Back-to-Back Cruises from San Juan

San Juan is the deep-Caribbean home port, and a back-to-back from here reaches islands the Florida ships never get near.

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Let the planner do the San Juan math, including which casino offer to spend on which leg.

See every back-to-back from San Juan

The lowest price from San Juan

The back-to-back from San Juan with the lowest total for 2 guests, with an interior cabin on sale on every leg, back in San Juan at the end. Prices last checked Nov 1, 2026, 5:20 PM Pacific.

The route on a map: from San Juan and back. Ports on it: San Juan, St. Croix, Philipsburg, St. John's, Fort De France, Basseterre, Charlotte Amalie, Roseau.

San JuanJan 9, 20271Leg 1 · 7 nightsRhapsody of the SeasJan 9, 2027 to Jan 16, 2027$1,097 for 2 guests$549 per personSan Juansame day, same port
2Leg 2 · 7 nightsRhapsody of the SeasJan 16, 2027 to Jan 23, 2027$1,118 for 2 guests$559 per personSan JuanJan 23, 2027

Both legs, interior cabin$2,215for 2 guests$1,108 per person · 14 nights · taxes and fees included

See this trip

116back-to-backs

115same ship

13-21combined nights

$2,215Lowest total on this port, for 2 guests$1,108 per person. The trip above

3 ships sail back to back from San Juan. Vision of the Seas has the most, 45 trips, then Rhapsody of the Seas (39) and Grandeur of the Seas (31). The most common trip is two 7-night sailings, 14 nights in all (103 of 116). Top stops: Philipsburg, St. Croix, Charlotte Amalie and St. John's. The next leaves on Nov 7, 2026, on Rhapsody of the Seas.

When to sail from San Juan, and what it costs

Each bar is the lowest total for 2 guests in that month, both legs together, interior cabin, taxes and fees included. Under each month: how many back-to-backs sail.

$2,644 for 2 guestsNov20268
$2,946 for 2 guestsDec8
Lowest: $2,215 for 2 guests$2,215 for 2 guestsJan202710
$2,257 for 2 guestsFeb8
$2,640 for 2 guestsMar4
no sailings
$2,541 for 2 guestsMay5
$3,043 for 2 guestsJun4
$3,435 for 2 guestsJul5
$2,607 for 2 guestsAug4
$2,512 for 2 guestsSep4
$2,749 for 2 guestsOct6
$2,567 for 2 guestsNov10
$2,717 for 2 guestsDec9
$2,827 for 2 guestsJan20289
$2,774 for 2 guestsFeb8
$3,113 for 2 guestsMar8
$3,285 for 2 guestsApr6

Ships that sail back to back from San Juan

One row a ship, counting the back-to-backs that stay on that ship for both legs. 1 more change ship on turnaround day, so they are not in this table.

Ship	Back-to-backs	Most common	Lowest total	Next start
Vision of the Seas	45	14 nightstwo 7-night sailings	$2,316 for 2 guests, $1,158 per person14 nights	Nov 8, 2026
Rhapsody of the Seas	39	14 nightstwo 7-night sailings	$2,215 for 2 guests, $1,108 per person14 nights	Nov 7, 2026
Grandeur of the Seas	31	14 nightstwo 7-night sailings	$2,512 for 2 guests, $1,256 per person14 nights	May 1, 2027

The next back-to-backs to leave San Juan

Nov 8, 2026, 14 nights on Vision of the Seas: $2,644 for 2 guests Almost sold out: leg 1 has only interior left
Nov 21, 2026, 14 nights on Rhapsody of the Seas: $3,077 for 2 guests
Nov 28, 2026, 14 nights on Rhapsody of the Seas: $2,829 for 2 guests
Nov 7, 2026, 14 nights on Rhapsody of the Seas: interior sold out since Oct 30, 2026
Nov 14, 2026, 14 nights on Rhapsody of the Seas: $2,081+ for 2 guests Almost sold out: leg 1 has only ocean view left

Prices last checked Nov 1, 2026, 5:20 PM Pacific. They are refreshed on a schedule, not live, so confirm a price with Royal Caribbean before you book. New to this? Back to back cruises, explained.

