San Juan Island Vacation Packages for 2026

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San Juan Island Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton Seattle

Graduate by Hilton Seattle

4 out of 5
University District
Save 100% on your flight
Price was $1,186, price is now $802 per person
$802
per person
Sep 2 - Sep 7
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Seattle (SEA)
Book a stay at this boutique hotel in Seattle. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seattle Center and Space Needle are located nearby.

Mayflower Park Hotel

Mayflower Park Hotel

4 out of 5
Downtown Seattle
Save 100% on your flight
Price was $1,664, price is now $1,058 per person
$1,058
per person
Sep 2 - Sep 7
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Seattle (SEA)
Book a stay at this luxury hotel in Seattle. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Pike Place Market and Seattle Waterfront are located nearby.

Mediterranean Inn

Mediterranean Inn

3 out of 5
Downtown Seattle
Save 100% on your flight
Price was $1,656, price is now $1,093 per person
$1,093
per person
Sep 2 - Sep 7
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Seattle (SEA)
Book a stay at this business-friendly hotel in Seattle. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Climate Pledge Arena and Seattle Center are located nearby.

Kimpton Hotel Monaco Seattle by IHG

Kimpton Hotel Monaco Seattle by IHG

4.5 out of 5
Downtown Seattle
Save 100% on your flight
Price was $1,435, price is now $982 per person
$982
per person
Sep 2 - Sep 7
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Seattle (SEA)
Book a stay at this luxury hotel in Seattle. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Seattle Waterfront and Pike Place Market are located nearby.

Thompson Seattle, by Hyatt

Thompson Seattle, by Hyatt

4.5 out of 5
Downtown Seattle
Save 100% on your flight
Price was $1,623, price is now $1,233 per person
$1,233
per person
Sep 2 - Sep 7
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Seattle (SEA)
Book a stay at this luxury hotel in Seattle. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pike Place Market and Seattle Waterfront are located nearby.

Crowne Plaza Seattle - Downtown by IHG

Crowne Plaza Seattle - Downtown by IHG

4 out of 5
Downtown Seattle
Price was $1,492, price is now $1,160 per person
$1,160
per person
Sep 2 - Sep 7
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Seattle (SEA)
Book a stay at this business-friendly hotel in Seattle. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seattle Waterfront and Pike Place Market are located nearby.

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Top Hotel Deals

The Orca Inn

The Orca Inn

2 out of 5
770 Mullis St Friday Harbor WA
4.83 km from city center
Stay at this hotel in Friday Harbor. Enjoy free WiFi, free parking, and housekeeping. Popular attractions San Juan Islands Museum of Art and San Juan Historical ...
Friday Harbor Suites

Friday Harbor Suites

2.5 out of 5
680 Spring Street Friday Harbor WA
4.55 km from city center
Stay at this hotel in Friday Harbor. Enjoy free WiFi, free parking, and a free ferry terminal shuttle. Our guests praise the helpful staff and the clean rooms ...
Inn to the Woods B&B

Inn to the Woods B&B

3.5 out of 5
46 Elena Drive Friday Harbor WA
2.35 km from city center
Stay at this B&B in Friday Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Reuben Tarte Memorial Park and Mt. Grant Preserve are ...
Earthbox Inn & Spa

Earthbox Inn & Spa

3 out of 5
410 Spring Street Friday Harbor WA
4.8 km from city center
Book a stay at this spa hotel in Friday Harbor. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Snug Harbor Resort

Snug Harbor Resort

2.5 out of 5
1997 Mitchell Bay Rd Friday Harbor WA
7 km from city center
Stay at this hotel in Friday Harbor. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions English ...
Bird Rock Hotel

Bird Rock Hotel

2 out of 5
35 First Street Friday Harbor WA
4.88 km from city center
Stay at this hotel in Friday Harbor. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Whale Museum and San Juan Islands Museum of Art are ...
Discovery Inn

Discovery Inn

2 out of 5
1016 Guard St. Friday Harbor WA
3.84 km from city center
Stay at this hotel in Friday Harbor. Enjoy free WiFi, free parking, and slippers. Popular attractions San Juan Historical Society and Museum and San Juan Islands ...
Friday Harbor House

Friday Harbor House

3.5 out of 5
130 West Street Friday Harbor WA
4.84 km from city center
Book a stay at this business-friendly hotel in Friday Harbor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in ...
Tucker House Inn

Tucker House Inn

4 out of 5
275 C Street Friday Harbor WA
5.14 km from city center
Book a stay at this beach B&B in Friday Harbor. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...
Roche Harbor Resort

Roche Harbor Resort

3 out of 5
248 Reuben Memorial Dr Friday Harbor WA
8.35 km from city center
Book a stay at this spa resort in Friday Harbor. Enjoy an outdoor pool, a full-service spa, and 3 restaurants. Popular attractions Roche Harbor Marina and San ...
Trumpeter Inn

Trumpeter Inn

3 out of 5
318 Trumpeter Way Friday Harbor WA
3.6 km from city center
Stay at this B&B in Friday Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions San Juan Historical Society and Museum and San Juan ...
Saturn's Return

Saturn's Return

2 out of 5
2687 W Valley Rd Friday Harbor WA
5.06 km from city center
Stay at this B&B in Friday Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions English Camp and San Juan County Park are located ...
Coachman Inn & Suites

Coachman Inn & Suites

2.5 out of 5
32959 Highway 20 Oak Harbor WA
42.07 km from city center
Stay at this motel in Oak Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Auld Holland Inn

Auld Holland Inn

2.5 out of 5
33575 State Route 20 Oak Harbor WA
41.97 km from city center
Stay at this hotel in Oak Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
The Marina Inn

The Marina Inn

2.5 out of 5
3300 Commercial Ave Anacortes WA
34.83 km from city center
Stay at this hotel in Anacortes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
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See all available properties in San Juan Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, Aug 19 - Wed, Aug 26
LAX
Los Angeles Intl.
SEA
Seattle - Tacoma Intl.
$138 Roundtrip, found 3 hours ago
$138
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Aug 19 from Los Angeles Intl. to Seattle - Tacoma Intl., returning Wed, Aug 26, priced at $138 found 3 hours ago
Alaska Airlines
Tue, Sep 15 - Sat, Sep 19
SFO
San Francisco Intl.
PAE
Seattle Paine Field Intl. Airport
$157 Roundtrip, found 2 hours ago
$157
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Tue, Sep 15 from San Francisco Intl. to Seattle Paine Field Intl. Airport, returning Sat, Sep 19, priced at $157 found 2 hours ago
Delta
Sat, Sep 5 - Tue, Sep 15
SFO
San Francisco Intl.
SEA
Seattle - Tacoma Intl.
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select Delta flight, departing Sat, Sep 5 from San Francisco Intl. to Seattle - Tacoma Intl., returning Tue, Sep 15, priced at $157 found 1 hour ago
United
Sat, Sep 5 - Tue, Sep 15
SFO
San Francisco Intl.
SEA
Seattle - Tacoma Intl.
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Sep 5 from San Francisco Intl. to Seattle - Tacoma Intl., returning Tue, Sep 15, priced at $157 found 1 hour ago
American Airlines
Wed, Sep 16 - Tue, Sep 22
SFO
San Francisco Intl.
SEA
Seattle - Tacoma Intl.
$167 Roundtrip, found 9 hours ago
$167
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, Sep 16 from San Francisco Intl. to Seattle - Tacoma Intl., returning Tue, Sep 22, priced at $167 found 9 hours ago