You can cruise from San Diego to the Hawaiian Islands in the fall, winter and spring months. Two cruise lines offer the voyages. They are luxury cruise lines that specialize in longer trips to exotic destinations. See the calendar of departures below.
17-day cruise to Hawaii on Holland America Line. Round-trip from San Diego to Honolulu (Oahu), Nawiliwili (Kauai), Lahaina (Maui), Hilo (Hawaii), Kona (Hawaii) and Ensenada (Mexico).
• 2024 departure: January 13.
18-day cruise to Hawaii on Holland America Line. Round-trip from San Diego to Nawiliwili (Kauai), Honolulu (Oahu), Lahaina (Maui), Kona (Hawaii), Hilo (Hawaii) and Ensenada (Mexico).
• 2024 departure: January 30.
35-day cruise to Hawaii and the South Pacific on Holland America Line. Round-trip from San Diego to Hilo (Hawaii), Maui (Hawaii), Kauai (Hawaii), Honolulu (Hawaii), Fanning Island (Kiribati), Raiatea, Tahiti, Moorea, Fakarava and Nuku Hiva.
• 2024 departure: February 17.
22-day cruise to Hawaii and Mexico on Holland America Line. One-way from San Diego to Vancouver (Canada). Visit Cabo San Lucas (Mexico), Puerto Vallarta (Mexico), Kona (Hawaii), Maui (Hawaii), Honolulu (Hawaii), Hilo (Hawaii) and Victoria (Canada).
• 2024 departure: April 5.
51-day cruise to Hawaii and the South Pacific on Holland America Line. Round-trip from San Diego to Kauai (Hawaii), Kona (Hawaii), Honolulu (Hawaii), Maui (Hawaii), Hilo (Hawaii), Fanning Island, American Samoa, Samoa, Fiji, Dravuni Island, Lautoka, Nuku'alofa, Alofi, Rarotonga, Bora Bora, Moorea, Tahiti, Fakarava and Nuku Hiva.
• 2024 departure: September 30.
17-day cruise to Hawaii on Holland America Line. Round-trip from San Diego to Honolulu (Oahu), Nawiliwili (Kauai), Kahului (Maui), Hilo (Hawaii), Kona (Hawaii) and Ensenada (Mexico).
• 2024 departure: November 20.
16-day cruise to Hawaii on Holland America Line. Round-trip from San Diego to Honolulu (Oahu), Kahului (Maui), Hilo (Hawaii), Kona (Hawaii) and Ensenada (Mexico).
• 2024 departure: December 18.
17-day cruise to Hawaii on Holland America Line. Round-trip from San Diego to Hilo (Hawaii), Lahaina (Maui), Honolulu (Oahu), Nawiliwili (Kauai), Kona (Hawaii) and Ensenada (Mexico).
• 2025 departure: January 11.
18-day cruise to Hawaii on Holland America Line. Round-trip from San Diego to Honolulu (Hawaii), Nawiliwili (Kauai), Lahaina (Maui), Kona (Hawaii), Hilo (Hawaii) and Ensenada (Mexico).
• 2025 departure: January 28.
35-day cruise to Hawaii & the South Pacific on Holland America Line. Round-trip from San Diego to Kona (Hawaii), Maui (Hawaii), Kauai (Hawaii), Honolulu (Hawaii), Fanning Island (Kiribati), Raiatea, Tahiti, Moorea, Fakarava and Nuku Hiva.
• 2025 departure: February 15.
51-day cruise to Hawaii & the South Pacific on Holland America Line. Round-trip from San Diego to Santa Barbara (California), Kona (Hawaii), Kauai (Hawaii), Honolulu (Hawaii), Maui (Hawaii), Hilo (Hawaii), Fanning Island, American Samoa, Samoa, Fiji, Dravuni Island, Tonga, Aitutaki, Rarotonga, Raiatea, Moorea, Huahine, Tahiti, Rangiroa, Tuamotu and Nuku Hiva.
• 2025 departure: September 29.
17-day cruise to Hawaii on Holland America Line. Round-trip from San Diego to Kona (Hawaii), Honolulu (Hawaii), Maui (Hawaii), Hilo (Hawaii) and Ensenada (Mexico).
• 2025 departure: November 19.
17-day cruise to Hawaii on Holland America Line. Round-trip from San Diego to Hilo (Hawaii), Maui (Hawaii), Kona (Hawaii), Honolulu (Hawaii) and Ensenada (Mexico).
• 2025 departure: December 18.