Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

No problem. These Caribbean Luxury & Special Occasions include Hotel Pickup: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure 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 →

We begin with a meeting at the starting point coordinated with our operator until we reach the 1st point: Las Cuevas de los Tres Ojos, …More

4.0 (60)

Santo Domingo Cultural Tour

We begin with a meeting at the starting point coordinated with our operator until we reach the 1st point: Las Cuevas de los Tres Ojos,...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.0 (60)

from
$80

This tour is more than just a Latin dance class; it is a complete Caribbean cultural immersion! You will sip some tropical cocktails, learn the …More

4.7 (56)

Salsa Dancing Night Out in San Juan

This tour is more than just a Latin dance class; it is a complete Caribbean cultural immersion! You will sip some tropical cocktails, learn the...

2 hours 30 minutes Free Cancellation

4.7 (56)

from
$59

Walking Tour at Bridgetown Discovering Hidden Treasures

Venture off the beaten path and uncover the hidden gems of Bridgetown. Explore lesser-known streets and neighborhoods, where charming historic and colorful buildings await. Browse …More

5.0 (3)

Walking Tour at Bridgetown Discovering Hidden Treasures

Venture off the beaten path and uncover the hidden gems of Bridgetown. Explore lesser-known streets and neighborhoods, where charming historic and colorful buildings await. Browse...

2 hours Free Cancellation

5.0 (3)

from
$30

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping …More

4.9 (46)

Private Sunset Cruise & Rum Swizzle

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping...

1 hour Free Cancellation

4.9 (46)

from
$500

Half Day Private Tour in St. Lucia Jeep Wrangler

This open top jeep experience offers you a private, one on one feel of the island in every aspect. Just you and our local driver/guide …More

Anse La Raye, St Lucia

5.0 (42)

Half Day Private Tour in St. Lucia Jeep Wrangler

This open top jeep experience offers you a private, one on one feel of the island in every aspect. Just you and our local driver/guide...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$140

Old San Juan Family Fun Tour: Science/History/ Yummy treats

Designed with kids in mind, the Old San Juan Sightseeing Educational tour offers a 2-in-1 experience in history and science, providing family fun designed to …More

5.0 (11)

Old San Juan Family Fun Tour: Science/History/ Yummy treats

Designed with kids in mind, the Old San Juan Sightseeing Educational tour offers a 2-in-1 experience in history and science, providing family fun designed to...

2 hours 30 minutes Free Cancellation

5.0 (11)

from
$69

Private Guided Beach Meditation & Hike + Transfer

Private Beach Meditation + Nature Walk/Hike + Tour guide + meditation teacher Have you considered trying something new during your vacation? Get The Real Experience …More

Paradera, Aruba

5.0 (6)

Private Guided Beach Meditation & Hike + Transfer

Private Beach Meditation + Nature Walk/Hike + Tour guide + meditation teacher Have you considered trying something new during your vacation? Get The Real Experience...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$165

Blue Hole Secret Waterfall And Highlight Tour

The Blue Hole Water Fall is in an environment that is pristine and undeveloped to allow nature to have her way displaying her glory to …More

Ocho Rios, Jamaica

5.0 (12)

Blue Hole Secret Waterfall And Highlight Tour

The Blue Hole Water Fall is in an environment that is pristine and undeveloped to allow nature to have her way displaying her glory to...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (12)

from
$60

On this historical tour of the Island of Antigua you will discover the history of this Caribbean Island. You will see Devils Bridge, English Harbour, …More

Five Islands Village, Antigua and Barbuda

4.7 (41)

Antigua Historical Sites Island Tour

On this historical tour of the Island of Antigua you will discover the history of this Caribbean Island. You will see Devils Bridge, English Harbour,...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (41)

from
$111

Luxury Private Tour in ST.Thomas(6per group)

(Price is 6ppl per group)(up to 1)Our locally born and raised tour guides provide private tours of the beautiful sightseeing spots on St.Thomas. They will …More

Cruz Bay, US Virgin Islands

4.8 (42)

Luxury Private Tour in ST.Thomas(6per group)

(Price is 6ppl per group)(up to 1)Our locally born and raised tour guides provide private tours of the beautiful sightseeing spots on St.Thomas. They will...

