17 days in Maui, Kauai & San Francisco Itinerary

17 days in Maui, Kauai & San Francisco Itinerary

Created using Inspirock United States trip itinerary maker

Plan created by another user. Make it yours
1
Lahaina
— 5 nights
2
Poipu
— 3 nights
3
Hanalei
— 3 nights
4
San Francisco
— 4 nights

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Learn more about your trip

5
nights
Lahaina

Lahaina ©

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.
Your itinerary includes some good beach time at Wailea Beach and Napili Beach. Head to Honolulu Cookie Company and Maui Prime Fine Foodsfor some retail therapy. Change things up with these side-trips from Lahaina: Wailea (Olavine Spa & Salon & Sweet Paradise Chocolatier), Ali'i Kula Lavender Farm (in Kula) and Mele Ukulele (in Wailuku). There's still lots to do: take a stroll through Lahaina Front Street, stop by Sherri Reeve, take in the exciting artwork at Lahaina Printsellers, and shop like a local with Karen Lei's Gallery.

For photos, where to stay, traveler tips, and other tourist information, read Lahaina trip itinerary planner.

Chicago to Lahaina is an approximately 13.5-hour flight. You'll gain 4 hours traveling from Chicago to Lahaina due to the time zone difference. While traveling from Chicago, expect a bit warmer days and much warmer nights in Lahaina, ranging from highs of 84°F to lows of 73°F. Finish your sightseeing early on the 5th (Mon) so you can travel to Poipu.

Things to do in Lahaina

Shopping · Outdoors · Parks · Beaches

Side Trips

Highlights from your trip
©
Beach
Wailea Beach
4.7
©
Beach
Napili Beach
4.7

3
nights
Poipu

Poipu ©
Poipū is a census-designated place in Kauai County on the southern side of the island of Kauai in the U.S. Seductions of Kauai Gallery and Aloha 'n Paradise Espresso Bar are good opportunities to explore the local culture. Head to Hawaiian Trading Post and The Wine Shopfor some retail therapy. Go for a jaunt from Poipu to Waimea to see Aunty Liliko'i about 34 minutes away. There's much more to do: enjoy the sand and surf at Poipu Beach Park, stop by Pohaku T's, and pick up some local products at Kauai Culinary Market.

For where to stay, ratings, maps, and other tourist information, use the Poipu online trip builder.

Traveling by flight from Lahaina to Poipu takes 4 hours. Expect a daytime high around 81°F in November, and nighttime lows around 71°F. Finish up your sightseeing early on the 8th (Thu) so you can go by car to Hanalei.

Things to do in Poipu

Shopping · Museums · Beaches · Outdoors

Side Trips

Highlights from your trip
©
Must see
Poipu Beach Park
4.5
©
Gift & Specialty Shop
Hawaiian Trading Post
4.2

3
nights
Hanalei

Hanalei ©
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. Visit Historic Kong Lung Market Center and Wai`oli Hui`ia Church for their historical value. Step off the beaten path and head to Hanalei Beach and Hanalei Strings. Venture out of the city with trips to Kapaa (Vicky's Fabrics & Garden Isle Bath & Body LLC) and Anahola Hawaiian Land Farmer's Market (in Anahola). There's still lots to do: stop by Hanalei Farmer’s Market, get a taste of the local shopping with 7 Artists Gallery, buy something for everyone on your list at Princeville Center, and cruise along Hanalei Valley Lookout.

For more things to do, photos, other places to visit, and tourist information, you can read our Hanalei road trip app.

Traveling by car from Poipu to Hanalei takes 1.5 hours. In November, daily temperatures in Hanalei can reach 81°F, while at night they dip to 71°F. Finish your sightseeing early on the 11th (Sun) to allow enough time to travel to San Francisco.

Things to do in Hanalei

Shopping · Outdoors · Beaches · Parks

Side Trips

Highlights from your trip
©
Gift & Specialty Shop
Vicky's Fabrics
4.9

4
nights
San Francisco

San Francisco ©

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Satisfy your inner culture vulture at Castello di Amorosa and Sebastopol Center for the Arts. Shop till you drop at Ferry Building Marketplace and Fishetarian Fish Market. You'll find plenty of places to visit near San Francisco: Moshin Vineyards (in Healdsburg), V. Sattui Winery (in St. Helena) and Nicasio Valley Cheese Company (in Nicasio). The adventure continues: take some stellar pictures from Twin Peaks, buy something for everyone on your list at Stoneridge Shopping Center, look for gifts at Ramini Mozzarella, and don't miss a visit to Ghirardelli Square.

For more things to do, where to stay, other places to visit, and other tourist information, read San Francisco holiday maker.

Traveling by flight from Hanalei to San Francisco takes 8.5 hours. You'll lose 2 hours traveling from Hanalei to San Francisco due to the time zone difference. While traveling from Hanalei, expect little chillier days and cooler nights in San Francisco, ranging from highs of 64°F to lows of 51°F. Finish up your sightseeing early on the 16th (Fri) so you can travel back home.

Things to do in San Francisco

Shopping · Beaches · Outdoors · Parks

Side Trips

Highlights from your trip
©
Winery / Vineyard
V. Sattui Winery
4.1
©
Beach
Bodega Dunes
4.8

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