at the Driveway Entrance of Hale Ono Loa.

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          Meet in front of the office of Hale Pau Hana.

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          Meet at the Driveway Entrance of Haleakala Gardens.

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          Meet at the Driveway Entrance on South Kihei Road in front of Haleakala Shores.

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          Meet at the entrance by the sign of the Hololani.

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          Meet at the roadside in front of the Hono Kai.

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          Meet at the driveway entrance in front of the Hono Koa.

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          Meet at the entrance on Lower Honoapiilani Rd, by the sign of the Honokeana Cove.

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          Meet at the driveway entrance of the Honokowai Palms.

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          Meet at the driveway entrance of Honokowai Sunrise.

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          Meet at the roadside entrance of the Honokowai Villa.

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          Meet at the lobby of Honua Kai Resort & Spa.

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          Meet at the lobby of Honua Kai Resort and Spa.

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          Meet at the lobby of Honua Kai Resort and Spa.

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          Meet at the curbside of 127 Lahainaluna Rd in Lahaina Town (downstairs of the Hotel Lahaina).

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          Meet at the entrance of the lobby at Hotel Wailea Maui.

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          Meet at the lobby of Hotel Wailea.

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          Meet at driveway entrance of the Hoyochi Nikko.

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          Meet at the back parking lot of the Hyatt Regency Maui.

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          Meet at the lobby of Hyatt Residence Club.

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          Meet at the driveway entrance of International Colony Club.

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          Meet at the driveway entrance of Island Sands.

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          Meet at the front parking lot on S. Kihei Rd. in front of the Island Surf.

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          Meet at the front lobby of Kaanapali Alii Resort.

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          Meet at the lobby of Kaanapali Beach Club.

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          Meet at the lobby of Kaanapali Beach Hotel.

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          Meet at the Luau Kiosk at Royal Lahaina Hotel.

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          The entrance of the lobby at Kaanapali Plantation.

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          Meet at the security gate of the Kaanapali Royale.

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          Meet at the lobby of Kahana Beach.

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          Meet at the lobby of Kahana Falls.

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          Meet in front of the lobby at Kahana Gateway Apartments.

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          Meet outside on Lower Honoapiilani Rd. at the entrance of Kahana Manor.

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          Meet at the driveway entrance on Lower Honoapiilani Rd. of Kahana Outrigger.

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          Meet at the front parking lot on Lower Honoapiilani Rd. in front of Kahana Reef.

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          Meet on Lower Honoapiilani Rd. by the entrance sign of the Kahana Sunset.

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          Meet at the driveway entrance of the Kahana Village on Lower Honoapiilani Rd.

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          Meet at the entrance of the lobby at Kahana Villas.

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          Meet in front of entrance sign on Walaka Street and Hua Place.

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          The entrance of the Kaleialoha Condos.

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          Meet at the driveway entrance on South Kihei Rd. outside of the Kamaole Beach Club.

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          Meet at the driveway entrance of the Kamaole Beach Royale.

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          Meet on South Kihei Rd. outside of the Kamaole Nalu Resort.

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          Meet at the driveway entrance of Kamaole One.

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          Meet at the driveway entrance on South Kihei Rd. outside of Kamaole Sands.

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          Meet at the driveway entrance on Hauoli St in front of the Kana'i A Nalu sign.

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          Pickup at the Kapalua Village Center.

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          Pickup at the Kapalua Village Center.

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          Meet at the driveway entrance of Kapulanikai Vacation Apartments.

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          Meet at the sign in front of the Kauhale Makai.

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          Meet at the driveway entrance at the Kealia Resort sign on North Kihei Road.

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          Meet on South Kihei Rd. outside of the Kihei Akahi.

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          Meet at the driveway entrance of the lower parking lot at the Kihei Alii Kai.

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          Meet at the driveway entrance on South Kihei Rd. outside of Kihei Bay Surf.

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          Meet at the driveway entrance on South Kihei Rd. outside of Kihei Bay Vista.

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          Meet at the driveway entrance on South Kihei Rd. outside of Kihei Beach Resort.

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          Meet at the driveway entrance on Uluniu Rd next to Kihei Garden Estates sign.

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          Meet at the driveway entrance on South Kihei Rd outside of Kihei Holiday Resort.

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          Meet at the driveway entrance on North Kihei Rd outside of Kihei Kai Oceanfront Condominiums.

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          Meet at the guard shack of Kihei Kai Nani.

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          Meet at the South Kalama Lot of Kihei Park Shore.

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          Meet at the driveway entrance on South Kihei Rd outside of Kihei Resort.

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          Meet at the driveway entrance of the lobby at Kihei Sands Beachfront Condominiums.

