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 Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club 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 San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour 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 →

Consider the excitement of a thrilling adventure enjoyed among a few family members or a group of close friends. An intimate and fun way to …More

5.0 (57)

St Kitts Private ATV Adventure

Consider the excitement of a thrilling adventure enjoyed among a few family members or a group of close friends. An intimate and fun way to...

3 hours Free Cancellation

5.0 (57)

from
$140

El Yunque Rainforest with Waterslides and Transport from San Juan

Take time to escape from the city and dare yourself to explore El Yunque Rainforest. Hike, river trek, rock climb, spot its flora and fauna, and …More

4.9 (254)

El Yunque Rainforest with Waterslides and Transport from San Juan

Take time to escape from the city and dare yourself to explore El Yunque Rainforest. Hike, river trek, rock climb, spot its flora and fauna, and...

8 hours Hotel pickup offered Free Cancellation

4.9 (254)

from
$68

Sip, sample and see on this 3.5-hour culinary experience seasoned with history and a dash of culture. Experience the taste the Islands while you sample the local exotic …More

Nassau, Bahamas

4.9 (521)

Nassau Food and History Bus Tour

Sip, sample and see on this 3.5-hour culinary experience seasoned with history and a dash of culture. Experience the taste the Islands while you sample the local exotic...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (521)

from
$99

007 Private Beach Club Swimming Pigs Snorkeling Lunch Drinks

Our first stop is an amazing snorkeling experience at Rainbow Reef, second stop observing turtles at the sanctuary at Green Cay, our final stop is …More

4.6 (204)

007 Private Beach Club Swimming Pigs Snorkeling Lunch Drinks

Our first stop is an amazing snorkeling experience at Rainbow Reef, second stop observing turtles at the sanctuary at Green Cay, our final stop is...

4 hours Free Cancellation

4.6 (204)

from
$118

Outdoor Luxury Walking Tour with free Seafood snack

Hi guys it's Archie here! If you like pirate stories and tales of the past, this is for you! We are a 2 guide team, …More

4.8 (42)

Outdoor Luxury Walking Tour with free Seafood snack

Hi guys it's Archie here! If you like pirate stories and tales of the past, this is for you! We are a 2 guide team,...

3 hours Free Cancellation

4.8 (42)

from
$15

Rose Island: Private Snorkeling, Fishing, and Swimming with Pigs

Fun all day boating experience with a friendly staff who is will to go above and beyond to make your vacation one to remember. From …More

4.8 (36)

Rose Island: Private Snorkeling, Fishing, and Swimming with Pigs

Fun all day boating experience with a friendly staff who is will to go above and beyond to make your vacation one to remember. From...

4 hours Free Cancellation

4.8 (36)

from
$850

Buggy Ride into the Jungle coffee, chocolate tasting Cenote

Join our thrilling Buggy excursion with coffee and chocolate tasting, featuring stops at a cenote and the stunning Macao Cenote Begin your adventure by driving …More

Punta Cana, Dominican Republic

5.0 (57)

Buggy Ride into the Jungle coffee, chocolate tasting Cenote

Join our thrilling Buggy excursion with coffee and chocolate tasting, featuring stops at a cenote and the stunning Macao Cenote Begin your adventure by driving...

3 hours Hotel pickup offered Free Cancellation

5.0 (57)

from
$60

St.Kitts Volcano Hike To Mt. Liamuiga (Highest Peak On Island)

Hiking Mount Liamuiga in St. Kitts is an absolute must-do for any adventurer seeking an unforgettable experience in the Caribbean. Rising majestically to over 3,700 …More

4.8 (274)

St.Kitts Volcano Hike To Mt. Liamuiga (Highest Peak On Island)

Hiking Mount Liamuiga in St. Kitts is an absolute must-do for any adventurer seeking an unforgettable experience in the Caribbean. Rising majestically to over 3,700...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (274)

from
$48

Negril Glass Bottom Boat Tour Snorkeling and Booby Cay

Come along for an unforgettable glass bottom tour out into the reefs of the beautiful Caribbean Sea in Negril. Snorkel on our healthy reefs with …More

Negril, Jamaica

4.9 (226)

Negril Glass Bottom Boat Tour Snorkeling and Booby Cay

Come along for an unforgettable glass bottom tour out into the reefs of the beautiful Caribbean Sea in Negril. Snorkel on our healthy reefs with...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (226)

from
$65

Bio Bay Night Kayaking with Transport from San Juan Area

Weight limit is 240 lbs. per person. Pregnant women are not allowed to participate in the kayaking tour Paddle through the mangrove forest on your …More

Luquillo, Puerto Rico

4.4 (150)

Bio Bay Night Kayaking with Transport from San Juan Area

Weight limit is 240 lbs. per person. Pregnant women are not allowed to participate in the kayaking tour Paddle through the mangrove forest on your...

