Top Caribbean Tours & Sightseeing

Q: Which Caribbean Tours & Sightseeing have Instant Confirmation?

Caribbean Tours & Sightseeing with Instant Confirmation include: Private Airport Transfers Roundtrip Punta Cana Hotels The Battle of Santo Domingo 4D Movie Experience Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory La Boutique Mobile Punta Cana View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Tours & Sightseeing have Hotel Pickup?

No problem. These Caribbean Tours & Sightseeing include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory Private Souvenirs Shopping Tour from Punta Cana La Boutique Mobile Punta Cana View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Private Tour of Puerto Plata by Classic Car

Discover the unique and nostalgic charm of a classic car tour around Puerto Plata. Immerse yourself in a bygone era as you ride in a …More

4.3 (52)

Private Tour of Puerto Plata by Classic Car

Discover the unique and nostalgic charm of a classic car tour around Puerto Plata. Immerse yourself in a bygone era as you ride in a...

1 to 120 minutes Hotel pickup offered Free Cancellation

4.3 (52)

from
$450

What makes Sea Breeze Cayman private jet ski rentals unique is the freedom and convenience you give customers: Private, not a group tour — customers …More

Grand Cayman, Cayman Islands

5.0 (12)

3 Hour Jet Ski Rental Half Day

What makes Sea Breeze Cayman private jet ski rentals unique is the freedom and convenience you give customers: Private, not a group tour — customers...

3 hours Free Cancellation

5.0 (12)

from
$450

Discover our beautiful island Bonaire from the water (Voyager 19 boat) Moor at Klein Bonaire, 1000 steps or one of the other 39 snorkeling spots …More

4.9 (14)

Bonaire Full Day Boat Rental Voyager 19

Discover our beautiful island Bonaire from the water (Voyager 19 boat) Moor at Klein Bonaire, 1000 steps or one of the other 39 snorkeling spots...

8 hours Free Cancellation

4.9 (14)

from
$450

1 Hour Private Professional Portraits in Grace Bay Beach

Embark on a photography journey unlike any other against the breathtaking backdrop of Turks and Caicos' pristine beaches, crystal-clear waters, and vibrant landscapes. Let me …More

5.0 (5)

1 Hour Private Professional Portraits in Grace Bay Beach

Embark on a photography journey unlike any other against the breathtaking backdrop of Turks and Caicos' pristine beaches, crystal-clear waters, and vibrant landscapes. Let me...

1 hour Free Cancellation

5.0 (5)

from
$450

Deep Sea Fishing (Street Food and Beer Included)

The tour is suitable both for beginners and more experienced fishers! We will teach you everything you need to know about deep sea fishing in …More

5.0 (6)

Deep Sea Fishing (Street Food and Beer Included)

The tour is suitable both for beginners and more experienced fishers! We will teach you everything you need to know about deep sea fishing in...

4 hours Hotel pickup offered

5.0 (6)

from
$450

Feel like a million bucks and book your Jamaica Flying Dress Photoshoot with Kevin Wright. Perfect gift for anniversary, birthday, girls trip. Please bring your …More

Montego Bay, Jamaica

4.3 (11)

Jamaica Flying Dress Photoshoots

Feel like a million bucks and book your Jamaica Flying Dress Photoshoot with Kevin Wright. Perfect gift for anniversary, birthday, girls trip. Please bring your...

1 to 2 hours

4.3 (11)

from
$450

Private Blue Hole & Secret Falls Day Trip plus Shopping from Montego Bay Hotels

This private tour is unique and tailored just for you and your party. You have your own private driver/guide for a more personalized service and …More

Montego Bay, Jamaica

4.3 (3)

Private Blue Hole & Secret Falls Day Trip plus Shopping from Montego Bay Hotels

This private tour is unique and tailored just for you and your party. You have your own private driver/guide for a more personalized service and...

8 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$450

St Maarten French And Dutch Sightseeing And Grand Case Beach Tour

From the Philipsburg cruise port Meet your friendly guide. And board a comfortable, air-conditioned van for transport to take you to three amazing stop on …More

5.0 (1)

St Maarten French And Dutch Sightseeing And Grand Case Beach Tour

From the Philipsburg cruise port Meet your friendly guide. And board a comfortable, air-conditioned van for transport to take you to three amazing stop on...

4 hours Free Cancellation

5.0 (1)

from
$450

Jamaica Jet Car Lamborghini With Drone Video Reel and Pictures

Jet Car Jamaica – The Ultimate Celebrity Experience! Get ready to turn heads and make waves as you drift across Jamaica’s crystal-clear waters in a …More

Montego Bay, Jamaica

5.0 (2)

Jamaica Jet Car Lamborghini With Drone Video Reel and Pictures

Jet Car Jamaica – The Ultimate Celebrity Experience! Get ready to turn heads and make waves as you drift across Jamaica’s crystal-clear waters in a...

