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Cruises to Tobago Cays

34 live cruises call at Tobago Cays — 7 to 21 nights, departing 8 ports, across 2 lines. A NestCruise advisor narrows them to the one that fits.

34 sailings
6-Night Caribbean CruiseCaribbean

Emerald Cruises

The Caribbean loop

Aboard Emerald Azzurra

Round-trip from Bridgetown

↓ $873 this monthCaribbean Sale!

from$5,322pp · cruise fare≈ $887/night pp

Fares checked nightly

Dec 2026 – Apr 2028Next 28 Dec 2026 · 10 more
6-Night Caribbean CruiseCaribbean

PONANT EXPLORATIONS

The Caribbean loop

Aboard Le Ponant

Round-trip from Pointe-à-Pitre

Ponant Bonus 15%

from$16,000pp · cruise fare≈ $2,667/night pp

Fares checked nightly

Jan 2027 – Mar 2028Next 3 Jan 2027 · 7 more
7-Night Caribbean CruiseCaribbean

PONANT EXPLORATIONS

The Caribbean loop

Aboard Le Bougainville

Round-trip from Fort-de-France

Ponant Bonus 10%

from$11,820pp · cruise fare≈ $1,689/night pp

Fares checked nightly

Sails every two weeks, Dec 2026 – Feb 2027
Pearls of the CaribbeanCaribbean

PONANT EXPLORATIONS

The Caribbean loop

Aboard Le Champlain

Round-trip from Fort-de-France

Ponant Bonus 15%

from$11,540pp · cruise fare≈ $1,649/night pp

Fares checked nightly

Sails monthly, Dec 2027 – Feb 2028
Discover Eastern Caribbean & GrenadinesCaribbean

Emerald Cruises

14 nights in the Caribbean

Aboard Emerald Sakara

Bridgetown → Philipsburg

↓ $620 this monthCaribbean Sale!

from$6,075pp · cruise fare≈ $434/night pp

Fares checked nightly

Sails every two weeks, Jan 2028 – Feb 2028
Caribbean Enchantment: roundtrip AntiguaCaribbean

Emerald Cruises

The Caribbean loop

Aboard Emerald Kaia

Round-trip from Saint John's

↓ $914 this monthCaribbean Sale!

from$9,131pp · cruise fare≈ $913/night pp

Fares checked nightly

Mar 2028Next 1 Mar 2028
Panama, Colombia & Caribbean IslandsCaribbean

PONANT EXPLORATIONS

10 nights in the Caribbean

Aboard Le Lapérouse

Colón → Fort-de-France

Rare itinerary
Mar 2027Next 12 Mar 2027
Grenadines & Windwards yachtingCaribbean

Emerald Cruises

The Caribbean loop

Aboard Emerald Azzurra

Round-trip from Bridgetown

↓ $542 this monthCaribbean Sale!

from$5,253pp · cruise fare≈ $750/night pp

Fares checked nightly

Nov 2026 – Nov 2027Next 29 Nov 2026 · 5 more
Gliding the Waters of the Windward IslandsCaribbean

PONANT EXPLORATIONS

The Caribbean loop

Aboard Le Ponant

Round-trip from Pointe-à-Pitre

Ponant Bonus 15%

from$16,000pp · cruise fare≈ $2,286/night pp

Fares checked nightly

Jan 2027 – Feb 2028Next 2 Jan 2027 · 5 more
Cruising the Caribbean's Windward Islands – with Smithsonian JourneysCaribbean

PONANT EXPLORATIONS

The Caribbean loop

Aboard Le Bougainville

Round-trip from Vieux Fort

Rare itinerary
Feb 2027Next 17 Feb 2027
Jewels of the AntillesCaribbean

PONANT EXPLORATIONS

The Caribbean loop

Aboard Le Champlain

Round-trip from Vieux Fort

Ponant Bonus 10%Rare itinerary

from$10,300pp · cruise fare≈ $1,471/night pp

Fares checked nightly

Sails weekly, Mar 2028
6-Night Caribbean CruiseCaribbean

Emerald Cruises

The Caribbean loop

Aboard Emerald Sakara

Round-trip from Bridgetown

↓ $620 this monthCaribbean Sale!