Sailing soonest from San Juan

Ship	The two legs	Departs	Nights	Total for 2 guests
Vision of the Seas	Southern Caribbean Cruise · 7 nights Nov 8, 2026 to Nov 15, 2026 Southern Caribbean Cruise · 7 nights Nov 15, 2026 to Nov 22, 2026	Nov 8, 2026 back Nov 22, 2026	14	$2,644$1,322 per personAlmost sold out: leg 1 has only interior left details
Rhapsody of the Seas	Southern Caribbean Cruise · 7 nights Nov 21, 2026 to Nov 28, 2026 Southern Caribbean Cruise · 7 nights Nov 28, 2026 to Dec 5, 2026	Nov 21, 2026 back Dec 5, 2026	14	$3,077$1,539 per person details
Rhapsody of the Seas	Southern Caribbean Cruise · 7 nights Nov 28, 2026 to Dec 5, 2026 Southern Caribbean Cruise · 7 nights Dec 5, 2026 to Dec 12, 2026	Nov 28, 2026 back Dec 12, 2026	14	$2,829$1,415 per person details
Vision of the Seas	Southern Caribbean Cruise · 7 nights Nov 29, 2026 to Dec 6, 2026 Southern Caribbean Cruise · 7 nights Dec 6, 2026 to Dec 13, 2026	Nov 29, 2026 back Dec 13, 2026	14	$3,032$1,516 per person details
Rhapsody of the Seas	Southern Caribbean Cruise · 7 nights Dec 5, 2026 to Dec 12, 2026 Southern Caribbean Cruise · 7 nights Dec 12, 2026 to Dec 19, 2026	Dec 5, 2026 back Dec 19, 2026	14	$2,946$1,473 per person details
Vision of the Seas	Southern Caribbean Cruise · 7 nights Dec 6, 2026 to Dec 13, 2026 Southern Caribbean Cruise · 7 nights Dec 13, 2026 to Dec 20, 2026	Dec 6, 2026 back Dec 20, 2026	14	$2,951$1,475 per person details
Rhapsody of the Seas	Southern Caribbean Cruise · 7 nights Dec 12, 2026 to Dec 19, 2026 Southern Caribbean Holiday Cruise · 7 nights Dec 19, 2026 to Dec 26, 2026	Dec 12, 2026 back Dec 26, 2026	14	$3,702$1,851 per person details
Vision of the Seas	Southern Caribbean Cruise · 7 nights Dec 13, 2026 to Dec 20, 2026 Southern Caribbean Holiday Cruise · 7 nights Dec 20, 2026 to Dec 27, 2026	Dec 13, 2026 back Dec 27, 2026	14	$3,149$1,574 per person details
Rhapsody of the Seas	Southern Caribbean Holiday Cruise · 7 nights Dec 19, 2026 to Dec 26, 2026 Southern Caribbean Holiday Cruise · 7 nights Dec 26, 2026 to Jan 2, 2027	Dec 19, 2026 back Jan 2, 2027	14	$4,862$2,431 per person details
Vision of the Seas	Southern Caribbean Holiday Cruise · 7 nights Dec 20, 2026 to Dec 27, 2026 Southern Caribbean Holiday Cruise · 7 nights Dec 27, 2026 to Jan 3, 2027	Dec 20, 2026 back Jan 3, 2027	14	$4,589$2,295 per person details
Rhapsody of the Seas	Southern Caribbean Holiday Cruise · 7 nights Dec 26, 2026 to Jan 2, 2027 Southern Caribbean Cruise · 7 nights Jan 2, 2027 to Jan 9, 2027	Dec 26, 2026 back Jan 9, 2027	14	$3,912$1,956 per person details
Vision of the Seas	Southern Caribbean Holiday Cruise · 7 nights Dec 27, 2026 to Jan 3, 2027 Southern Caribbean Cruise · 7 nights Jan 3, 2027 to Jan 10, 2027	Dec 27, 2026 back Jan 10, 2027	14	$4,313$2,156 per person details
Rhapsody of the Seas	Southern Caribbean Cruise · 7 nights Jan 2, 2027 to Jan 9, 2027 Southern Caribbean Cruise · 7 nights Jan 9, 2027 to Jan 16, 2027	Jan 2, 2027 back Jan 16, 2027	14	$2,492$1,246 per person details
Vision of the Seas	Southern Caribbean Cruise · 7 nights Jan 3, 2027 to Jan 10, 2027 Southern Caribbean Cruise · 7 nights Jan 10, 2027 to Jan 17, 2027	Jan 3, 2027 back Jan 17, 2027	14	$2,475$1,238 per person details
Rhapsody of the Seas	Southern Caribbean Cruise · 7 nights Jan 9, 2027 to Jan 16, 2027 Southern Caribbean Cruise · 7 nights Jan 16, 2027 to Jan 23, 2027	Jan 9, 2027 back Jan 23, 2027	14	$2,215$1,108 per person details
Vision of the Seas	Southern Caribbean Cruise · 7 nights Jan 10, 2027 to Jan 17, 2027 Southern Caribbean Cruise · 7 nights Jan 17, 2027 to Jan 24, 2027	Jan 10, 2027 back Jan 24, 2027	14	$2,316$1,158 per person details
Rhapsody of the Seas	Southern Caribbean Cruise · 7 nights Jan 16, 2027 to Jan 23, 2027 Southern Caribbean Cruise · 7 nights Jan 23, 2027 to Jan 30, 2027	Jan 16, 2027 back Jan 30, 2027	14	$2,255$1,128 per person details
Vision of the Seas	Southern Caribbean Cruise · 7 nights Jan 17, 2027 to Jan 24, 2027 Southern Caribbean Cruise · 7 nights Jan 24, 2027 to Jan 31, 2027	Jan 17, 2027 back Jan 31, 2027	14	$2,693$1,346 per person details
Rhapsody of the Seas	Southern Caribbean Cruise · 7 nights Jan 23, 2027 to Jan 30, 2027 Southern Caribbean Cruise · 7 nights Jan 30, 2027 to Feb 6, 2027	Jan 23, 2027 back Feb 6, 2027	14	$2,315$1,157 per person details
Vision of the Seas	Southern Caribbean Cruise · 7 nights Jan 24, 2027 to Jan 31, 2027 Southern Caribbean Cruise · 7 nights Jan 31, 2027 to Feb 7, 2027	Jan 24, 2027 back Feb 7, 2027	14	$2,592$1,296 per person details

