Cruises with an overnight in Gustavia

13 cruises in our feed stay the night docked in Gustavia — dine ashore, catch the evening, and sail at dawn. Each overnight is drawn from the line's published day-by-day schedule; your advisor confirms the exact port times for your departure date.

13 sailings

Caribbean & Central America

Explora Journeys

7 nights: San Juan

Aboard EXPLORA III

Round-trip from San Juan

↓ $1,280 this monthWinter 2026-2027

from$5,120pp · cruise fare≈ $731/night pp

Fares checked nightly

Nov 2026Next 1 Nov 2026

Caribbean & Central America

Explora Journeys

14 nights: San Juan

Aboard EXPLORA I

Round-trip from Miami

↓ $4,940 this monthAn Invitation to

from$9,560pp · cruise fare≈ $683/night pp

Fares checked nightly

Dec 2026Next 13 Dec 2026

Caribbean & Central America

Explora Journeys

7 nights: San Juan

Aboard EXPLORA I

Round-trip from San Juan

↓ $1,185 this monthFestive Season Journeys

from$6,715pp · cruise fare≈ $959/night pp

Fares checked nightly

Dec 2026Next 20 Dec 2026

Caribbean & Central America

Explora Journeys

14 nights: San Juan

Aboard EXPLORA III

San Juan → Bridgetown

↓ $6,700 this monthWinter 2026-2027

from$9,100pp · cruise fare≈ $650/night pp

Fares checked nightly

Mar 2027Next 7 Mar 2027

Caribbean & Central America

Explora Journeys

Miami → Bridgetown

Aboard EXPLORA III

Round-trip from Miami

↓ $2,040 this monthVirtuoso

from$4,760pp · cruise fare≈ $680/night pp

Fares checked nightly

Mar 2027Next 14 Mar 2027

Caribbean & Central America

Explora Journeys

8 nights: San Juan

Aboard EXPLORA III

Bridgetown → San Juan

↓ $2,265 this monthAn Invitation to

from$6,785pp · cruise fare≈ $848/night pp

Fares checked nightly

Mar 2027Next 21 Mar 2027

Caribbean & Central America

Explora Journeys

17 nights: San Juan

Aboard EXPLORA III

San Juan → Panama City

↓ $7,420 this monthWinter 2026-2027

from$14,630pp · cruise fare≈ $861/night pp

Fares checked nightly

Apr 2027Next 5 Apr 2027

Caribbean

Emerald Cruises

14 nights in the Caribbean

Aboard Emerald Sakara

Bridgetown → Philipsburg

Overnight in Virgin Gorda

from$12,690pp · cruise fare≈ $906/night pp

Fares checked nightly

Nov 2027 – Mar 2028Next 13 Nov 2027 · 5 more

Caribbean

Emerald Cruises

The Caribbean loop

Aboard Emerald Sakara

Round-trip from Philipsburg

↓ $581 this monthIncludes Preferred Savings

from$5,714pp · cruise fare≈ $816/night pp

Fares checked nightly

Nov 2027 – Apr 2028Next 20 Nov 2027 · 6 more

Caribbean

Emerald Cruises

9 nights: San Juan, the Caribbean

Aboard Emerald Kaia

Saint John's → San Juan

↓ $782 this monthIncludes Preferred Savings

from$7,863pp · cruise fare≈ $874/night pp

Fares checked nightly

Dec 2027Next 11 Dec 2027

Caribbean

Emerald Cruises

7 nights: San Juan, the Caribbean

Aboard Emerald Kaia

Round-trip from San Juan

↓ $609 this monthIncludes Preferred Savings

from$6,186pp · cruise fare≈ $884/night pp

Fares checked nightly

Dec 2027 – Nov 2028Next 20 Dec 2027 · 2 more

Caribbean

Emerald Cruises

21 nights in the Caribbean

Aboard Emerald Sakara

Bridgetown → Philipsburg

Overnight in BridgetownRare itinerary

from$20,135pp · cruise fare≈ $959/night pp

Fares checked nightly

Sails monthly, Jan 2028 – Feb 2028

Caribbean

Emerald Cruises

21 nights in the Caribbean

Aboard Emerald Sakara

Philipsburg → Bridgetown

Overnight in Virgin GordaRare itinerary

from$20,135pp · cruise fare≈ $959/night pp

Fares checked nightly

Feb 2028Next 5 Feb 2028