Top Caribbean Luxury & Special Occasions

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 →

Amber Cove and Taino bay Cruise Ship – 7 Waterfalls

7 waterfall- great experience make this excursion with us if you arrive amber cove port or Taino bay port we pick you up outside the …More

5.0 (68)

Amber Cove and Taino bay Cruise Ship – 7 Waterfalls

7 waterfall- great experience make this excursion with us if you arrive amber cove port or Taino bay port we pick you up outside the...

4 hours 10 minutes Free Cancellation

5.0 (68)

from
$44

Sightseeing Tour of Montego Bay City w/ Options to Personalize

Experience a deeper look into the city of Montego Bay from this tour journey. Learn of its history and feel the vibe of the toursim …More

Montego Bay, Jamaica

4.7 (14)

Sightseeing Tour of Montego Bay City w/ Options to Personalize

Experience a deeper look into the city of Montego Bay from this tour journey. Learn of its history and feel the vibe of the toursim...

2 to 3 hours Hotel pickup offered Free Cancellation

4.7 (14)

from
$44

Dune Buggies and Cenote Cave Half Day Adventure

Dare yourself to go off-road and discover the wild landscapes around Punta Cana on this half-day buggy tour. Take the wheel and drive your own …More

Punta Cana, Dominican Republic

3.3 (8)

Dune Buggies and Cenote Cave Half Day Adventure

Dare yourself to go off-road and discover the wild landscapes around Punta Cana on this half-day buggy tour. Take the wheel and drive your own...

4 hours 30 minutes Hotel pickup offered Free Cancellation

3.3 (8)

from
$44

Boogies & Polaris Aventura En Buggy en Punta Cana

Aventura Buggy & Polaris is undoubtedly the best adrenaline excursion you will experience in Punta Cana, you will tour the jungle and you will discover …More

3.0 (2)

Boogies & Polaris Aventura En Buggy en Punta Cana

Aventura Buggy & Polaris is undoubtedly the best adrenaline excursion you will experience in Punta Cana, you will tour the jungle and you will discover...

2 to 3 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$45

Legacy Tour at Casa BACARDÍ in Puerto Rico

Enjoy a welcome cocktail at the Bar at the Pavilion with a scenic view. Step into the history of BACARDÍ with this guided, story-driven introduction …More

4.6 (866)

Legacy Tour at Casa BACARDÍ in Puerto Rico

Enjoy a welcome cocktail at the Bar at the Pavilion with a scenic view. Step into the history of BACARDÍ with this guided, story-driven introduction...

50 minutes Free Cancellation

4.6 (866)

from
$45

Round Trip Transportation: San Juan to the Ceiba Ferry Terminal

**FERRY TICKETS TO CULEBRA OR VIEQUES ARE NOT INCLUDED AND ARE SOLD SEPARATELY** Skip the hassle and cost of getting to and from the Ceiba …More

Isla Verde, Puerto Rico

4.4 (69)

Round Trip Transportation: San Juan to the Ceiba Ferry Terminal

**FERRY TICKETS TO CULEBRA OR VIEQUES ARE NOT INCLUDED AND ARE SOLD SEPARATELY** Skip the hassle and cost of getting to and from the Ceiba...

1 hour 30 minutes Hotel pickup offered Free Cancellation

4.4 (69)

from
$45

Sunset party at Shirley Heights - SHARE round trip

TICKET NOT INCLUDED (entrance fee 10 USD). Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490 …More

Five Islands Village, Antigua and Barbuda

4.9 (142)

Sunset party at Shirley Heights - SHARE round trip

TICKET NOT INCLUDED (entrance fee 10 USD). Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490...

180 to 210 minutes Hotel pickup offered Free Cancellation

4.9 (142)

from
$45

Famous Red Phone Booth Beach (Dickenson Bay) and Fort Bay Beach

IMPORTANT FOR CRUISE SHIP PASSENGERS: FOR US IT IS IMPORTANT THAT YOUR RETURN TO THE SHIP IN TIME, THAT IS WHY THE VAN AND THE …More

Five Islands Village, Antigua and Barbuda

4.5 (11)

Famous Red Phone Booth Beach (Dickenson Bay) and Fort Bay Beach

IMPORTANT FOR CRUISE SHIP PASSENGERS: FOR US IT IS IMPORTANT THAT YOUR RETURN TO THE SHIP IN TIME, THAT IS WHY THE VAN AND THE...

3 hours 15 minutes Hotel pickup offered Free Cancellation

4.5 (11)

from
$45

Punta Cana 4 Hours Buggy Tour Cave Macao Beach Free Pick Up

Dare yourself to get an Off-road Buggy Adventure in Punta Cana. Discover Dominican culture, explore a indigenous cave and relax on the beautiful Macao Beach, …More

Punta Cana, Dominican Republic

4.3 (60)

Punta Cana 4 Hours Buggy Tour Cave Macao Beach Free Pick Up

Dare yourself to get an Off-road Buggy Adventure in Punta Cana. Discover Dominican culture, explore a indigenous cave and relax on the beautiful Macao Beach,...