Showing 20 of 116 back-to-backs: priced ones first, soonest first within each. Prices last checked Nov 1, 2026, 5:20 PM Pacific. They are refreshed on a schedule, not live, so confirm a price with Royal Caribbean before you book. Open all 116 in the planner ›

The whole year, month by month

November 20268 back-to-backs$2,644 for 2 guests, $1,322 per personLowest: Vision of the Seas, Nov 8

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Nov 8, 2026 to Nov 15, 2026

Southern Caribbean Cruise · 7 nights
Nov 15, 2026 to Nov 22, 2026

Nov 8, 2026back Nov 22, 2026

14 nights$2,644 for 2 guests, $1,322 per personAlmost sold out: leg 1 has only interior leftdetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Nov 7, 2026 to Nov 14, 2026

Southern Caribbean Cruise · 7 nights
Nov 14, 2026 to Nov 21, 2026

Nov 7, 2026back Nov 21, 2026

14 nightsInterior sold out since Oct 30, 2026You cannot book the same cabin type on both legsdetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Nov 14, 2026 to Nov 21, 2026

Southern Caribbean Cruise · 7 nights
Nov 21, 2026 to Nov 28, 2026

Nov 14, 2026back Nov 28, 2026

14 nightsAt least $2,081+ for 2 guests, $1,041+ per person. The first leg has no interior price, so this counts the second leg only.Almost sold out: leg 1 has only ocean view leftdetails

See all 8 in November 2026

Nov 15, 2026, 14 nights, Vision of the Seas $1,598+ for 2 guests, The second leg has no interior price, so this counts the first leg only.
Nov 21, 2026, 14 nights, Rhapsody of the Seas $3,077 for 2 guests
Nov 22, 2026, 14 nights, Vision of the Seas $1,764+ for 2 guests, The first leg has no interior price, so this counts the second leg only.
Nov 28, 2026, 14 nights, Rhapsody of the Seas $2,829 for 2 guests
Nov 29, 2026, 14 nights, Vision of the Seas $3,032 for 2 guests

December 20268 back-to-backs$2,946 for 2 guests, $1,473 per personLowest: Rhapsody of the Seas, Dec 5

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Dec 5, 2026 to Dec 12, 2026

Southern Caribbean Cruise · 7 nights
Dec 12, 2026 to Dec 19, 2026

Dec 5, 2026back Dec 19, 2026

14 nights$2,946 for 2 guests, $1,473 per persondetails

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Dec 6, 2026 to Dec 13, 2026

Southern Caribbean Cruise · 7 nights
Dec 13, 2026 to Dec 20, 2026

Dec 6, 2026back Dec 20, 2026

14 nights$2,951 for 2 guests, $1,475 per persondetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Dec 12, 2026 to Dec 19, 2026

Southern Caribbean Holiday Cruise · 7 nights
Dec 19, 2026 to Dec 26, 2026

Dec 12, 2026back Dec 26, 2026

14 nights$3,702 for 2 guests, $1,851 per persondetails

See all 8 in December 2026

Dec 13, 2026, 14 nights, Vision of the Seas $3,149 for 2 guests
Dec 19, 2026, 14 nights, Rhapsody of the Seas $4,862 for 2 guests
Dec 20, 2026, 14 nights, Vision of the Seas $4,589 for 2 guests
Dec 26, 2026, 14 nights, Rhapsody of the Seas $3,912 for 2 guests
Dec 27, 2026, 14 nights, Vision of the Seas $4,313 for 2 guests

January 202710 back-to-backs$2,215 for 2 guests, $1,108 per personLowest: Rhapsody of the Seas, Jan 9

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Jan 9, 2027 to Jan 16, 2027

Southern Caribbean Cruise · 7 nights
Jan 16, 2027 to Jan 23, 2027

Jan 9, 2027back Jan 23, 2027

14 nights$2,215 for 2 guests, $1,108 per persondetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Jan 2, 2027 to Jan 9, 2027