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          Meet at the lobby on South Kihei Rd outside of Kihei Surfside Resort.

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          Meet at the entrance on Kenolio Rd.

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          Meet at the bench outside of the Koa Lagoon Lobby.

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          Meet at the Maui Beach Vacation Club Lot.

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          Meet on South Kihei Rd outside of Koa Resort.

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          Meet at the roadside at the North entrance the Kuleana Resort.

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          Meet at the street entrance of Lahaina Inn.

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          Meet at the street entrance of the Lahaina Roads.

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          Meet at the entrance of the lobby of the Lahaina Shores Beach Resort.

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          Meet at the Lot Across 76 Gas.

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          Meet at the driveway entrance of Lauloa Resort.

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          Meet at the driveway entrance Leilani Kai Resort.

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          Meet at the driveway entrance on South Kihei Road outside of the Leinaala Condos.

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          Meet at the driveway entrance of the Lokelani Condos.

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          Meet on the South Kihei Rd outside of the Luana Kai Resort.

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          Meet at the driveway entrance of the Maalaea Banyans.

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          Meet at the driveway entrance (next to Maalaea Kai Sign) on Hauoli St.

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          Meet at the driveway entrance of the lobby at Maalaea Mermaid.

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          Meet at the driveway entrance of Maalaea Surf.

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          Meet at the driveway entrance of Maalaea Yacht Marina.

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          Meet at the driveway entrance of the Mahina Surf.

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          Meet at the driveway entrance of Mahinahina Beach.

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          Meet at the 5 Palms Lahaina Parking Lot.

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          Meet at the driveway entrance of Makani A Kai.

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          Meet at the driveway entrance of the Makani Sands.

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          Meet at the lobby of Makena Beach & Golf Resort.

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          Meet at the security gate of Makena Surf Resort.

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          Meet at the front lobby of Mana Kai Maui.

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          Meet at the side lobby of the Marriott Maui Ocean Club Kaanapali.

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          Meet at the security gate the Masters At Kaanapali.

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          Meet at the Parking Lot of Building F of Maui Banyan.

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          Meet at the lobby of Maui Beach Hotel.

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          Meet at the lobby of the Maui Beach Vacation Club.

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          Meet at the front lobby of the Maui Coast Hotel.

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          Meet at the Cannery Mall Long's Drugs.

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          Meet at the driveway of Maui Guest House.

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          Meet at the lobby of the Maui Kai.

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          Meet at the roundabout in front of Building B, at the top of the driveway before you go down the hill to South Kihei Road.

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          Meet at the driveway entrance of Maui Oceanfront.

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          Meet on South Kihei Rd outside of the Maui Parkshore.

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          Meet at the driveway entrance of the Maui Sands.

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          Meet at the South Kihei Rd outside of the Maui Schooner.

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          Meet at the lobby of the Maui Seaside Hotel.

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          Meet at the lobby of "B" building of Maui Sunset.

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          Meet on South Kihei Rd outside of Maui Vista.

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          Meet at the lobby of Menehune Shores.

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          Meet at the driveway entrance of the Milowai Condos.

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          Meet at the 5 Palms Parking Lot.

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          Meet at the lobby of the Montage At Kapalua Bay.

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          Meet at the driveway entrance on North Kihei Rd outside of Nani Kai Hale.

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          Meet at the lobby of Napili Bay Resort.

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          Meet in front of the sign on Lower Honoapiilani Highway.

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          Meet at the lobby of the Napali Kai Beach Resort.

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          Meet at the entrance on the lower road at Napili Point.

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          Meet at the driveway entrance of Napili Ridge.

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          Meet at the lobby of Napili Shores.

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          Meet at the entrance of the Napilii Bay resort across the street from the Napili Sunset.

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          Meet at the driveway entrance on the lower road at Napili Surf Beach Resort.

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          Meet at the driveway entrance on Lower Honoapiilani Hwy near the sign of Napili Village.

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          Meet at the roadside of the Noelani Condos.

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          Meet at the driveway entrance at the Nohonani Maui Condos.

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          Meet at the driveway entrance of South Kihei Rd outside of the Nona Lani Cottages.

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          Meet at the Lahaina Shores Lobby.

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          Meet at the driveway entrance of One Napili Way.

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          Meet on South Kihei Rd outside of Maui Vista.

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          Meet on the safeway Kahului Hookele Street.

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          Meet at the Main Entrance to Phase 1 of the Palms At Wailea.

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          Meet at the lobby of Pioneer Inn.

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          Meet at the driveway entrance of the Plantation Inn.

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          Meet the driveway entrance on Lower Honoapiilani Rd at the sign of Pohailani Maui.

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          Meet at the lobby of the Polo Beach Club.

