Back-to-Back Cruises from San Diego
San Diego has the shortest airport-to-terminal hop of any port on this list, and its short Ensenada runs make cheap chain-building easy.
| Ship | The two legs | Departs | Nights | From (pp) |
|---|---|---|---|---|
| Serenade of the Seas |
Ensenada Cruise · 2n Ensenada, Cabo & La Paz Cruise · 7n |
Oct 2, 2026 back Oct 11, 2026 |
9 | $728 |
| Serenade of the Seas |
Ensenada, Cabo & La Paz Cruise · 7n Catalina & Ensenada Cruise · 4n |
Oct 4, 2026 back Oct 15, 2026 |
11 | $798 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Oct 11, 2026 back Oct 18, 2026 |
7 | $698 |
| Serenade of the Seas |
Ensenada Cruise · 3n Ensenada, Cabo & La Paz Cruise · 7n |
Oct 15, 2026 back Oct 25, 2026 |
10 | $828 |
| Serenade of the Seas |
Ensenada, Cabo & La Paz Cruise · 7n Ensenada, Cabo & Mazatlan Cruise · 7n |
Oct 25, 2026 back Nov 8, 2026 |
14 | $948 |
| Serenade of the Seas |
Ensenada, Cabo & Mazatlan Cruise · 7n Ensenada, Cabo & La Paz Cruise · 7n |
Nov 8, 2026 back Nov 22, 2026 |
14 | $997 |
| Serenade of the Seas |
Ensenada, Cabo & La Paz Cruise · 7n Cabo, Mazatlan & La Paz · 7n |
Nov 15, 2026 back Nov 29, 2026 |
14 | $1,194 |
| Serenade of the Seas |
Cabo, Mazatlan & La Paz · 7n Catalina & Ensenada Cruise · 4n |
Nov 22, 2026 back Dec 3, 2026 |
11 | $1,026 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Nov 29, 2026 back Dec 6, 2026 |
7 | $645 |
| Serenade of the Seas |
Ensenada Cruise · 3n Catalina & Ensenada Cruise · 4n |
Dec 3, 2026 back Dec 10, 2026 |
7 | $664 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Dec 6, 2026 back Dec 13, 2026 |
7 | $684 |
| Serenade of the Seas |
Ensenada Cruise · 3n Cabo Overnight, Catalina & Ensenada · 7n |
Dec 10, 2026 back Dec 20, 2026 |
10 | $786 |
| Serenade of the Seas |
Cabo Overnight, Catalina & Ensenada · 7n Cabo, Mazatlan & La Paz · 7n |
Dec 13, 2026 back Dec 27, 2026 |
14 | $1,112 |
| Serenade of the Seas |
Cabo, Mazatlan & La Paz · 7n Ensenada, Cabo & La Paz Cruise · 7n |
Dec 27, 2026 back Jan 10, 2027 |
14 | $1,531 |
| Serenade of the Seas |
Ensenada, Cabo & La Paz Cruise · 7n Catalina & Ensenada Cruise · 4n |
Jan 3, 2027 back Jan 14, 2027 |
11 | $808 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Jan 10, 2027 back Jan 17, 2027 |
7 | $600 |
| Serenade of the Seas |
Ensenada Cruise · 3n Catalina & Ensenada Cruise · 4n |
Jan 14, 2027 back Jan 21, 2027 |
7 | $621 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Jan 17, 2027 back Jan 24, 2027 |
7 | $645 |
| Serenade of the Seas |
Ensenada Cruise · 3n Catalina & Ensenada Cruise · 4n |
Jan 21, 2027 back Jan 28, 2027 |
7 | $641 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Cabo, Mazatlan & La Paz · 7n |
Jan 24, 2027 back Feb 4, 2027 |
11 | $846 |
| Serenade of the Seas |
Cabo, Mazatlan & La Paz · 7n Ensenada Cruise · 3n |
Jan 28, 2027 back Feb 7, 2027 |
10 | $880 |
| Serenade of the Seas |
Ensenada Cruise · 3n Catalina & Ensenada Cruise · 4n |
Feb 4, 2027 back Feb 11, 2027 |
7 | $681 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Feb 7, 2027 back Feb 14, 2027 |
7 | $681 |
| Serenade of the Seas |
Ensenada Cruise · 3n Catalina & Ensenada Cruise · 4n |
Feb 11, 2027 back Feb 18, 2027 |
7 | $691 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Feb 14, 2027 back Feb 21, 2027 |
7 | $691 |
| Serenade of the Seas |
Ensenada Cruise · 3n Catalina & Ensenada Cruise · 4n |
Feb 18, 2027 back Feb 25, 2027 |
7 | $678 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Feb 21, 2027 back Feb 28, 2027 |