Southern Caribbean Cruise · 7 nights
Jan 9, 2027 to Jan 16, 2027

Jan 2, 2027back Jan 16, 2027

14 nights$2,492 for 2 guests, $1,246 per persondetails

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Jan 3, 2027 to Jan 10, 2027

Southern Caribbean Cruise · 7 nights
Jan 10, 2027 to Jan 17, 2027

Jan 3, 2027back Jan 17, 2027

14 nights$2,475 for 2 guests, $1,238 per persondetails

See all 10 in January 2027

Jan 10, 2027, 14 nights, Vision of the Seas $2,316 for 2 guests
Jan 16, 2027, 14 nights, Rhapsody of the Seas $2,255 for 2 guests
Jan 17, 2027, 14 nights, Vision of the Seas $2,693 for 2 guests
Jan 23, 2027, 14 nights, Rhapsody of the Seas $2,315 for 2 guests
Jan 24, 2027, 14 nights, Vision of the Seas $2,592 for 2 guests
Jan 30, 2027, 14 nights, Rhapsody of the Seas $2,375 for 2 guests
Jan 31, 2027, 14 nights, Vision of the Seas $2,415 for 2 guests

February 20278 back-to-backs$2,257 for 2 guests, $1,128 per personLowest: Rhapsody of the Seas, Feb 13

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Feb 13, 2027 to Feb 20, 2027

Southern Caribbean Cruise · 7 nights
Feb 20, 2027 to Feb 27, 2027

Feb 13, 2027back Feb 27, 2027

14 nights$2,257 for 2 guests, $1,128 per persondetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Feb 6, 2027 to Feb 13, 2027

Southern Caribbean Cruise · 7 nights
Feb 13, 2027 to Feb 20, 2027

Feb 6, 2027back Feb 20, 2027

14 nights$2,317 for 2 guests, $1,158 per persondetails

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Feb 7, 2027 to Feb 14, 2027

Southern Caribbean Cruise · 7 nights
Feb 14, 2027 to Feb 21, 2027

Feb 7, 2027back Feb 21, 2027

14 nights$2,316 for 2 guests, $1,158 per persondetails

See all 8 in February 2027

Feb 14, 2027, 14 nights, Vision of the Seas $2,526 for 2 guests
Feb 20, 2027, 14 nights, Rhapsody of the Seas $2,315 for 2 guests
Feb 21, 2027, 14 nights, Vision of the Seas $2,625 for 2 guests
Feb 27, 2027, 17 nights, Rhapsody of the Seas $3,336 for 2 guests
Feb 28, 2027, 14 nights, Vision of the Seas $2,538 for 2 guests

March 20274 back-to-backs$2,640 for 2 guests, $1,320 per personLowest: Vision of the Seas, Mar 7

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Mar 7, 2027 to Mar 14, 2027

Southern Caribbean Cruise · 7 nights
Mar 14, 2027 to Mar 21, 2027

Mar 7, 2027back Mar 21, 2027

14 nights$2,640 for 2 guests, $1,320 per persondetails

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Mar 14, 2027 to Mar 21, 2027

Southern Caribbean Cruise · 7 nights
Mar 21, 2027 to Mar 28, 2027

Mar 14, 2027back Mar 28, 2027

14 nights$3,000 for 2 guests, $1,500 per persondetails

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Mar 21, 2027 to Mar 28, 2027

Southern Caribbean Cruise · 7 nights
Mar 28, 2027 to Apr 4, 2027

Mar 21, 2027back Apr 4, 2027

14 nights$3,063 for 2 guests, $1,532 per persondetails

See all 4 in March 2027

Mar 28, 2027, 17 nights, Vision of the Seas $3,565 for 2 guests

May 20275 back-to-backs$2,541 for 2 guests, $1,271 per personLowest: Grandeur of the Seas, May 8

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
May 8, 2027 to May 15, 2027

Southern Caribbean Cruise · 7 nights
May 15, 2027 to May 22, 2027

May 8, 2027back May 22, 2027

14 nights$2,541 for 2 guests, $1,271 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
May 1, 2027 to May 8, 2027

Southern Caribbean Cruise · 7 nights
May 8, 2027 to May 15, 2027

May 1, 2027back May 15, 2027

14 nights$2,560 for 2 guests, $1,280 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
May 15, 2027 to May 22, 2027

Southern Caribbean Cruise · 7 nights
May 22, 2027 to May 29, 2027

May 15, 2027back May 29, 2027

14 nights$2,627 for 2 guests, $1,314 per persondetails

See all 5 in May 2027

May 22, 2027, 14 nights, Grandeur of the Seas $2,735 for 2 guests
May 29, 2027, 14 nights, Grandeur of the Seas $2,953 for 2 guests

June 20274 back-to-backs$3,043 for 2 guests, $1,522 per personLowest: Grandeur of the Seas, Jun 19

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Jun 19, 2027 to Jun 26, 2027

Southern Caribbean Cruise · 7 nights
Jun 26, 2027 to Jul 3, 2027

Jun 19, 2027back Jul 3, 2027

14 nights$3,043 for 2 guests, $1,522 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Jun 5, 2027 to Jun 12, 2027