from$6,075pp · cruise fare≈ $1,013/night pp

Fares checked nightly

Sails monthly, Jan 2028 – Feb 2028
12-Night Caribbean CruiseCaribbean

PONANT EXPLORATIONS

The Caribbean loop

Aboard Le Lapérouse

Round-trip from Fort-de-France

Rare itinerary
Mar 2027Next 22 Mar 2027
Discover Eastern Caribbean & GrenadinesCaribbean

Emerald Cruises

14 nights in the Caribbean

Aboard Emerald Azzurra

Bridgetown → Marigot

↓ $542 this monthCaribbean Sale!

from$5,253pp · cruise fare≈ $375/night pp

Fares checked nightly

Sails monthly, Nov 2026 – Mar 2027
Gliding the Waters of the Windward IslandsCaribbean

PONANT EXPLORATIONS

The Caribbean loop

Aboard Le Ponant

Round-trip from Pointe-à-Pitre

Rare itinerary
Mar 2027Next 27 Mar 2027
Renaud Capuçon’s Caribbean Celebration: 50 Years in ParadiseCaribbean

PONANT EXPLORATIONS

The Caribbean loop

Aboard Le Bougainville

Round-trip from Fort-de-France

Rare itinerary
Dec 2026Next 23 Dec 2026
Cruising the Caribbean's Windward Islands – with Smithsonian JourneysCaribbean

PONANT EXPLORATIONS

The Caribbean loop

Aboard Le Champlain

Round-trip from Vieux Fort

Rare itinerary
Feb 2028Next 23 Feb 2028
Grenadines & Windwards yachtingCaribbean

Emerald Cruises

The Caribbean loop

Aboard Emerald Sakara

Round-trip from Bridgetown

↓ $620 this monthCaribbean Sale!

from$6,075pp · cruise fare≈ $868/night pp

Fares checked nightly

Sails monthly, Jan 2028 – Feb 2028
7-Night Caribbean CruiseCaribbean

Emerald Cruises

The Caribbean loop

Aboard Emerald Azzurra

Round-trip from Bridgetown

↓ $1,121 this monthCaribbean Sale!

from$6,974pp · cruise fare≈ $996/night pp

Fares checked nightly

Sails weekly, Dec 2027
13-Night Caribbean CruiseCaribbean

Emerald Cruises

13 nights in the Caribbean

Aboard Emerald Sakara

Bridgetown → Philipsburg

↓ $620 this monthCaribbean Sale!

from$6,075pp · cruise fare≈ $467/night pp

Fares checked nightly

Sails monthly, Jan 2028 – Feb 2028
Tropical Retreat: Roundtrip BridgetownCaribbean

Emerald Cruises

The Caribbean loop

Aboard Emerald Azzurra

Round-trip from Bridgetown

↓ $1,121 this monthCaribbean Sale!

from$6,974pp · cruise fare≈ $775/night pp

Fares checked nightly

Dec 2027Next 19 Dec 2027 · 1 more
20-Night Caribbean CruiseCaribbean

Emerald Cruises

20 nights in the Caribbean

Aboard Emerald Sakara

Bridgetown → Philipsburg

↓ $620 this monthCaribbean Sale!

from$6,075pp · cruise fare≈ $304/night pp

Fares checked nightly

Sails monthly, Jan 2028 – Feb 2028
Discover Barbados, Panama & Costa RicaCaribbean

Emerald Cruises

18 nights in the Caribbean

Aboard Emerald Azzurra

Bridgetown → Panama City

↓ $425 this monthIncludes Preferred Savings

from$4,220pp · cruise fare≈ $234/night pp

Fares checked nightly

Jan 2028 – Jan 2029Next 6 Jan 2028 · 1 more
Epic Voyage: Barbados to Sint MaartenCaribbean