1 to 6 hours Hotel pickup offered Free Cancellation

4.8 (42)

from
$595

Epic Off-Road Surron Electric Bike Tour in Aruba

Discover and see the best parts of Aruba's North Coast in just one tour. While also enjoying the thrill of the "Surron" e-bikes that will …More

Palm - Eagle Beach, Aruba

5.0 (42)

Epic Off-Road Surron Electric Bike Tour in Aruba

Discover and see the best parts of Aruba's North Coast in just one tour. While also enjoying the thrill of the "Surron" e-bikes that will...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$160

Explore the best sights the beautiful island of Saint Lucia has to offer. View the famous pitons from Tet Paul, visit the world's only drive-through …More

Vieux Fort, St Lucia

4.9 (56)

The Best of Saint Lucia Tour

Explore the best sights the beautiful island of Saint Lucia has to offer. View the famous pitons from Tet Paul, visit the world's only drive-through...

3 to 6 hours Hotel pickup offered Free Cancellation

4.9 (56)

from
$150

Make the most beautiful selfie on top off the Christoffel mountain. What better way to see the fascinating landscapes, exquisite wildlife and spectacular views of …More

Willemstad, Curacao

4.9 (58)

National Park Jeep Safari

Make the most beautiful selfie on top off the Christoffel mountain. What better way to see the fascinating landscapes, exquisite wildlife and spectacular views of...

6 hours Hotel pickup offered Free Cancellation

4.9 (58)

from
$109

Scenic Barbados Coast To Coast Half-Day Tour

This is a coastal Barbados tour that takes you through historic Bridgetown onto the affluent West Coast, through Holetown, through Speightstown, continuing onto North Point …More

4.9 (22)

Scenic Barbados Coast To Coast Half-Day Tour

This is a coastal Barbados tour that takes you through historic Bridgetown onto the affluent West Coast, through Holetown, through Speightstown, continuing onto North Point...

4 hours Hotel pickup offered Free Cancellation

4.9 (22)

from
$90

Discover the beauty and magic of St Lucia on a scenic drive to the town of Soufriere. This half-day tour will have you winding your …More

Choc, St Lucia

4.7 (26)

Soufriere Island Delight

Discover the beauty and magic of St Lucia on a scenic drive to the town of Soufriere. This half-day tour will have you winding your...

5 hours Hotel pickup offered Free Cancellation

4.7 (26)

from
$90

Jungle Bikes ATV Adventure & Beach Tour in St. Kitts

This tour combines the ride of your life with the beach extravaganza. After an intensive and exciting journey through the hills of the island, you …More

4.9 (36)

Jungle Bikes ATV Adventure & Beach Tour in St. Kitts

This tour combines the ride of your life with the beach extravaganza. After an intensive and exciting journey through the hills of the island, you...

2 hours 30 minutes Free Cancellation

4.9 (36)

from
$145

Barbados Sightseeing Plantation distillery tour, Lunch & Drink

On this tour depending where your pick up point is you will drive through historic Bridgetown, the capital of Barbados and a World Heritage Site. …More

4.9 (45)

Barbados Sightseeing Plantation distillery tour, Lunch & Drink

On this tour depending where your pick up point is you will drive through historic Bridgetown, the capital of Barbados and a World Heritage Site....

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (45)

from
$180

This is not a large group tour but a small group tour with no more than 20 people per vehicle and you will have a …More

4.2 (43)

Explore Bonaire: North & South Tour

This is not a large group tour but a small group tour with no more than 20 people per vehicle and you will have a...

3 hours Hotel pickup offered Free Cancellation

4.2 (43)

from
$65

Bermuda Sights, Shopping & Sand Experience

Enjoy this narrated adventure that will show you the “Best of Bermuda” highlights. You will travel aboard a comfortable, air-conditioned mini bus. Your mini bus …More

4.7 (29)

Bermuda Sights, Shopping & Sand Experience

Enjoy this narrated adventure that will show you the “Best of Bermuda” highlights. You will travel aboard a comfortable, air-conditioned mini bus. Your mini bus...

3 hours 30 minutes Free Cancellation

4.7 (29)

from
$45

Private Clear Boat experience in Grace Bay

Come aboard our truly unique 100% Clear Boats. These are NOT your average glass bottom boat but a 100% clear boat. This tour is for …More

5.0 (5)

Private Clear Boat experience in Grace Bay

Come aboard our truly unique 100% Clear Boats. These are NOT your average glass bottom boat but a 100% clear boat. This tour is for...

1 hour 15 minutes Free Cancellation

5.0 (5)

from
$1,299

Frequently Asked Questions

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

What are the best options for Caribbean Luxury & Special Occasions?

What are the best kid-friendly options for Caribbean Luxury & Special Occasions Tours?

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

View all kid-friendly Tours →

Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Which Caribbean Luxury & Special Occasions have Free Cancellation?

Caribbean Luxury & Special Occasions 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 Luxury & Special Occasions have Hotel Pickup?

Got any more Caribbean trip ideas?

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