7 | $664 |
| Serenade of the Seas |
Ensenada Cruise · 3n Ensenada, Cabo & Mazatlan Cruise · 7n |
Feb 25, 2027 back Mar 7, 2027 |
10 | $854 |
| Serenade of the Seas |
Ensenada, Cabo & Mazatlan Cruise · 7n Catalina & Ensenada Cruise · 4n |
Feb 28, 2027 back Mar 11, 2027 |
11 | $865 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Mar 7, 2027 back Mar 14, 2027 |
7 | $694 |
| Serenade of the Seas |
Ensenada Cruise · 3n Catalina & Ensenada Cruise · 4n |
Mar 11, 2027 back Mar 18, 2027 |
7 | $701 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Mar 14, 2027 back Mar 21, 2027 |
7 | $701 |
| Serenade of the Seas |
Ensenada Cruise · 3n Catalina & Ensenada Cruise · 4n |
Mar 18, 2027 back Mar 25, 2027 |
7 | $708 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Mar 21, 2027 back Mar 28, 2027 |
7 | $708 |
| Serenade of the Seas |
Ensenada Cruise · 3n Ensenada, Cabo & La Paz Cruise · 7n |
Mar 25, 2027 back Apr 4, 2027 |
10 | $998 |
| Serenade of the Seas |
Ensenada, Cabo & La Paz Cruise · 7n Catalina & Ensenada Cruise · 4n |
Mar 28, 2027 back Apr 8, 2027 |
11 | $1,098 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Apr 4, 2027 back Apr 11, 2027 |
7 | $848 |
| Serenade of the Seas |
Ensenada Cruise · 3n Catalina & Ensenada Cruise · 4n |
Apr 8, 2027 back Apr 15, 2027 |
7 | $848 |
| Serenade of the Seas |
Catalina & Ensenada Cruise · 4n Ensenada Cruise · 3n |
Apr 11, 2027 back Apr 18, 2027 |
7 | $848 |
| Serenade of the Seas |
Ensenada Cruise · 3n Catalina & Ensenada Cruise · 4n |
Apr 15, 2027 back Apr 22, 2027 |
7 | $848 |
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Why San Diego works for a back-to-back
- The 2-, 3-, and 4-night Ensenada and Baja sailings are inexpensive, and stacking two or three of them is a low-cost way to spend a week at sea.
- Longer Mexican Riviera and Panama Canal itineraries also sail from here, so a short leg can be bolted onto something substantial.
- The airport is close enough to the terminal that a same-day flight is realistic even on turnaround day, which is not true at most ports.
Turnaround day at San Diego
The B Street and Broadway Pier terminals sit right on the downtown waterfront. Turnaround is quick and consecutive cruisers who clear early can walk into the Gaslamp Quarter.
Getting there
SAN to the pier is a ten-minute taxi. Downtown hotels are walking distance from the terminal, which makes the night before a chain simple.
Nearest airport: San Diego International (SAN), about 10 minutes away.
Spend your Club Royale offers across both legs
A casino offer covers one sailing. Chain two and you can spend two offers on one continuous trip. Leg to Leg works out which offer belongs on which leg so the pair costs you as little as possible.
Find San Diego chains →San Diego back-to-back questions
What is the cheapest back-to-back cruise from San Diego?
Stacking the short Ensenada sailings. Two 3- or 4-night runs chained together give you close to a week at sea for a fraction of what a single 7-night itinerary costs, though you will see less of Mexico.
Other home ports
Stop building back-to-backs in a spreadsheet
Pick San Diego, pick your dates, and Leg to Leg does the chaining and the offer maths.
Plan my voyage — free →Chains, ships, and fares are computed from cached Royal Caribbean inventory and change constantly. Leg to Leg Cruises is independent and is not affiliated with Royal Caribbean International or Club Royale. Confirm every sailing, price, and offer with Royal Caribbean before booking.