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Showing 1201-1225 of 1,339 results

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Meet Natalie Thompson, one of Avoya's trusted travel advisors.

Our team has helped more than 2.5 million travelers save time, save money, and book their perfect vacation.

Choose your adventure and let us handle the rest.

Your dedicated Personal Travel Advisor is here to help you plan the vacation of your dreams. From finding the best price to answering every question, we are with you every step of the way at no extra cost.

Help Me Plan

Here's the sailing you selected!

7-night caribbean cruise

$2,870

Silversea – Silver Shadow

4.5 (40)

5 Star

65%

4 Star

25%

3 Star

5%

2 Star

5%

1 Star

0%

Date:

Dec 20, 2026

Ports:

San Juan → Jost Van Dyke → Little Bay → Saint Lucia (Castries) → Fort De France → Sopers Hole → San Juan

Departs Dec 20, 2026 from San Juan, Puerto Rico

Up to 2 deals

Suite From

$2,870

Top Picks Rank: 6

Create an account with Avoya to reveal balcony pricing and unlock more deals!

You’ll also gain access to a Personal Travel Advisor to ensure you get the best savings.

Suite

From

$2,870

Top Deals

Cruise Itinerary

Day 1

| Dec 20

San Juan

Puerto Rico, United States

Departs 7:00PM

Day 2

| Dec 21

Jost Van Dyke

British Virgin Islands

Arrives 8:00AM | Departs 6:00PM

Day 3

| Dec 22

Little Bay

Montserrat

Arrives 9:00AM | Departs 6:30PM

Day 4

| Dec 23

Castries

St. Lucia

Arrives 8:30AM | Departs 6:00PM

Day 5

| Dec 24

Fort-de-france

Martinique, France

Arrives 8:00AM | Departs 6:00PM

Day 6

| Dec 25

At Sea

Day 7

| Dec 26

Sopers Hole

Tortola, British Virgin Islands

Arrives 8:00AM | Departs 6:00PM

Day 8

| Dec 27

San Juan

Puerto Rico, United States

Arrives 7:00AM

6-night caribbean cruise

$834

Virgin Voyages – Valiant Lady

4.8 (13)

5 Star

77%

4 Star

23%

3 Star

0%

2 Star

0%

1 Star

0%

Date:

Jan 23, 2027

Ports:

San Juan → Tortola → Basseterre → St. John's → Castries → San Juan

Departs Jan 23, 2027 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

Inside From

$834

Top Picks Rank: 2

6-night caribbean cruise

$774

Virgin Voyages – Resilient Lady

4.1 (10)

5 Star

60%

4 Star

0%

3 Star

30%

2 Star

10%

1 Star

0%

Date:

Jan 24, 2027

Ports:

Miami → Key West → Grand Turk → Puerto Plata → Miami

Departs Jan 24, 2027 from Miami, Florida

Up to 2 deals including an Avoya Exclusive

Inside From

$774

Top Picks Rank: 2

8-night caribbean cruise

$1,272

Virgin Voyages – Valiant Lady

4.8 (13)

5 Star

77%

4 Star

23%

3 Star

0%

2 Star

0%

1 Star

0%

Date:

Jan 29, 2027

Ports:

San Juan → Oranjestad → Willemstad → Kralendijk → Fort-de-france → Philipsburg → San Juan

Departs Jan 29, 2027 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

Inside From

$1,272

Top Picks Rank: 2

6-night caribbean cruise

$799

Margaritaville at Sea – Margaritaville at Sea Beachcomber

Date:

Jan 30, 2027

Ports:

Miami → Key West → Montego Bay → Mia

Departs Jan 30, 2027 from Miami, Florida

Up to 3 deals

Inside From

$799

Top Picks Rank: 2

14-night caribbean cruise

$1,495

49% Off List

MSC Cruises – MSC Opera

4.0 (5)

5 Star

60%

4 Star

20%

3 Star

0%

2 Star

0%

1 Star

20%

Date:

Nov 19, 2026

Ports:

Bridgetown → Fort De France → Pointe-a-pitre → Road Town (Tortola) British Virgin Islands → La Romana → Samana → Virgin Gorda Virgin Islands → Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Catalina Island Dominican Republic → Bridgetown

Bridgetown → Fort De France → Pointe-a-pitre → Road Town (Tortola) British Virgin Islands → La Romana → Samana → Virgin Gorda Virgin Islands → Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Catalina Island Dominican Republic → Bridgetown

Departs Nov 19, 2026 from Bridgetown, Barbados

Up to 3 deals

Inside From

$1,495

49% Off List

List Price

$2,938

Top Picks Rank: -1

14-night caribbean cruise

$2,066

MSC Cruises – MSC World Europa

2.0 (3)

5 Star

0%

4 Star

0%

3 Star

33%

2 Star

33%

1 Star

33%

Date:

Dec 15, 2026

Ports:

Bridgetown → Saint Vincent And Grenadines (Kingstown) → Saint George's → Fort De France → Pointe-a-pitre → Saint Maarten (Phillipsburg) → Saint Johns → Saint Kitts And Nevis (Basse Terre) → Roseau → Bridgetown

Bridgetown → Saint Vincent And Grenadines (Kingstown) → Saint George's → Fort De France → Pointe-a-pitre → Saint Maarten (Phillipsburg) → Saint Johns → Saint Kitts And Nevis (Basse Terre) → Roseau → Bridgetown

Departs Dec 15, 2026 from Bridgetown, Barbados

Up to 3 deals

Inside From

$2,066

Top Picks Rank: -1

14-night caribbean cruise

$2,498

MSC Cruises – MSC World Europa

2.0 (3)

5 Star

0%

4 Star

0%

3 Star

33%

2 Star

33%

1 Star

33%

Date:

Dec 29, 2026

Ports:

Bridgetown → Saint Vincent And Grenadines (Kingstown) → Saint George's → Saint Lucia → Fort De France → Pointe-a-pitre → Saint Maarten (Phillipsburg) → Saint Johns → Saint Kitts And Nevis (Basse Terre) → Roseau → Bridgetown

Bridgetown → Saint Vincent And Grenadines (Kingstown) → Saint George's → Saint Lucia → Fort De France → Pointe-a-pitre → Saint Maarten (Phillipsburg) → Saint Johns → Saint Kitts And Nevis (Basse Terre) → Roseau → Bridgetown

Departs Dec 29, 2026 from Bridgetown, Barbados

Up to 3 deals

Inside From

$2,498

Top Picks Rank: -1

14-night caribbean cruise

$1,505

49% Off List

MSC Cruises – MSC Opera

4.0 (5)

5 Star

60%

4 Star

20%

3 Star

0%

2 Star

0%

1 Star

20%

Date:

Jan 14, 2027

Ports:

Bridgetown → Fort De France → Saint Johns → Virgin Gorda Virgin Islands → La Romana → Samana → Saint Kitts And Nevis (Basse Terre) → Saint Maarten (Phillipsburg) → Catalina Island Dominican Republic → Bridgetown

Bridgetown → Fort De France → Saint Johns → Virgin Gorda Virgin Islands → La Romana → Samana → Saint Kitts And Nevis (Basse Terre) → Saint Maarten (Phillipsburg) → Catalina Island Dominican Republic → Bridgetown

Departs Jan 14, 2027 from Bridgetown, Barbados

Up to 2 deals

Inside From

$1,505

49% Off List

List Price

$2,958

Top Picks Rank: -1

14-night caribbean cruise

$1,565

49% Off List

MSC Cruises – MSC Opera

4.0 (5)

5 Star

60%

4 Star

20%

3 Star

0%

2 Star

0%

1 Star

20%

Date:

Jan 28, 2027

Ports:

Bridgetown → Fort De France → Saint Johns → Road Town (Tortola) British Virgin Islands → La Romana → Virgin Gorda Virgin Islands → Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Catalina Island Dominican Republic → Bridgetown