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          Meet at the driveway entrance of the Polynesian Shores.

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          Meet at the security gate of Puamana Vacations.

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          Meet at the driveway entrance of Punahoa Beach Condos.

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          Meet at the entrance of the Puunoa Beach Estates.

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          Meet at the entrance of the Residence Inn by Marriott Maui Wailea.

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          Meet at the front lobby of the The Ritz-Carlton, Kapalua.

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          Meet at the lobby of the Royal Kahana.

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          Meet at the Luau Kiosk at Royal Lahaina Resort.

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          Meet on South Kihei Rd outside of Royal Mauian.

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          Meet at the lobby of the Sands of Kahana.

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          Meet at the group lobby of the Sheraton Maui.

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          Meet in front of the office of Shores of Maui.

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          Meet at the Parking Lot @ Gear.

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          Meet at the driveway entrance of the Mauian Hotel.

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          Meet at the entrance of the The Old Wailuku Inn at Ulupono.

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          Meet at the driveway entrance of Pikake.

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          Meet at the lobby of the The Whaler on Kaanapali Beach.

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          Meet at the driveway entrance of the Valley Isle Resort.

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          Meet at the lobby of the Village By The Sea.

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          Meet at the parking lot of Villas By The Cove.

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          Meet at the waterfall in front of the guest reception desk at the Wailea Beach Marriott Resort.

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          Meet at the lobby of the Wailea Beach Villas.

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          Meet at the closest driveway to street outside the Wailea Ekahi.

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          Meet at the closest driveway to street outside the Wailea Ekolu.

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          Meet at the security gate of the Wailea Elua.

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          Meet outside of main gate on 2141 Iliili Rd.

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          Meet at the security gate of Wailea Point.

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          Meet at the driveway entrance of Waiohuli Beach Hale.

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          Meet on South Kihei Rd outside of Waipuilani Condominiums.

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          Meet at the lobby of the Westin Kaanapali Ocean Resort Villas (South).

          • $

          Confirm with our Reservations Department which Tower you will be staying in for pick up.

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          Outside the Group Lobby on the curb.

          View directions here.

          • $

          Meet at the entrance of the Lobby at Westin Nanea Kaanapali.

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          Meet at the entrance of the WorldMark Kihei.

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        notice-icon

        Sales are final for tours starting within the next 72 hours. Please double-check your info before checking out.

        Starting At: $0 USD
        With taxes & fees: $176.57
        notice-icon

        NO REFUNDS DUE TO WEATHER/VISIBILITY

        JOIN WAIT LIST
        2025-07-12 21:58

        Sunset Dinner Cruise Tour Features

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        Calypso Dinner Cruise Menu Options
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        Calypso Dinner Cruise Ceasar Salad
        Calypso Dinner Cruise Service

        A Cruise for Everyone

        Enjoy some hors d’oeuvres while everyone gets settled in. The Calypso dinner cruise is great for couples, as well as groups of any size. Large tables for eight are in the shaded areas near the center of the boat. More intimate seating – tables for two and also for four, is ready for you and your guests along both sides of every deck. If anyone would like to work on their tans, make sure to sit at the front of the second deck, or go up onto the third; both areas are open to the gorgeous island sky.

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        Maui Sunsets

        Maui is known for its world-famous sunsets. The sun seems to set in a different place every day, painting the sky with an ever-changing palette of colors. No matter where you are on the island, you can enjoy a spectacular sunset show.

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        The Vessel

        The Calypso Maui is designed for stability, with double hulls that keep it steady on the water. It’s like a floating amusement park, with plenty of space to enjoy yourself. When the catamaran is underway, the hulls slice efficiently through the water, leaving most of the vessel to ride high above waves on top of sea-surface winds. This leads to a pleasant, effortless journey for you and your companions, even when crosswinds are taken into account. Calypso Maui offers stunning panoramas that you won’t be able to find anywhere else because she is the only ship on the island with three decks. Certain areas on the bottom of the boat are also see-through! The two cabins are shaded from the sun, but both have their ends open to the sea breeze. The large tinted windows along both port and starboard sides give you a good view of the Pacific Ocean beyond the railings.