Southern Caribbean Cruise · 7 nights
Jun 12, 2027 to Jun 19, 2027

Jun 5, 2027back Jun 19, 2027

14 nights$3,142 for 2 guests, $1,571 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Jun 12, 2027 to Jun 19, 2027

Southern Caribbean Cruise · 7 nights
Jun 19, 2027 to Jun 26, 2027

Jun 12, 2027back Jun 26, 2027

14 nights$3,082 for 2 guests, $1,541 per persondetails

See all 4 in June 2027

Jun 26, 2027, 14 nights, Grandeur of the Seas $3,350 for 2 guests

July 20275 back-to-backs$3,435 for 2 guests, $1,718 per personLowest: Grandeur of the Seas, Jul 31

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Jul 31, 2027 to Aug 7, 2027

Southern Caribbean Cruise · 7 nights
Aug 7, 2027 to Aug 14, 2027

Jul 31, 2027back Aug 14, 2027

14 nights$3,435 for 2 guests, $1,718 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Jul 3, 2027 to Jul 10, 2027

Southern Caribbean Cruise · 7 nights
Jul 10, 2027 to Jul 17, 2027

Jul 3, 2027back Jul 17, 2027

14 nights$3,616 for 2 guests, $1,808 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Jul 10, 2027 to Jul 17, 2027

Southern Caribbean Cruise · 7 nights
Jul 17, 2027 to Jul 24, 2027

Jul 10, 2027back Jul 24, 2027

14 nights$3,555 for 2 guests, $1,778 per persondetails

See all 5 in July 2027

Jul 17, 2027, 14 nights, Grandeur of the Seas $3,649 for 2 guests
Jul 24, 2027, 14 nights, Grandeur of the Seas $3,690 for 2 guests

August 20274 back-to-backs$2,607 for 2 guests, $1,304 per personLowest: Grandeur of the Seas, Aug 21

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Aug 21, 2027 to Aug 28, 2027

Southern Caribbean Cruise · 7 nights
Aug 28, 2027 to Sep 4, 2027

Aug 21, 2027back Sep 4, 2027

14 nights$2,607 for 2 guests, $1,304 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Aug 7, 2027 to Aug 14, 2027

Southern Caribbean Cruise · 7 nights
Aug 14, 2027 to Aug 21, 2027

Aug 7, 2027back Aug 21, 2027

14 nights$3,211 for 2 guests, $1,606 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Aug 14, 2027 to Aug 21, 2027

Southern Caribbean Cruise · 7 nights
Aug 21, 2027 to Aug 28, 2027

Aug 14, 2027back Aug 28, 2027

14 nights$2,865 for 2 guests, $1,433 per persondetails

See all 4 in August 2027

Aug 28, 2027, 14 nights, Grandeur of the Seas $2,707 for 2 guests

September 20274 back-to-backs$2,512 for 2 guests, $1,256 per personLowest: Grandeur of the Seas, Sep 18

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Sep 18, 2027 to Sep 25, 2027

Southern Caribbean Cruise · 7 nights
Sep 25, 2027 to Oct 2, 2027

Sep 18, 2027back Oct 2, 2027

14 nights$2,512 for 2 guests, $1,256 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Sep 4, 2027 to Sep 11, 2027

Southern Caribbean Cruise · 7 nights
Sep 11, 2027 to Sep 18, 2027

Sep 4, 2027back Sep 18, 2027

14 nights$2,629 for 2 guests, $1,315 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Sep 11, 2027 to Sep 18, 2027

Southern Caribbean Cruise · 7 nights
Sep 18, 2027 to Sep 25, 2027

Sep 11, 2027back Sep 25, 2027

14 nights$2,518 for 2 guests, $1,259 per persondetails

See all 4 in September 2027

Sep 25, 2027, 14 nights, Grandeur of the Seas $2,620 for 2 guests

October 20276 back-to-backs$2,749 for 2 guests, $1,375 per personLowest: Grandeur of the Seas, Oct 2

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Oct 2, 2027 to Oct 9, 2027

Southern Caribbean Cruise · 7 nights
Oct 9, 2027 to Oct 16, 2027

Oct 2, 2027back Oct 16, 2027

14 nights$2,749 for 2 guests, $1,375 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Oct 9, 2027 to Oct 16, 2027

Southern Caribbean Cruise · 7 nights
Oct 16, 2027 to Oct 23, 2027

Oct 9, 2027back Oct 23, 2027

14 nights$2,805 for 2 guests, $1,403 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Oct 16, 2027 to Oct 23, 2027