Emerald Cruises

21 nights in the Caribbean

Aboard Emerald Sakara

Bridgetown → Philipsburg

↓ $620 this monthCaribbean Sale!

from$6,075pp · cruise fare≈ $289/night pp

Fares checked nightly

Sails monthly, Jan 2028 – Feb 2028
Beaches of the GrenadinesCaribbean

Emerald Cruises

The Caribbean loop

Aboard Emerald Azzurra

Round-trip from Bridgetown

↓ $663 this monthCaribbean Sale!

from$6,532pp · cruise fare≈ $817/night pp

Fares checked nightly

Dec 2027Next 11 Dec 2027
Caribbean Island Hopping: Sint Maarten to BarbadosCaribbean

Emerald Cruises

10 nights in the Caribbean

Aboard Emerald Sakara

Philipsburg → Bridgetown

↓ $883 this monthCaribbean Sale!

from$9,012pp · cruise fare≈ $901/night pp

Fares checked nightly

Jan 2028Next 12 Jan 2028
Classic CaribbeanCaribbean

Emerald Cruises

9 nights in the Caribbean

Aboard Emerald Azzurra

Marigot → Bridgetown

Rare itinerary

from$13,240pp · cruise fare≈ $1,471/night pp

Fares checked nightly

Nov 2026Next 20 Nov 2026
Epic Voyage: Sint Maarten to BarbadosCaribbean

Emerald Cruises

21 nights in the Caribbean

Aboard Emerald Sakara

Philipsburg → Bridgetown

Overnight in Virgin GordaRare itinerary

from$13,440pp · cruise fare≈ $640/night pp

Fares checked nightly

Feb 2028Next 5 Feb 2028
12-Night Caribbean CruiseCaribbean

Emerald Cruises

12 nights in the Caribbean

Aboard Emerald Azzurra

Bridgetown → Marigot

Rare itinerary
Dec 2026Next 28 Dec 2026
Discover the Grenadines & Windwards islandsCaribbean

Emerald Cruises

13 nights in the Caribbean

Aboard Emerald Azzurra

Bridgetown → Marigot

Overnight in Union IslandRare itinerary

from$15,765pp · cruise fare≈ $1,213/night pp

Fares checked nightly

Dec 2026Next 27 Dec 2026
Discover the Best of the CaribbeanCaribbean

Emerald Cruises

16 nights in the Caribbean

Aboard Emerald Azzurra

Marigot → Bridgetown

Overnight in Union IslandRare itinerary

from$13,240pp · cruise fare≈ $828/night pp

Fares checked nightly

Nov 2026Next 20 Nov 2026
17-Night Panama Canal CruisePanama Canal

Emerald Cruises

17 nights in the Panama Canal

Aboard Emerald Azzurra

Bridgetown → Panama City

Rare itinerary
Jan 2028Next 7 Jan 2028
24-Night Panama Canal CruisePanama Canal

Emerald Cruises

24 nights in the Panama Canal

Aboard Emerald Azzurra

Bridgetown → Puntarenas

Rare itinerary
Jan 2028Next 7 Jan 2028
Epic Caribbean Escape: Barbados to Costa RicaCaribbean

Emerald Cruises

25 nights in the Caribbean

Aboard Emerald Azzurra

Bridgetown → Puerto Caldera

↓ $617 this monthCaribbean Sale!

from$6,028pp · cruise fare≈ $241/night pp

Fares checked nightly

Jan 2028Next 6 Jan 2028

Frequently asked

How many cruises to Tobago Cays does NestCruise have?
34 live sailings, 7 to 21 nights. A NestCruise advisor narrows them to the one that fits.
Which cruise lines visit Tobago Cays?
Emerald Cruises and PONANT EXPLORATIONS, among others.
How long are cruises to Tobago Cays?
Most run 7 to 21 nights.
How much do cruises to Tobago Cays cost?
NestCruise doesn't publish fares — it's a quote-only concierge. Share your dates and party size and an advisor prices your exact sailing at no cost.