Windswept Travel
✆: 954-424-8733 / 866-433-8249
✉:

San Diego, California

(20 offers included)
Departing on Dec 06, 2026 on the Serenade of the Seas
Nights: 4
Dates: Dec 06, 2026 through Dec 10, 2026
Itinerary:
San Diego, California, Catalina Island, California, Ensenada, Mexico, Cruising, San Diego, California
from
$279.34
(USD)
Per Person
Inside
$289.34
Cat: 2V
$72.34/Night
Outside
$309.34
Cat: CO
$77.34/Night
Balcony
$319.34
Cat: 4D
$79.84/Night
Suite
$1,299.84
Cat: GS
$324.96/Night
Departing on Sep 26, 2026 on the Discovery Princess
Nights: 7
Dates: Sep 26, 2026 through Oct 03, 2026
Itinerary:
Vancouver, San Francisco, San Diego, Santa Barbara, Los Angeles
from
$659.00
(USD)
Per Person
Inside
$659.00
Cat: IF
$94.14/Night
13-Day Historical Baja Peninsula Roundtrip from San Diego
Departing on Apr 04, 2027 on the Zaandam
Nights: 13
Dates: Apr 04, 2027 through Apr 17, 2027
Ship: Zaandam
Itinerary:
San Diego, Cabo San Lucas, Loreto, Guaymas, Topolobampo, La Paz, Mazatlan, Puerto Vallarta, Manzanillo, Ensenada, San Diego
from
$2,244.00
(USD)
Per Person
Inside
$2,244.00
Cat: N
$172.62/Night
Outside
$2,444.00
Cat: FF
$188.00/Night
Suite
$3,844.00
Cat: BC
$295.69/Night
6-Day Pacific Coastal Cruise San Diego to Vancouver
Departing on Apr 17, 2027 on the Eurodam
Nights: 6
Dates: Apr 17, 2027 through Apr 23, 2027
Ship: Eurodam
Itinerary:
San Diego, San Francisco, Vancouver
from
$1,139.00
(USD)
Per Person
Inside
$1,139.00
Cat: N
$189.83/Night
Outside
$1,189.00
Cat: HH
$198.17/Night
Balcony
$1,389.00
Cat: VH
$231.50/Night
Suite
$2,089.00
Cat: SZ
$348.17/Night
Departing on Oct 04, 2026 on the Serenade of the Seas
Nights: 7
Dates: Oct 04, 2026 through Oct 11, 2026
Itinerary:
San Diego, California, Cruising, La Paz, Mexico, Cabo San Lucas, Mexico, Cruising, Ensenada, Mexico, San Diego, California
from
$399.07
(USD)
Per Person
Inside
$419.07
Cat: 1V
$59.87/Night
Departing on May 05, 2027 on the Island Princess
Nights: 7
Dates: May 05, 2027 through May 12, 2027
Itinerary:
Los Angeles, San Diego, San Francisco, Astoria, Victoria, Vancouver
from
$779.00
(USD)
Per Person
Inside
$779.00
Cat: IF
$111.29/Night
Outside
$849.00
Cat: OZ
$121.29/Night
Balcony
$1,024.00
Cat: BF
$146.29/Night
Suite
$1,599.00
Cat: MY
$228.43/Night
Dates: May 03, 2022 through Sep 16, 2028
Location(s):
San Diego
Be your own captain on this fun speed boat tour of San Diego Bay.
from
$199.00
(USD)
Per Person
Departing on May 03, 2027 on the Explora III
Nights: 7
Dates: May 03, 2027 through May 10, 2027
Ship: Explora III
Itinerary:
Los Angeles, San Diego, San Francisco, Victoria, Vancouver
Begin in Los Angeles, where cinematic glamour and sunlit streets lead to Santa Barbara's Mediterranean-inspired charm and golden beaches. The Pacific carries us north to San Francisco's iconic bridges and bohemian spirit. Further along, Astoria's rugged cliffs, dense forests and fascinating heritage give way to Victoria's blooming gardens and British architecture, before our journey concludes with Vancouver's striking skyline, framed by spectacular mountains and sea.