Southern Caribbean Cruise · 7 nights
Oct 23, 2027 to Oct 30, 2027

Oct 16, 2027back Oct 30, 2027

14 nights$2,790 for 2 guests, $1,395 per persondetails

See all 6 in October 2027

Oct 23, 2027, 14 nights, Grandeur of the Seas $2,801 for 2 guests
Oct 29, 2027, 16 nights, Vision of the Seas $3,188 for 2 guests
Oct 30, 2027, 14 nights, Grandeur of the Seas $2,847 for 2 guests

November 202710 back-to-backs$2,567 for 2 guests, $1,283 per personLowest: Vision of the Seas, Nov 28

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Nov 28, 2027 to Dec 5, 2027

Southern Caribbean Cruise · 7 nights
Dec 5, 2027 to Dec 12, 2027

Nov 28, 2027back Dec 12, 2027

14 nights$2,567 for 2 guests, $1,283 per persondetails

Grandeur of the Seas

Southern Caribbean Cruise · 7 nights
Nov 6, 2027 to Nov 13, 2027

Southern Caribbean Cruise · 7 nights
Nov 13, 2027 to Nov 20, 2027

Nov 6, 2027back Nov 20, 2027

14 nights$2,644 for 2 guests, $1,322 per persondetails

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Nov 7, 2027 to Nov 14, 2027

Southern Caribbean Cruise · 7 nights
Nov 14, 2027 to Nov 21, 2027

Nov 7, 2027back Nov 21, 2027

14 nights$2,868 for 2 guests, $1,434 per persondetails

See all 10 in November 2027

Nov 13, 2027, 14 nights, Grandeur of the Seas $3,049 for 2 guests
Nov 14, 2027, 14 nights, Vision of the Seas $3,115 for 2 guests
Nov 20, 2027, 14 nights, Grandeur of the Seas $3,099 for 2 guests
Nov 20, 2027, 14 nights, Grandeur of the Seas + Rhapsody of the Seas $3,197 for 2 guests
Nov 21, 2027, 14 nights, Vision of the Seas $2,962 for 2 guests
Nov 27, 2027, 14 nights, Grandeur of the Seas $3,514 for 2 guests
Nov 27, 2027, 14 nights, Rhapsody of the Seas $2,818 for 2 guests

December 20279 back-to-backs$2,717 for 2 guests, $1,359 per personLowest: Vision of the Seas, Dec 5

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Dec 5, 2027 to Dec 12, 2027

Southern Caribbean Cruise · 7 nights
Dec 12, 2027 to Dec 19, 2027

Dec 5, 2027back Dec 19, 2027

14 nights$2,717 for 2 guests, $1,359 per persondetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Dec 4, 2027 to Dec 11, 2027

Southern Caribbean Cruise · 7 nights
Dec 11, 2027 to Dec 18, 2027

Dec 4, 2027back Dec 18, 2027

14 nights$2,858 for 2 guests, $1,429 per persondetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Dec 11, 2027 to Dec 18, 2027

Southern Caribbean Cruise · 6 nights
Dec 18, 2027 to Dec 24, 2027

Dec 11, 2027back Dec 24, 2027

13 nights$2,995 for 2 guests, $1,497 per persondetails

See all 9 in December 2027

Dec 12, 2027, 15 nights, Vision of the Seas $3,704 for 2 guests
Dec 18, 2027, 13 nights, Rhapsody of the Seas $3,693 for 2 guests
Dec 19, 2027, 15 nights, Vision of the Seas $4,619 for 2 guests
Dec 24, 2027, 15 nights, Rhapsody of the Seas $4,774 for 2 guests
Dec 27, 2027, 13 nights, Vision of the Seas $3,781 for 2 guests
Dec 31, 2027, 15 nights, Rhapsody of the Seas $4,283 for 2 guests

January 20289 back-to-backs$2,827 for 2 guests, $1,413 per personLowest: Vision of the Seas, Jan 3

Vision of the Seas

Southern Caribbean Cruise · 6 nights
Jan 3, 2028 to Jan 9, 2028

Southern Caribbean Cruise · 7 nights
Jan 9, 2028 to Jan 16, 2028

Jan 3, 2028back Jan 16, 2028

13 nights$2,827 for 2 guests, $1,413 per persondetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Jan 8, 2028 to Jan 15, 2028

Southern Caribbean Cruise · 7 nights
Jan 15, 2028 to Jan 22, 2028

Jan 8, 2028back Jan 22, 2028

14 nights$3,181 for 2 guests, $1,591 per persondetails

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Jan 9, 2028 to Jan 16, 2028

Southern Caribbean Cruise · 7 nights
Jan 16, 2028 to Jan 23, 2028

Jan 9, 2028back Jan 23, 2028

14 nights$2,931 for 2 guests, $1,466 per persondetails

See all 9 in January 2028

Jan 15, 2028, 14 nights, Rhapsody of the Seas $3,051 for 2 guests
Jan 16, 2028, 14 nights, Vision of the Seas $2,975 for 2 guests
Jan 22, 2028, 14 nights, Rhapsody of the Seas $2,999 for 2 guests
Jan 23, 2028, 14 nights, Vision of the Seas $2,912 for 2 guests
Jan 29, 2028, 14 nights, Rhapsody of the Seas $2,996 for 2 guests
Jan 30, 2028, 14 nights, Vision of the Seas $2,901 for 2 guests