Bridgetown → Fort De France → Saint Johns → Road Town (Tortola) British Virgin Islands → La Romana → Virgin Gorda Virgin Islands → Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Catalina Island Dominican Republic → Bridgetown

Departs Jan 28, 2027 from Bridgetown, Barbados

Up to 3 deals

Inside From

$1,565

49% Off List

List Price

$3,078

Top Picks Rank: -1

7-night caribbean cruise

$582

Celebrity Cruises – Celebrity Summit

4.5 (379)

5 Star

70%

4 Star

19%

3 Star

8%

2 Star

3%

1 Star

1%

Date:

Nov 01, 2026

Ports:

Tampa → Cozumel → Bimini → Nassau → Tampa

Departs Nov 01, 2026 from Tampa, Florida

Up to 1 deal including an Avoya Exclusive

Inside From

$582

Top Picks Rank:

14-night caribbean cruise

$2,967

Disney Cruises – Disney Magic

4.4 (28)

5 Star

64%

4 Star

14%

3 Star

18%

2 Star

4%

1 Star

0%

Date:

Nov 06, 2026

Ports:

San Diego → Cabo San Lucas → Puerto Vallarta → Panama Canal → Cartagena → George Town → Galveston

Departs Nov 06, 2026 from San Diego, California

Up to 2 deals

Inside From

$2,967

Top Picks Rank:

7-night caribbean cruise

$2,792

Disney Cruises – Disney Treasure

Date:

Nov 07, 2026 View Other Dates

Ports:

Port Canaveral → Tortola → San Juan → Castaway Cay → Port Canaveral

Departs Nov 07, 2026 from Port Canaveral, Florida

Up to 2 deals

Oceanview From

$2,792

Top Picks Rank:

5-night caribbean cruise

$3,150

Explora Journeys – Explora I

5.0 (4)

5 Star

100%

4 Star

0%

3 Star

0%

2 Star

0%

1 Star

0%

Date:

Nov 12, 2026

Ports:

Saint Johns → Road Bay → San Juan → Miami

Departs Nov 12, 2026 from Saint Johns, Antigua and Barbuda

Suite From

$3,150

Top Picks Rank:

7-night caribbean cruise

$2,572

Disney Cruises – Disney Dream

4.8 (42)

5 Star

83%

4 Star

14%

3 Star

0%

2 Star

0%

1 Star

2%

Date:

Nov 13, 2026 View Other Dates

Ports:

Ft. Lauderdale → Lighthouse Point → San Juan → Puerto Plata → Castaway Cay → Ft. Lauderdale

Departs Nov 13, 2026 from Fort Lauderdale, Florida

Up to 2 deals

Oceanview From

$2,572

Top Picks Rank:

7-night caribbean cruise

$470

MSC Cruises – MSC Seaside

3.5 (75)

5 Star

37%

4 Star

19%

3 Star

16%

2 Star

11%

1 Star

17%

Date:

Jan 04, 2027 View Other Dates

Ports:

Miami → Nassau → Ocean Cay Msc Marine Reserve Bahamas → Miami

Departs Jan 04, 2027 from Miami, Florida

Inside From

$470

Top Picks Rank:

4-night caribbean cruise

$439

Royal Caribbean – Allure of the Seas

4.6 (524)

5 Star

75%

4 Star

16%

3 Star

5%

2 Star

3%

1 Star

2%

Date:

Jan 10, 2027

Ports:

Miami → Cozumel → Miami

Departs Jan 10, 2027 from Miami, Florida

Up to 1 deal including an Avoya Exclusive

Avoya Exclusive Rate

Inside From

$439

Special Pricing For:

Group

Top Picks Rank:

7-night caribbean cruise

$471

MSC Cruises – MSC Seaside

3.5 (75)

5 Star

37%

4 Star

19%

3 Star

16%

2 Star

11%

1 Star

17%

Date:

Jan 11, 2027 View Other Dates

Ports:

Miami → Nassau → Ocean Cay Msc Marine Reserve Bahamas → Miami

Departs Jan 11, 2027 from Miami, Florida

Inside From

$471

Top Picks Rank:

7-night caribbean cruise

$2,636

Disney Cruises – Disney Treasure

Date:

Jan 16, 2027 View Other Dates

Ports:

Port Canaveral → Tortola → San Juan → Castaway Cay → Port Canaveral

Departs Jan 16, 2027 from Port Canaveral, Florida

Up to 2 deals

Oceanview From

$2,636

Top Picks Rank:

7-night caribbean cruise

$599

Margaritaville at Sea – Margaritaville at Sea Beachcomber

Date:

Jan 23, 2027

Ports:

Miami → George Town → Oranjestad → Nassau → Mia

Departs Jan 23, 2027 from Miami, Florida

Up to 3 deals

Inside From

$599

Top Picks Rank:

7-night caribbean cruise

$2,271

Disney Cruises – Disney Destiny

Date:

Jan 30, 2027 View Other Dates

Ports:

Ft. Lauderdale → Lighthouse Point → San Juan → Philipsburg → Ft. Lauderdale

Departs Jan 30, 2027 from Fort Lauderdale, Florida

Up to 2 deals

Inside From

$2,271

Top Picks Rank:

12-night caribbean cruise

Call Us

Princess Cruises – Majestic Princess

4.3 (66)

5 Star

59%

4 Star

21%

3 Star

15%

2 Star

3%

1 Star

2%

Date:

Nov 07, 2026

Ports:

New York City → Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Saint Lucia (Castries) → Curacao → Oranjestad → Fort Lauderdale

New York City → Saint Maarten (Phillipsburg) → Saint Kitts And Nevis (Basse Terre) → Saint Lucia (Castries) → Curacao → Oranjestad → Fort Lauderdale

Departs Nov 07, 2026 from New York City, New York

Up to 4 deals including an Avoya Exclusive

Secret Rate

Balcony From

Call Us

Special Pricing For:

Other

Top Picks Rank: 9

6-night caribbean cruise

Call Us

Princess Cruises – Regal Princess

4.4 (285)

5 Star

61%

4 Star

24%

3 Star

8%

2 Star

4%

1 Star

4%

Date:

Nov 08, 2026 View Other Dates

Ports:

Fort Lauderdale → Celebration Key → Grand Turk → Nassau → Fort Lauderdale

Departs Nov 08, 2026 from Fort Lauderdale, Florida

Up to 4 deals including an Avoya Exclusive

Secret Rate

Balcony From

Call Us

Special Pricing For:

Other

Top Picks Rank: 9

14-night caribbean cruise

Call Us

Princess Cruises – Regal Princess

4.4 (285)

5 Star

61%

4 Star

24%

3 Star

8%

2 Star

4%

1 Star

4%

Date:

Nov 14, 2026

Ports:

Fort Lauderdale → Grand Cayman → Ocho Rios → Oranjestad → Celebration Key → Grand Turk → Nassau → Fort Lauderdale

Departs Nov 14, 2026 from Fort Lauderdale, Florida

Up to 4 deals including an Avoya Exclusive

Secret Rate

Balcony From

Call Us

Special Pricing For:

Other

Top Picks Rank: 9

14-night caribbean cruise

Call Us

Princess Cruises – Star Princess

Date:

Nov 14, 2026

Ports:

Fort Lauderdale → Celebration Key → Amber Cove → Grand Turk → Roatan → Belize City → Cozumel → Fort Lauderdale

Departs Nov 14, 2026 from Fort Lauderdale, Florida

Up to 4 deals including an Avoya Exclusive

Secret Rate

Balcony From

Call Us

Special Pricing For:

Other

Top Picks Rank: 9

7-night caribbean cruise

Call Us

Princess Cruises – Star Princess

Date:

Nov 14, 2026

Ports:

Fort Lauderdale → Celebration Key → Amber Cove → Grand Turk → Fort Lauderdale

Departs Nov 14, 2026 from Fort Lauderdale, Florida

Up to 4 deals including an Avoya Exclusive

Secret Rate

Balcony From

Call Us

Special Pricing For:

Other

Top Picks Rank: 9

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