15 days in San Francisco & Hawaii Itinerary

15 days in San Francisco & Hawaii Itinerary

Created using Inspirock United States planner

Plan created by another user.Make it yours

Route & dates

1
San Francisco
— 3 nights
2
Hilo, Island of Hawaii
— 2 nights
3
Lahaina, Maui
— 3 nights
4
Haena, Kauai
— 2 nights
5
Poipu, Kauai
— 2 nights

3
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Get outdoors at Alcatraz Island and Lands End. Satisfy your inner culture vulture at Castello di Amorosa and Fisherman's Wharf. Explore San Francisco's surroundings by going to VJB Cellars (in Kenwood), V. Sattui Winery (in St. Helena) and Wellington Cellars (in Glen Ellen). There's much more to do: admire the majestic nature at Marin Headlands, take a tour by water with Boat Tours & Water Sports, and examine the collection at Cable Car Museum.

For where to stay, traveler tips, ratings, and other tourist information, refer to the San Francisco travel itinerary planner.

Boston to San Francisco is an approximately 7.5-hour flight. You can also drive; or do a combination of bus, train, and subway. The time zone changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. In September in San Francisco, expect temperatures between °F during the day and °F at night. On the 24th (Thu), you'll have the morning to explore before heading off to Hilo.

Things to do in San Francisco

Parks Nature Historic Sites

Side Trips

Castello di Amorosa, Marin Headlands, VJB Cellars, V. Sattui Winery, Wellington Cellars
Find places to stay Sep 20 — 24:
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
VJB Cellars ©
VJB Cellars
Castello di Amorosa ©
Castello di Amorosa

2
nights
Hilo, Island of Hawaii

Hilo ©
One of the island of Hawaii's major towns, Hilo contains a mix of Asian and Polynesian cultures and is known for its proximity to a national park encompassing two active volcanoes.
Get ready for a full day of sightseeing on the next day: examine the collection at Pacific Tsunami Museum, enjoy the sand and surf at Richardson Beach Park, kick back and relax at Carlsmith Beach Park, thentake in nature's colorful creations at Liliuokalani Gardens, and finally take in the dramatic scenery at Rainbow Falls.

To find reviews, where to stay, maps, and tourist information, read our Hilo online driving holiday planner.

Traveling by flight from San Francisco to Hilo takes 9 hours. Due to the time zone difference, you'll gain 2 hours traveling from San Francisco to Hilo. Prepare for somewhat warmer weather when traveling from San Francisco in September: high temperatures in Hilo hover around °F and lows are around °F. Wrap up your sightseeing on the 26th (Sat) early enough to travel to Lahaina.

Things to do in Hilo

Parks Outdoors Beaches

Side Trips

Waikoloa, Puukohola National Historic Park
Find places to stay Sep 24 — 26:
Highlights from your plan
Richardson Beach Park ©
Richardson Beach Park
Scuba & Snorkeling
Rainbow Falls ©
Rainbow Falls

3
nights
Lahaina, Maui

Lahaina ©
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.
You'll get in some beach time at Kamaole Beach Park II and Wailea Beach Path. Eschew the tourist crowds and head to Spas and Kamaole Beach Park III. Take a break from Lahaina with a short trip to Kalepolepo Beach Park in Kihei, about 38 minutes away. There's lots more to do: explore the striking landscape at Nakalele Blowhole, trek along Acid War Zone Trail, have unforgettable encounters with a shark diving experience, and take an in-depth tour of Baldwin Home Museum.

For reviews, maps, ratings, and more tourist information, read our Lahaina trip itinerary maker tool.

Traveling by flight from Hilo to Lahaina takes 3.5 hours. Expect a daytime high around °F in September, and nighttime lows around °F. Wrap up your sightseeing on the 29th (Tue) to allow time to travel to Haena.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Kihei, Nakalele Blowhole, Wailea Beach Path
Find places to stay Sep 26 — 29:
Highlights from your plan
Kamaole Beach Park II ©
Kamaole Beach Park II
Kamaole Beach Park III ©
Kamaole Beach Park III
Spas

2
nights
Haena, Kauai

Haena ©
Kick off your visit on the 30th (Wed): hike along Kalalau Trail, thenget to know the fascinating history of Kalalau Lookout, and then take some stellar pictures from Puu Hinahina Lookout. Here are some ideas for day two: admire the majestic nature at Hāʻena State Park, look for all kinds of wild species at Na Pali Coast State Park, and then tour the pleasant surroundings at Lumahai Beach.

For maps, ratings, other places to visit, and tourist information, read Haena trip itinerary builder website.

Explore your travel options from Lahaina to Haena with the Route module. Finish your sightseeing early on the 1st (Thu) to allow enough time to drive to Poipu.

Things to do in Haena

Parks Wildlife Outdoors

Side Trips

Kauai, Puu Hinahina Lookout, Na Pali Coast State Park
Find places to stay Sep 29 — Oct 1:
Highlights from your plan
Na Pali Coast State Park ©
Na Pali Coast State Park
Hāʻena State Park ©
Hāʻena State Park
Kalalau Lookout ©
Kalalau Lookout

2
nights
Poipu, Kauai

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. Start off your visit on the 2nd (Fri): enjoy the sand and surf at Poipu Beach Park, enjoy the sand and surf at Baby Beach, thenexplore the striking landscape at Spouting Horn, thenadmire the natural beauty at National Tropical Botanical Garden, and finally steep yourself in history at Prince Kuhio Park. Get ready for a full day of sightseeing on the next day: visit a coastal fixture at Ninini Point Lighthouse Cache Site, thentake in the dramatic natural features at Makawehi Bluff, thentour the pleasant surroundings at Shipwreck Beach, and finally trek along Maha'ulepu Heritage Trail.

To find maps, where to stay, ratings, and tourist information, use the Poipu online trip itinerary builder.

Drive from Haena to Poipu in 2 hours. In October, daily temperatures in Poipu can reach °F, while at night they dip to °F. Finish your sightseeing early on the 3rd (Sat) so you can travel back home.

Things to do in Poipu

Parks Outdoors Beaches

Side Trip

Ninini Point Lighthouse Cache Site
Find places to stay Oct 1 — 3:
Highlights from your plan
Poipu Beach Park ©
Poipu Beach Park
Maha'ulepu Heritage Trail
Maha'ulepu Heritage Trail
Shipwreck Beach ©
Shipwreck Beach

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