February 20288 back-to-backs$2,774 for 2 guests, $1,387 per personLowest: Vision of the Seas, Feb 6

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Feb 6, 2028 to Feb 13, 2028

Southern Caribbean Cruise · 7 nights
Feb 13, 2028 to Feb 20, 2028

Feb 6, 2028back Feb 20, 2028

14 nights$2,774 for 2 guests, $1,387 per persondetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Feb 5, 2028 to Feb 12, 2028

Southern Caribbean Cruise · 7 nights
Feb 12, 2028 to Feb 19, 2028

Feb 5, 2028back Feb 19, 2028

14 nights$3,050 for 2 guests, $1,525 per persondetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Feb 12, 2028 to Feb 19, 2028

Southern Caribbean Cruise · 7 nights
Feb 19, 2028 to Feb 26, 2028

Feb 12, 2028back Feb 26, 2028

14 nights$3,253 for 2 guests, $1,626 per persondetails

See all 8 in February 2028

Feb 13, 2028, 14 nights, Vision of the Seas $2,899 for 2 guests
Feb 19, 2028, 14 nights, Rhapsody of the Seas $3,324 for 2 guests
Feb 20, 2028, 14 nights, Vision of the Seas $3,006 for 2 guests
Feb 26, 2028, 14 nights, Rhapsody of the Seas $3,164 for 2 guests
Feb 27, 2028, 14 nights, Vision of the Seas $2,974 for 2 guests

March 20288 back-to-backs$3,113 for 2 guests, $1,557 per personLowest: Vision of the Seas, Mar 19

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Mar 19, 2028 to Mar 26, 2028

Southern Caribbean Cruise · 7 nights
Mar 26, 2028 to Apr 2, 2028

Mar 19, 2028back Apr 2, 2028

14 nights$3,113 for 2 guests, $1,557 per persondetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Mar 4, 2028 to Mar 11, 2028

Southern Caribbean Cruise · 7 nights
Mar 11, 2028 to Mar 18, 2028

Mar 4, 2028back Mar 18, 2028

14 nights$3,239 for 2 guests, $1,619 per persondetails

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Mar 5, 2028 to Mar 12, 2028

Southern Caribbean Cruise · 7 nights
Mar 12, 2028 to Mar 19, 2028

Mar 5, 2028back Mar 19, 2028

14 nights$3,156 for 2 guests, $1,578 per persondetails

See all 8 in March 2028

Mar 11, 2028, 14 nights, Rhapsody of the Seas $3,238 for 2 guests
Mar 12, 2028, 14 nights, Vision of the Seas $3,191 for 2 guests
Mar 18, 2028, 14 nights, Rhapsody of the Seas $3,152 for 2 guests
Mar 25, 2028, 14 nights, Rhapsody of the Seas $3,211 for 2 guests
Mar 26, 2028, 14 nights, Vision of the Seas $3,252 for 2 guests

April 20286 back-to-backs$3,285 for 2 guests, $1,642 per personLowest: Rhapsody of the Seas, Apr 15

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Apr 15, 2028 to Apr 22, 2028

Spain & Morocco Transatlantic · 13 nights
San Juan to Barcelona
Apr 22, 2028 to May 5, 2028

Apr 15, 2028ends May 5, 2028 in Barcelona

20 nights$3,285 for 2 guests, $1,642 per persondetails

Rhapsody of the Seas

Southern Caribbean Cruise · 7 nights
Apr 1, 2028 to Apr 8, 2028

Southern Caribbean Cruise · 7 nights
Apr 8, 2028 to Apr 15, 2028

Apr 1, 2028back Apr 15, 2028

14 nights$3,311 for 2 guests, $1,655 per persondetails

Vision of the Seas

Southern Caribbean Cruise · 7 nights
Apr 2, 2028 to Apr 9, 2028

Southern Caribbean Cruise · 7 nights
Apr 9, 2028 to Apr 16, 2028

Apr 2, 2028back Apr 16, 2028

14 nights$3,510 for 2 guests, $1,755 per persondetails

See all 6 in April 2028

Apr 8, 2028, 14 nights, Rhapsody of the Seas $3,497 for 2 guests
Apr 9, 2028, 14 nights, Vision of the Seas $3,551 for 2 guests
Apr 22, 2028, 21 nights, Rhapsody of the Seas $3,440 for 2 guests

Each trip above is a real Royal Caribbean back-to-back that starts in San Juan, where the second leg leaves from the port the first one ends at, on the day it gets in. 6 of them end somewhere other than San Juan, because one leg is a one-way sailing (a transatlantic, say), and each of those says where it ends. Fares are the lowest interior all-in price for 2 guests sharing a cabin, both legs combined, with the per person figure beside it, before any casino offer is applied. Ships currently running back-to-backs here: Grandeur of the Seas, Rhapsody of the Seas, Vision of the Seas.

