29 days in San Francisco, Los Angeles & Hawaii Itinerary

29 days in San Francisco, Los Angeles & Hawaii Itinerary

Created using Inspirock United States trip itinerary maker

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Fly
1
San Francisco
— 4 nights
Fly
2
Los Angeles
— 7 nights
Fly
3
Volcano, Island of Hawaii
— 2 nights
Drive
4
Kailua-Kona, Island of Hawaii
— 2 nights
Fly
5
Waimea, Kauai
— 1 night
Drive
6
Hanalei, Kauai
— 2 nights
Fly
7
Lahaina, Maui
— 3 nights
Unknown
8
Lanai City, Lanai
— 1 night
Unknown
9
Honolulu, Oahu
— 5 nights
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San Francisco

— 4 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Take a break from San Francisco with a short trip to Muir Woods National Monument in Mill Valley, about 48 minutes away. There's lots more to do: make a trip to Golden Gate Bridge, take in the waterfront at Fisherman's Wharf, admire the masterpieces at Asian Art Museum, and head off the coast to Alcatraz Island.

To find ratings, reviews, where to stay, and tourist information, refer to the San Francisco attractions planner.

Sydney, Australia to San Francisco is an approximately 16.5-hour flight. You'll gain 18 hours traveling from Sydney to San Francisco due to the time zone difference. In May in San Francisco, expect temperatures between 24°C during the day and 13°C at night. Wrap up your sightseeing on the 25th (Thu) early enough to fly to Los Angeles.

Things to do in San Francisco

Parks · Museums · Historic Sites · Nature

Side Trips

Los Angeles

— 7 nights

City of Angels

Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Explore the numerous day-trip ideas around Los Angeles: Mulholland Drive (in Beverly Hills), San Diego (San Diego Model Railroad Museum, USS Midway Museum, &more) and Anaheim (Guardians of the Galaxy – Mission: BREAKOUT!, Disneyland Park, &more). Next up on the itinerary: take a leisurely stroll along Santa Monica Pier, gain insight at Paley Center for Media, browse the different shops at Two Rodeo Drive, and take in nature's colorful creations at The Huntington Desert Garden.

To find photos, reviews, more things to do, and other tourist information, use the Los Angeles trip planner.

Traveling by flight from San Francisco to Los Angeles takes 3 hours. Alternatively, you can drive; or take a bus. Expect a bit warmer temperatures when traveling from San Francisco in May; daily highs in Los Angeles reach 28°C and lows reach 17°C. Wrap up your sightseeing on the 1st (Thu) early enough to fly to Volcano.

Things to do in Los Angeles

Theme Parks · Museums · Parks · Nature

Side Trips

Volcano, Island of Hawaii

— 2 nights
Those who named Volcano opted for simplicity in choosing a title, taking the nearby fire-spewing Kilauea as a source of inspiration.
On the 2nd (Fri), get outside with Keanakakoi Crater Overlook, take a memorable drive along Devastation Trail, then trek along Kilauea Iki Trailhead, and finally hike along Kipuka Puaulu (Bird Park) Trail. Here are some ideas for day two: browse the fresh offerings at Hilo Farmers Market, take in nature's colorful creations at Liliuokalani Gardens, then observe the fascinating underwater world at Mokupapapa Discovery Center, and finally admire the majestic nature at Akaka Falls State Park.

To find ratings, other places to visit, where to stay, and tourist information, use the Volcano vacation maker app.

Traveling by flight from Los Angeles to Volcano takes 7.5 hours. You'll gain 2 hours traveling from Los Angeles to Volcano due to the time zone difference. Traveling from Los Angeles in June, Volcano is somewhat warmer at night with lows of 24°C. Finish your sightseeing early on the 3rd (Sat) to allow enough time to drive to Kailua-Kona.

Things to do in Volcano

Parks · Outdoors · Trails · Nature

Side Trips

Kailua-Kona, Island of Hawaii

— 2 nights

Heart of the Kona Coast

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
On the 4th (Sun), identify plant and animal life at Kealakekua Bay, kick back and relax at Kahaluu Beach, and then get close to the beloved marine mammals with a swim-with-the-dolphins experience. On the 5th (Mon), you'll have a packed day of sightseeing: kick back and relax at Mauna Kea Beach and then tour the pleasant surroundings at Hapuna Beach State Recreation Area.

To see where to stay, maps, other places to visit, and more tourist information, read Kailua-Kona travel planner.

Drive from Volcano to Kailua-Kona in 2.5 hours. Alternatively, you can take a bus. In June, plan for daily highs up to 34°C, and evening lows to 27°C. Finish up your sightseeing early on the 5th (Mon) so you can catch the flight to Waimea.