2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$450

Private Local lunch and Kralendijk neighborhood tour

Experience the Bario's of Bonaire with an accurate narrative on the lifestyle of the local Bonairian's. Travel through 2 neighborhoods where your guide will describe …More

Kralendijk, Bonaire

5.0 (1)

Private Local lunch and Kralendijk neighborhood tour

Experience the Bario's of Bonaire with an accurate narrative on the lifestyle of the local Bonairian's. Travel through 2 neighborhoods where your guide will describe...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$450

Every Friday Evening sailing from Ribbiz Ocean Lounge located on the waterfront at Victoria Pier Downtown in Kingston. Come aboard a 69ft Power Catamaran for …More

Lucea, Jamaica

5.0 (1)

Experience Kingston From The Water

Every Friday Evening sailing from Ribbiz Ocean Lounge located on the waterfront at Victoria Pier Downtown in Kingston. Come aboard a 69ft Power Catamaran for...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$450

No others will join your group. You can plan your own itenerary what you'd like. Others don't have to wait for you and you don't …More

4.0 (3)

Private Tour of Bonaire

No others will join your group. You can plan your own itenerary what you'd like. Others don't have to wait for you and you don't...

3 hours Hotel pickup offered Free Cancellation

4.0 (3)

from
$450

This tour was designed by a group of travelers who loved the idea of visiting many of the botanical gardens available in Barbados. Ever since …More

Bridgetown, Barbados

5.0 (1)

Barbados Botanical Tour

This tour was designed by a group of travelers who loved the idea of visiting many of the botanical gardens available in Barbados. Ever since...

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$450

Luxury Catamaran Private Day Sail from St. Maarten to Anguilla

Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a …More

5.0 (11)

Luxury Catamaran Private Day Sail from St. Maarten to Anguilla

Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a...

9 hours 30 minutes Free Cancellation

5.0 (11)

from
$453

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of British Virgin Islands as you make your …More

Tortola, British Virgin Islands

Private Tour Hull Bay Farm & Beach

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of British Virgin Islands as you make your...

7 hours Hotel pickup offered

from
$453

Tour your way and at your pace! Avoid long shared bus lines and having to wait on other tour participants. You decide ultimately how long …More

Nassau, Bahamas

4.9 (52)

Private Guided Island Tour in Nassau Bahamas -Free Wifi & Drinks

Tour your way and at your pace! Avoid long shared bus lines and having to wait on other tour participants. You decide ultimately how long...

3 hours Hotel pickup offered Free Cancellation

4.9 (52)

from
$460

Private Guided Tour: Unveiling Old San Juan's History

We provide a guaranteed private tour of Old San Juan and it´s vicinities in our luxury Audi SUV. Our guides are professional historians, who have …More

5.0 (1)

Private Guided Tour: Unveiling Old San Juan's History

We provide a guaranteed private tour of Old San Juan and it´s vicinities in our luxury Audi SUV. Our guides are professional historians, who have...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$462

PRIVATE EXECUTIVE TOURS (Nassau Transfers)

THERE ARE SEVERAL REASONS TO CHOSE NASSAU LIMO SERVICE, WE LET YOU EXPLORE NASSAU OR DO BUSINESS AS YOU PLEASE. PICK UPS AVAILABLE 24 HOURS …More

4.5 (2)

PRIVATE EXECUTIVE TOURS (Nassau Transfers)

THERE ARE SEVERAL REASONS TO CHOSE NASSAU LIMO SERVICE, WE LET YOU EXPLORE NASSAU OR DO BUSINESS AS YOU PLEASE. PICK UPS AVAILABLE 24 HOURS...

3 hours Free Cancellation

4.5 (2)

from
$462

3H or 4H | Private Boat Trip | Swim, Board or Snorkel

Join us on board! We are a small family business. Personalized service is very important to us. All our private trips can be customized to …More

5.0 (163)

3H or 4H | Private Boat Trip | Swim, Board or Snorkel

Join us on board! We are a small family business. Personalized service is very important to us. All our private trips can be customized to...

3 hours Free Cancellation

5.0 (163)

from
$475

Ultimate Full-Day Private Tour: Discover all Curacao highlights

This tour offers a comprehensive exploration of the island's most significant historical landmarks and its most breathtaking natural wonders. You'll have the opportunity to discover …More

Willemstad, Curacao

5.0 (14)

Ultimate Full-Day Private Tour: Discover all Curacao highlights

This tour offers a comprehensive exploration of the island's most significant historical landmarks and its most breathtaking natural wonders. You'll have the opportunity to discover...

7 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$475

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Tours & Sightseeing?

What are the best kid-friendly options for Caribbean Tours & Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Tours & Sightseeing are:

View all kid-friendly Tours →

Which Caribbean Tours & Sightseeing have Instant Confirmation?

Which Caribbean Tours & Sightseeing have Free Cancellation?

Caribbean Tours & Sightseeing with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Tours & Sightseeing have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?