from
$4,880.00
(USD)
Per Person
Suite
$4,880.00
Cat: OT2
$697.14/Night
Departing on Feb 07, 2027 on the Serenade of the Seas
Nights: 4
Dates: Feb 07, 2027 through Feb 11, 2027
Itinerary:
San Diego, California, Catalina Island, California, Cruising, Ensenada, Mexico, San Diego, California
from
$307.26
(USD)
Per Person
Inside
$339.26
Cat: 4V
$84.82/Night
Outside
$427.26
Cat: 4N
$106.82/Night
Balcony
$484.26
Cat: 4D
$121.07/Night
Suite
$824.76
Cat: J3
$206.19/Night
Departing on Nov 23, 2027 on the Ruby Princess
Nights: 5
Dates: Nov 23, 2027 through Nov 28, 2027
Itinerary:
San Francisco, San Diego, Ensenada, San Francisco
from
$1,004.00
(USD)
Per Person
Inside
$1,004.00
Cat: IF
$200.80/Night
Outside
$1,134.00
Cat: OZ
$226.80/Night
Balcony
$1,274.00
Cat: BF
$254.80/Night
Suite
$1,674.00
Cat: ME
$334.80/Night
Departing on Dec 10, 2026 on the Serenade of the Seas
Nights: 3
Dates: Dec 10, 2026 through Dec 13, 2026
Itinerary:
San Diego, California, Cruising, Ensenada, Mexico, San Diego, California
from
$249.19
(USD)
Per Person
Inside
$264.19
Cat: 4V
$88.06/Night
Outside
$274.19
Cat: 4N
$91.40/Night
Balcony
$284.19
Cat: 4D
$94.73/Night
Suite
$931.19
Cat: J3
$310.40/Night
Departing on Nov 24, 2026 on the Ruby Princess
Nights: 5
Dates: Nov 24, 2026 through Nov 29, 2026
Itinerary:
San Francisco, San Diego, Ensenada, San Francisco
from
$1,709.00
(USD)
Per Person
Inside
$1,709.00
Cat: IF
$341.80/Night
Outside
$1,732.00
Cat: OZ
$346.40/Night
Balcony
$2,109.00
Cat: BF
$421.80/Night
Departing on Nov 08, 2026 on the Serenade of the Seas
Nights: 7
Dates: Nov 08, 2026 through Nov 15, 2026
Itinerary:
San Diego, California, Ensenada, Mexico, Cruising, Cabo San Lucas, Mexico, Mazatlan, Mexico, Cruising, San Diego, California
from
$379.14
(USD)
Per Person
Inside
$379.14
Cat: 3V
$54.16/Night
Outside
$419.14
Cat: 4N
$59.88/Night
Balcony
$599.14
Cat: 1D
$85.59/Night
Suite
$2,323.64
Cat: J3
$331.95/Night
Departing on Oct 06, 2027 on the Island Princess
Nights: 7
Dates: Oct 06, 2027 through Oct 13, 2027
Itinerary:
Vancouver, San Francisco, Santa Barbara, San Diego, Los Angeles
from
$849.00
(USD)
Per Person
Inside
$849.00
Cat: IF
$121.29/Night
Outside
$949.00
Cat: OZ
$135.57/Night
Balcony
$1,124.00
Cat: BZ
$160.57/Night
Suite
$1,599.00
Cat: MY
$228.43/Night
Departing on Dec 20, 2026 on the Norwegian Star
Nights: 6
Dates: Dec 20, 2026 through Dec 26, 2026
Itinerary:
San Diego, Ca, Puerto Vallarta, Mexico, Cabo San Lucas, Mexico, San Diego, Ca
from
$609.00
(USD)
Per Person
Inside
$609.00
Cat: IX
$101.50/Night
Departing on Apr 04, 2027 on the Serenade of the Seas
Nights: 4
Dates: Apr 04, 2027 through Apr 08, 2027
Itinerary:
San Diego, California, Catalina Island, California, Ensenada, Mexico, Cruising, San Diego, California
from
$449.00
(USD)
Per Person
Inside
$494.20
Cat: 4V
$123.55/Night
Outside
$546.90
Cat: 2N
$136.73/Night
Balcony
$624.00
Cat: 4D
$156.00/Night
Suite
$934.00
Cat: J3
$233.50/Night
18-Day Circle Hawaii Roundtrip from San Diego
Departing on Jan 26, 2027 on the Koningsdam
Nights: 18
Dates: Jan 26, 2027 through Feb 13, 2027
Ship: Koningsdam
Itinerary:
San Diego, Kauai, Honolulu, Kahului, Hilo, Kona, Ensenada, San Diego
from
$2,969.00
(USD)
Per Person
Inside
$2,969.00
Cat: N
$164.94/Night
Outside
$3,569.00
Cat: F
$198.28/Night
Balcony
$4,169.00
Cat: VH
$231.61/Night
Suite
$6,769.00
Cat: BC
$376.06/Night
Departing on Feb 06, 2027 on the Norwegian Star
Nights: 7
Dates: Feb 06, 2027 through Feb 13, 2027
Itinerary:
San Diego, Ca, Cabo San Lucas, Mexico, Mazatlan, Mexico, Puerto Vallarta, Mexico, San Diego, Ca
from
$629.00
(USD)
Per Person
Inside
$629.00
Cat: IX
$89.86/Night
7-Day Baja Peninsula Roundtrip from San Diego
Departing on Nov 21, 2026 on the Koningsdam
Nights: 7
Dates: Nov 21, 2026 through Nov 28, 2026
Ship: Koningsdam
Itinerary:
San Diego, Cabo San Lucas, La Paz, Guaymas, San Diego
from
$649.00
(USD)
Per Person
Inside
$649.00
Cat: N
$92.71/Night
Category N - Flash Special: Book by Sunday 09/20/2026
Departing on Jan 29, 2027 on the Island Princess
Nights: 16
Dates: Jan 29, 2027 through Feb 14, 2027
Itinerary:
San Diego, Puerto Vallarta, Huatulco, Puerto Chiapas, Puntarenas, Fuerte Amador, Panama Canal - Full Transit, Aruba, Fort Lauderdale
from
$2,249.00
(USD)
Per Person
Inside
$2,249.00
Cat: IF
$140.56/Night
Outside
$2,199.00
Cat: OZ
$137.44/Night
Balcony
$3,149.00
Cat: BZ
$196.81/Night
Suite
$4,999.00
Cat: MY
$312.44/Night