Things to do in Kailua-Kona

Outdoors · Parks · Beaches · Nature

Side Trips

Waimea, Kauai

— 1 night
On the 6th (Tue), get a new perspective on things with Boat Tours & Water Sports, Head underground at Na Pali Makai, and then take in breathtaking views at Waimea Canyon State Park.

Discover how to plan a Waimea trip in just a few steps with Inspirock's itinerary builder.

Traveling by flight from Kailua-Kona to Waimea takes 2.5 hours. In June, daily temperatures in Waimea can reach 34°C, while at night they dip to 26°C. Finish your sightseeing early on the 6th (Tue) so you can drive to Hanalei.

Things to do in Waimea

Nature · Parks · Tours · Outdoors

Side Trip

Hanalei, Kauai

— 2 nights
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Kick off your visit on the 7th (Wed): enjoy the sand and surf at Hanalei Beach, admire the natural beauty at Limahuli Garden and Preserve, then admire the majestic nature at Na Pali Coast State Park, and finally take in the architecture and atmosphere at Wai`oli Hui`ia Church. Get ready for a full day of sightseeing on the 8th (Thu): admire the natural beauty at Na Aina Kai Botanical Gardens, admire all the interesting features of Hanalei Valley Lookout, and then see some colorful creatures with a scuba or snorkeling tour.

Planning Hanalei trip won't be overwhelming when you use Inspirock's itinerary maker.

Drive from Waimea to Hanalei in 1.5 hours. June in Hanalei sees daily highs of 33°C and lows of 26°C at night. Finish your sightseeing early on the 8th (Thu) so you can fly to Lahaina.

Things to do in Hanalei

Parks · Outdoors · Wildlife · Tours

Side Trips

Lahaina, Maui

— 3 nights

Crown Jewel of Maui

Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Spend the 9th (Fri) exploring the striking scenery along Hana Highway - Road to Hana. There's much more to do: see some colorful creatures with a scuba or snorkeling tour, stroll around Lahaina Banyan Court, pause for some photo ops at Lahaina Jodo Mission, and enjoy the sand and surf at Ka'anapali Beach.

To see reviews, where to stay, photos, and tourist information, go to the Lahaina road trip planning app.

Fly from Hanalei to Lahaina in 2.5 hours. Expect a daytime high around 34°C in June, and nighttime lows around 26°C. Finish your sightseeing early on the 11th (Sun) to allow enough time to travel to Lanai City.

Things to do in Lahaina

Outdoors · Parks · Scenic Drive · Beaches

Side Trips

Lanai City, Lanai

— 1 night
Lanai City is a census-designated place (CDP) on the island of Lanai, in Maui County, Hawaii, United States. Start off your visit on the 12th (Mon): relax and rejuvenate at some of the best spas, identify plant and animal life at Lanai Cat Sanctuary, then shop like a local with Mike Carroll Gallery, and finally look for gifts at The Local Gentry.

For photos, ratings, and more tourist information, read Lanai City trip planner.

Explore your travel options from Lahaina to Lanai City with the Route module. Plan for a bit cooler nights when traveling from Lahaina in June since evenings lows in Lanai City dip to 22°C. Finish your sightseeing early on the 12th (Mon) so you can travel to Honolulu.

Things to do in Lanai City

Shopping · Wildlife · Spas · Museums

Honolulu, Oahu

— 5 nights

Big Pineapple

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Explore Honolulu's surroundings by going to Pu’u O Mahuka Heiau State Monument (in Pupukea) and Haleiwa (Pupukea Beach Park, Sunset Beach Park, &more). The adventure continues: explore and take pictures at Diamond Head State Monument, get engrossed in the history at Iolani Palace, contemplate the waterfront views at Hanauma Bay Nature Preserve, and enjoy the sand and surf at Waikiki Beach.

For photos, where to stay, ratings, and more tourist information, refer to the Honolulu vacation builder site.

Explore your travel options from Lanai City to Honolulu with the Route module. In June, Honolulu is somewhat warmer than Lanai City - with highs of 35°C and lows of 27°C. On the 17th (Sat), wrap the sightseeing up by early afternoon so you can fly back home.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Hawaii travel guide

4.4
Scuba & Snorkeling · Beaches · Zipline
The Aloha State
An archipelago of hundreds of volcanic islands located in a geological hot spot in the middle of Pacific, Hawaii offers diverse natural scenery and a warm tropical climate. The six major islands open to tourism draw visitors with their sun-drenched public beaches and craggy natural trails. Thanks to their mid-Pacific location, the islands boast a vibrant native culture influenced by both North America and Asia. You can spend your vacation basking in the modern comforts of the big hotels, but to experience the true spirit of these islands, remember that real Hawaiians live outdoors. Encounter nature by surfing, swimming, fishing, and picnicking, or join a guided tour across the ancient lava flows to the top of Hawaii's rugged volcanic peaks.