5 hours Hotel pickup offered Free Cancellation

4.4 (150)

from
$125

St. Thomas Island Tour with Mountain Top and Magens Bay Beach

We pick up and return to destination. The best Islands highlights you will see. Experience the highest point on the island for spectacular views and …More

Cruz Bay, US Virgin Islands

4.4 (249)

St. Thomas Island Tour with Mountain Top and Magens Bay Beach

We pick up and return to destination. The best Islands highlights you will see. Experience the highest point on the island for spectacular views and...

4 hours Hotel pickup offered Free Cancellation

4.4 (249)

from
$71

Flintstones Buggy Adventure from Punta Cana

The Flintstones-themed buggy adventure is an unique and exciting excursion, 100% off-road in Bavaro / Punta Cana, Dominican Republic. Visit the unforgettable "Cave of Fantasy" …More

Punta Cana, Dominican Republic

4.7 (271)

Flintstones Buggy Adventure from Punta Cana

The Flintstones-themed buggy adventure is an unique and exciting excursion, 100% off-road in Bavaro / Punta Cana, Dominican Republic. Visit the unforgettable "Cave of Fantasy"...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (271)

from
$65

NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe ALL HOTELS

Lets set sail.. ! Your crew awaits. On Negril's Sweetheart Catamaran, SUNSHINE of the Seas, our staff are there to take care of you, as …More

Lucea, Jamaica

4.2 (359)

NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe ALL HOTELS

Lets set sail.. ! Your crew awaits. On Negril's Sweetheart Catamaran, SUNSHINE of the Seas, our staff are there to take care of you, as...

8 hours Hotel pickup offered Free Cancellation

4.2 (359)

from
$87

Swimming with Pigs in Nassau, Transportation Included

You will be transported via the scenic route to Fort Montague to catch a short 20 min boat ride to Rose Island. Upon arrival at …More

Nassau, Bahamas

4.7 (384)

Swimming with Pigs in Nassau, Transportation Included

You will be transported via the scenic route to Fort Montague to catch a short 20 min boat ride to Rose Island. Upon arrival at...

4 hours Hotel pickup offered Free Cancellation

4.7 (384)

from
$179

Feel the pulse of Nassau on our approximately 3-hour cultural and culinary adventure of the island. Your driver will chauffeur you in our custom open-air, …More

4.7 (487)

Funky Jeep Adventure in Nassau

Feel the pulse of Nassau on our approximately 3-hour cultural and culinary adventure of the island. Your driver will chauffeur you in our custom open-air,...

3 hours 15 minutes Hotel pickup offered Free Cancellation

4.7 (487)

from
$118

The Lucayan National Park Gold Rock Beach Free Town – The sight where Pirates Of The Caribbean 2 and 3 were filmed. …More

Freeport, Bahamas

4.9 (131)

Mamma Gal East End Native Experience

The Lucayan National Park Gold Rock Beach Free Town – The sight where Pirates Of The Caribbean 2 and 3 were filmed....

4 hours Hotel pickup offered Free Cancellation

4.9 (131)

from
$95

Top Tier Island Historical and Landmark Nassau Bahamas Tour

This Unique historical tour of Nassau Bahamas takes our guest on 6 stops throughout the island. Free samples along the way. See the world famous …More

5.0 (152)

Top Tier Island Historical and Landmark Nassau Bahamas Tour

This Unique historical tour of Nassau Bahamas takes our guest on 6 stops throughout the island. Free samples along the way. See the world famous...

2 hours 30 minutes Free Cancellation

5.0 (152)

from
$45

Discover The Baths of Virgin Gorda Full Day Adventure - Westin St. John

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands, and one of the most famous destinations in the …More

4.6 (109)

Discover The Baths of Virgin Gorda Full Day Adventure - Westin St. John

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands, and one of the most famous destinations in the...

9 hours Free Cancellation

4.6 (109)

from
$329

Historical San Juan Bay Sunset Sailing Tour

Sailing is authentic to San Juan culture- having a conversation with a local, the power of the wind, the peace from no engine noise, no …More

4.7 (725)

Historical San Juan Bay Sunset Sailing Tour

Sailing is authentic to San Juan culture- having a conversation with a local, the power of the wind, the peace from no engine noise, no...

2 hours Free Cancellation

4.7 (725)

from
$119

This tour offers a comprehensive and immersive experience of Curacao's vibrant culture and history through a guided walking tour of the Punda and Otrabanda districts. …More

4.9 (60)

Walking Tour

This tour offers a comprehensive and immersive experience of Curacao's vibrant culture and history through a guided walking tour of the Punda and Otrabanda districts....

2 to 3 hours Free Cancellation

4.9 (60)

from
$43

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?