4 hours Hotel pickup offered Free Cancellation

4.3 (60)

from
$45

Pirates of the Caribbean Port Royal Experience & Beach w/ Topdawg Taxi and Tours

Become a pirate for the day! We will be making our way to Wallilabou Bay - the film set of the movie, The Pirates of the …More

Kingstown, St Vincent and the Grenadines

4.4 (72)

Pirates of the Caribbean Port Royal Experience & Beach w/ Topdawg Taxi and Tours

Become a pirate for the day! We will be making our way to Wallilabou Bay - the film set of the movie, The Pirates of the...

5 hours Hotel pickup offered Free Cancellation

4.4 (72)

from
$45

Puerto Plata is much more than paradisiacal beaches. Its historic center houses a set of buildings and houses in neoclassical and Victorian style dating from …More

5.0 (57)

Puerto Plata City Tour and Sightseeing

Puerto Plata is much more than paradisiacal beaches. Its historic center houses a set of buildings and houses in neoclassical and Victorian style dating from...

3 hours Free Cancellation

5.0 (57)

from
$45

Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour

Adventure into the rainforest on a historical journey where you'll discover various natural wonders. Complimentary transportation from San Juan is included. Explore two waterfalls, a …More

5.0 (19,214)

Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour

Adventure into the rainforest on a historical journey where you'll discover various natural wonders. Complimentary transportation from San Juan is included. Explore two waterfalls, a...

7 hours Free Cancellation

5.0 (19,214)

from
$45

Stroll through the cobblestone streets of Old San Juan, where you'll visit historic forts, churches, and plazas. Learn about the city's colonial past and its …More

4.9 (252)

Discover Old San Juan Rich Heritage

Stroll through the cobblestone streets of Old San Juan, where you'll visit historic forts, churches, and plazas. Learn about the city's colonial past and its...

2 hours Free Cancellation

4.9 (252)

from
$45

San Juan Snorkeling Tour with Fish & Turtles - Best Facilities

Discover the underwater treasures of San Juan with Scuba Dogs at Escambrón Marine Park! Explore a vibrant Caribbean ecosystem filled with tropical fish, fascinating underwater …More

4.8 (207)

San Juan Snorkeling Tour with Fish & Turtles - Best Facilities

Discover the underwater treasures of San Juan with Scuba Dogs at Escambrón Marine Park! Explore a vibrant Caribbean ecosystem filled with tropical fish, fascinating underwater...

2 hours Free Cancellation

4.8 (207)

from
$45

This tour is a great choice because we focus on making the most of your time and enjoying our beautiful city, visiting places like the …More

Puerto Plata, Dominican Republic

4.9 (500)

Half Day City Tour in Puerto Plata

This tour is a great choice because we focus on making the most of your time and enjoying our beautiful city, visiting places like the...

3 to 4 hours Free Cancellation

4.9 (500)

from
$45

ATV Adventure to Water Cave and Macao Beach in Punta Cana

Get ready for an unforgettable ATV adventure through the Dominican countryside! Follow your guide along exciting off-road trails and rural roads as you discover some …More

Punta Cana, Dominican Republic

4.9 (3,602)

ATV Adventure to Water Cave and Macao Beach in Punta Cana

Get ready for an unforgettable ATV adventure through the Dominican countryside! Follow your guide along exciting off-road trails and rural roads as you discover some...

4 hours Hotel pickup offered Free Cancellation

4.9 (3,602)

from
$45

Experience the hidden gems of San Nicolas on the Aruba mural tour, perfect for everyone, not just art enthusiasts. Wander through vibrant street art and …More

Palm - Eagle Beach, Aruba

4.9 (159)

The Whole Story Tour with A Ride

Experience the hidden gems of San Nicolas on the Aruba mural tour, perfect for everyone, not just art enthusiasts. Wander through vibrant street art and...

2 hours Hotel pickup offered Free Cancellation

4.9 (159)

from
$45

You enjoy with us observing the beautiful places that our Puerto Plata has, first we visit what is the rum factory (1) Macotrix a tour …More

Puerto Plata, Dominican Republic

4.9 (213)

Puerto Plata City Tour

You enjoy with us observing the beautiful places that our Puerto Plata has, first we visit what is the rum factory (1) Macotrix a tour...

3 hours 50 minutes Hotel pickup offered Free Cancellation

4.9 (213)

from
$45

ATV OR BUGGY Ride Into the jungle with cave coffee & chocolate

Combine several different adventure activities on a single half-day tour from Punta Cana. Hop on board a powerful all-terrain vehicle, built for the rugged terrain …More

La Romana, Dominican Republic

4.9 (177)

ATV OR BUGGY Ride Into the jungle with cave coffee & chocolate

Combine several different adventure activities on a single half-day tour from Punta Cana. Hop on board a powerful all-terrain vehicle, built for the rugged terrain...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (177)

from
$45

Guided Puerto Plata City Tour – Fortress, Rum & Umbrella Street

This isn’t just a drive around Puerto Plata—it’s a personalized introduction to the city, its history and culture with a local guide. Explore iconic landmarks …More

Puerto Plata, Dominican Republic

4.8 (165)

Guided Puerto Plata City Tour – Fortress, Rum & Umbrella Street

This isn’t just a drive around Puerto Plata—it’s a personalized introduction to the city, its history and culture with a local guide. Explore iconic landmarks...

4 hours Hotel pickup offered Free Cancellation

4.8 (165)

from
$45

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?

Caribbean Luxury & Special Occasions with Instant Confirmation include:

View all Tours with 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?

No problem. These Caribbean Luxury & Special Occasions include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

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