Why San Juan works for a back-to-back

Starting from Puerto Rico means you are already in the Caribbean, so no sea days are wasted crossing from Florida. Every day is a port day, or close to it.
Southern Caribbean itineraries out of San Juan reach St. Lucia, Barbados, Aruba, and Curacao. Put two back to back and you cover a swathe of islands that would take years of Florida-based cruising to see.
No passport is required for US citizens on a round-trip San Juan sailing, though bringing one is still sensible given the islands you will visit.

Turnaround day at San Juan

Turnaround in San Juan is quick and the terminal sits right at the edge of Old San Juan. Consecutive cruisers who clear early often have time to walk into the old city before reboarding, which is the best turnaround-day option of any port on this list.

Getting there

Flights into San Juan from the US mainland are plentiful. Old San Juan is a genuinely good place to spend a night either side of a back-to-back rather than a place you merely tolerate.

Nearest airport: Luis Munoz Marin International (SJU), about 20 minutes away.

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Spend your Club Royale offers across both legs

A casino offer covers one sailing. Put two back to back and you can spend two offers on one continuous trip. legtolegcruises.com works out which offer belongs on which leg so the trip costs you as little as possible.

How Club Royale offers work on a back-to-back

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San Juan back-to-back questions

Can you do back to back cruises from San Juan?

Yes. We see 116 back-to-backs that start in San Juan, leaving between Nov 7, 2026 and Apr 22, 2028, 115 of them on a single ship. By ship: Vision of the Seas (45), Rhapsody of the Seas (39) and Grandeur of the Seas (31).

What is the cheapest back to back cruise from San Juan?

The lowest total is Rhapsody of the Seas, Jan 9, 2027 to Jan 23, 2027, 14 nights, at $2,215 for 2 guests ($1,108 per person). Prices last checked Nov 1, 2026.

How long is a back to back cruise from San Juan?

13 to 21 nights in all. The most common is two 7-night sailings, 14 nights aboard (103 of 116). Next most common: a 6-night and a 7-night sailing (4) and a 7-night and an 8-night sailing (4).

Where do back to back cruises from San Juan end?

110 of 116 come back to San Juan. The other 6 end somewhere else: Colon (2), Miami (2), Athens (1) and Barcelona (1). Check where yours ends before you book a flight home.

Do I need a passport for a back-to-back from San Juan?

US citizens on a round-trip sailing that begins and ends in San Juan can generally travel on a birth certificate and government photo ID, since Puerto Rico is US territory. A passport is still strongly recommended, particularly on a two-week trip where a missed ship far from home becomes a much harder problem.

Is the price you were quoted a good one?

Tell us the cruise and the price you were quoted, and we tell you whether it is a good price, using the prices we have tracked every night.

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Watch the videosFree, from our YouTube channel. Press play on the next page.

6 min Ships Every Royal Caribbean Ship Ranked by Price Oct 2, 2026Watch ›

5 min Planning a trip Turnaround Day on a Back-to-Back Cruise, Step by Step Sep 13, 2026Watch ›

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Port guides

Ports that back-to-backs from San Juan stop at: what to do when your ship is there.

From the Logbook

Guides that help with a back-to-back from San Juan.

Other home ports

New to this? Back to back cruises, explained: what a back-to-back cruise is, how one works, and real trips from every home port.

Fort Lauderdale 583 back-to-backs

Florida

Miami 524 back-to-backs

Florida

Port Canaveral 514 back-to-backs

Florida

Tampa 312 back-to-backs

Florida

Los Angeles 194 back-to-backs

West Coast

Galveston 187 back-to-backs

Texas

Singapore 103 back-to-backs

Asia

Cape Liberty 96 back-to-backs

Northeast

Rome 95 back-to-backs

Europe

Barcelona 86 back-to-backs

Europe

Seattle 84 back-to-backs

Alaska

Shanghai 71 back-to-backs

Asia

Athens 71 back-to-backs

Europe

Vancouver 63 back-to-backs

Alaska

Ravenna 62 back-to-backs

Europe

Brisbane 57 back-to-backs

Australia

Sydney 51 back-to-backs

Australia

Southampton 48 back-to-backs

Europe

New Orleans 45 back-to-backs

Gulf Coast

Colon 39 back-to-backs

Caribbean

Hong Kong 37 back-to-backs

Asia

Cartagena 37 back-to-backs

Caribbean

San Diego 36 back-to-backs

West Coast

Baltimore 23 back-to-backs

Northeast

Seward 18 back-to-backs

Alaska

Stop building back-to-backs in a spreadsheet

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Back-to-backs, ships, and fares are worked out from the Royal Caribbean sailings we track, and they change constantly. Confirm every sailing, price, and offer with Royal Caribbean before booking.