        Sunset Dinner Cruise Tour Details

        • Highlights
        • Description
        • Price & Availability
        • Food & Drink
        • Cancellation
        Highlights
        • sunset beach

          Beautiful Maui Sunset Views

        • breakfast

          Wonderful Multi-course Dinner Included

        • Beer Blue

          2 alcoholic drinks included, $5.00 each thereafter

        • family icon

          Family-friendly

        • Route Line Blue

          Leaving From Centrally Located Maalaea Harbor

        • list

          Multiple Seating Options For Groups or an Intimate Setting

        • Two Hour Blue

          2 Hour Dinner Cruise

        • star

          Ride aboard a top-of-the-line vessel

        Description

        The Calypso dinner cruise is a Maui favorite for a good reason. Not only do you get an amazing view of the sunset, but you also get to enjoy a delicious meal and some great island-style music. The stable, comfortable, triple-deck catamaran leaves from centrally-located Ma’alaea Harbor, so it’s easy to get to. You’ll find tables for two, four, eight, and ten, as well as enclaves throughout the vessel to sit and sip drinks or hang with the kids. Friendly crew members tend the bar and can bring you Mai-Tais, blended drinks, wine, and beer.

        When it’s time for the delicious main meal, our onboard chef Keoni carves the juicy prime rib. Mahi Mahi, teriyaki chicken, steamed vegetables, roasted potatoes, and chocolate cake is also ready for you to eat. While you enjoy your meal, the crew comes by often to take things out of your way – ensuring that no trash ends up in the ocean. There is plenty of time to gaze at the islands of Kaho’olawe and Lanai in the distance – not to mention Molokini Crater, an epic snorkeling site. When humpback whales are visiting from Alaska chances are excellent that you will see some of these magnificent marine mammals on your Calypso dinner cruise!

        Price & Availability

        2-Hour Sunset Catamaran Dinner Cruise On Calypso From Maalaea Harbor

        Adults - Baby Back RibsAges 13 yrs+ $157.00
        Adults - BBQ ChickenAges 13 yrs+ $157.00
        Adult - FishAges 13 yrs+ $157.00
        Adults - Prime RibAges 13 yrs+ $157.00
        Adults - VegetarianAges 13 yrs+ $157.00
        Children - Baby Back RibsAges 4-12 yrs $127.00
        Children - BBQ ChickenAges 4-12 yrs $127.00
        Children - FishAges 4-12 yrs $127.00
        Children - Prime RibAges 4-12 yrs $127.00
        Children - VegetarianAges 4-12 yrs $127.00
        Small ChildrenAges 0-3 yrs FREE

        • Available Daily
        • Meet at Maalaea Harbor.
        • October 1st – April 30th Check-in time is 4:00 pm returning at approximately 7:00 pm.
        • May 1st – September 30th Check-in time is 4:30 pm returning at approximately 7:30 pm.
        • Your email ticket confirmation will list exact check-in time.
        • Maalaea provides plenty of parking space at a small fee.
        • Departs from Ma'alaea Harbor, Slip #82
        Food & Drink
        Dinner Menu
        Starter

        • Caesar salad with homemade buttery croutons, freshly grated parmesan cheese, and warm breadsticks

        Choice of Entrée

        • Garlic rosemary roasted prime rib
        • Fresh island fish with lemon butter caper sauce
        • BBQ roasted chicken thigh and leg combo
        • Kiawe smoked baby back ribs

        Sides

        • All entrees served with white rice and locally sourced sautéed vegetables

        Dessert

        • Double-layer chocolate cake and New York style cheesecake
        Drink Menu
        Beer
        Honolulu Beerworks El Guapo Blonde Ale, Hope Island IPA, Kewalo’s Cream Ale
        Spirits
        Mahina Premium Dark and Light Rum, Torado Silver Tequila, Early Times Kentucky Whisky, Nikolai Premium Vodka, Mr. and Ms. Tea Pina Colada
        Wine
        Sycamore Lane Cellars Chardonnay and Cabernet Sauvignon
        Beverages
        Unlimited ice-cold soda, juice, and water
        Dietary Restrictions: Vegetarian & Gluten-Free meals can be made available only upon request when booking reservation.
        Cancellation

        You may cancel this tour for a full refund if you let us know at least 72-hours prior to the start of this activity. Any cancellations after that time there is no refund.

        Accessibility Tour
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        Local Hawaii Expert Awards Hawaii Tours
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        Travel & Leisure Awards

        Frequently Asked Questions

        • Will We Be Able To See Dolphins, Whales, Or Other Wildlife On Tour?

          Dolphins and turtles have been spotted along the coastline, as well as humpback whales in the winter.
        • What Is The Appropriate Attire?

          We do not have a specific dress code; guests are welcome to dress anything from casual to formal, per your preference or event requirements. Please be aware of local weather forecasts as well. We do have a covered indoor portion of the boat that provides a space for shade as needed.
        • If I Haven’t Been On A Boat Cruise, Is There A Possibility I Can Get Seasick?

          Seasickness is significantly reduced on these boat cruises, and highly unlikely, though not eliminated. If you are highly sensitive to motion sickness, please take proper precautions as you deem necessary.

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        Book Maui Sunset Catamaran Dinner Cruise Tour

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