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 →

27 Waterfalls Damajagua Amber Cove, Taino Bay - Puerto Plata

Unlike many tours that only cover the entrance to the waterfalls, our excursion is specifically designed for cruise passengers looking for a seamless and worry-free …More

5.0 (311)

27 Waterfalls Damajagua Amber Cove, Taino Bay - Puerto Plata

Unlike many tours that only cover the entrance to the waterfalls, our excursion is specifically designed for cruise passengers looking for a seamless and worry-free...

4 hours 10 minutes Free Cancellation

5.0 (311)

from
$59

ATV Adventure with Farm Visit and Cave Swim in Punta Cana

Venture off-road and discover the Dominican countryside on this fun and exciting ATV. On your own ATV, in rally style in a caravan, you will …More

4.9 (291)

ATV Adventure with Farm Visit and Cave Swim in Punta Cana

Venture off-road and discover the Dominican countryside on this fun and exciting ATV. On your own ATV, in rally style in a caravan, you will...

4 hours Hotel pickup offered Free Cancellation

4.9 (291)

from
$36

Fajardo: Icacos Island Catamaran Snorkeling Tour with Lunch

Check in time 7:00am. Depart from Villa Mariana at 8:00 AM and set off for Icacos Island on our Amazing 50 Ft Traveler Catamaran. You …More

Fajardo, Puerto Rico

4.8 (102)

Fajardo: Icacos Island Catamaran Snorkeling Tour with Lunch

Check in time 7:00am. Depart from Villa Mariana at 8:00 AM and set off for Icacos Island on our Amazing 50 Ft Traveler Catamaran. You...

5 hours 30 minutes Free Cancellation

4.8 (102)

from
$130

All Inclusive Land And Sea Excursion in Saint Lucia

Experience the best of Saint Lucia with our company! The two speedboats accommodate a combined maximum of 30 guest. Enjoy breathtaking views of the Pitons, …More

Anse La Raye, St Lucia

5.0 (471)

All Inclusive Land And Sea Excursion in Saint Lucia

Experience the best of Saint Lucia with our company! The two speedboats accommodate a combined maximum of 30 guest. Enjoy breathtaking views of the Pitons,...

5 hours Free Cancellation

5.0 (471)

from
$175

Buggy Tour, Horseback Ride, Party Boat & Dominican Lunch

Get ready for the ultimate Punta Cana adventure! This exciting combo tour brings together the best of the Dominican Republic in one unforgettable day. Start …More

Punta Cana, Dominican Republic

5.0 (227)

Buggy Tour, Horseback Ride, Party Boat & Dominican Lunch

Get ready for the ultimate Punta Cana adventure! This exciting combo tour brings together the best of the Dominican Republic in one unforgettable day. Start...

8 hours Hotel pickup offered Free Cancellation

5.0 (227)

from
$125

As the sunsets over Providenciales, where would you like to be? How about cruising the crystal clear waters of Turks and Caicos on a power …More

4.9 (48)

Private Sunset Cruise in Grace Bay

As the sunsets over Providenciales, where would you like to be? How about cruising the crystal clear waters of Turks and Caicos on a power...

2 hours Free Cancellation

4.9 (48)

from
$1,600

Monkey Park Tour and Damajagua waterfalls in Puerto Plata.

This Monkey Home and Damajagua waterfalls tour offers pick up at all Puerto Plata hotels, as well as both Taino Bay and Amber Cove cruise …More

Puerto Plata, Dominican Republic

4.9 (174)

Monkey Park Tour and Damajagua waterfalls in Puerto Plata.

This Monkey Home and Damajagua waterfalls tour offers pick up at all Puerto Plata hotels, as well as both Taino Bay and Amber Cove cruise...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (174)

from
$83

Full-Day Catalina Island Scuba Diving Tour from La Romana

Welcome aboard and scuba dive two "must see" dive sites and the most beautiful underwater ecosystem of the Dominican Republic with a full day, all …More

3.6 (16)

Full-Day Catalina Island Scuba Diving Tour from La Romana

Welcome aboard and scuba dive two "must see" dive sites and the most beautiful underwater ecosystem of the Dominican Republic with a full day, all...

9 hours Hotel pickup offered Free Cancellation

3.6 (16)

from
$145

Don’t miss out on the ultimate beach experience in beautiful Bermuda! Book our exclusive 7-hour beach hop, designed for those wanting to explore stunning, less-crowded …More

5.0 (52)

Bermudaful Island Beach Hop

Don’t miss out on the ultimate beach experience in beautiful Bermuda! Book our exclusive 7-hour beach hop, designed for those wanting to explore stunning, less-crowded...

7 hours Free Cancellation

5.0 (52)

from
$150

Half-Day Adventure 4x4 ATV, cenote and Macao beach in Punta Cana

This is not just an ATV ride — it's a true Dominican adventure! Our tour combines adrenaline, culture, and nature in one unforgettable package. We …More

Punta Cana, Dominican Republic

5.0 (101)

Half-Day Adventure 4x4 ATV, cenote and Macao beach in Punta Cana

This is not just an ATV ride — it's a true Dominican adventure! Our tour combines adrenaline, culture, and nature in one unforgettable package. We...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (101)

from
$22

4X4 ATV adventure in Punta Cana to the cenote and Macao beach

This is not just an ATV ride — it's a true Dominican adventure! This tour combines adrenaline, culture, and nature in one unforgettable package. We …More

5.0 (226)

4X4 ATV adventure in Punta Cana to the cenote and Macao beach

This is not just an ATV ride — it's a true Dominican adventure! This tour combines adrenaline, culture, and nature in one unforgettable package. We...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (226)

from
$28

Discover Bermuda Beyond the Ordinary Shops, Sights & Shores is your unforgettable island adventure. This handpicked journey takes you beyond the brochures and into the …More

4.8 (40)

Bermuda Shops, Sights and Shores Tour

Discover Bermuda Beyond the Ordinary Shops, Sights & Shores is your unforgettable island adventure. This handpicked journey takes you beyond the brochures and into the...

6 hours Free Cancellation

4.8 (40)

from
$79

(Family owned) Stingray city sandbar, Starfish Beach & Snorkeling

A Family-Business Owned Operated Company providing numerous excursions in the Cayman Islands for over two decades. We provide FREE Courtesy pick up for our Cruise …More

George Town, Cayman Islands

4.7 (245)

(Family owned) Stingray city sandbar, Starfish Beach & Snorkeling

A Family-Business Owned Operated Company providing numerous excursions in the Cayman Islands for over two decades. We provide FREE Courtesy pick up for our Cruise...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (245)

from
$65

Waves & Wheels: 3 Hour ATV Tour + Jet Ski & Beach Experience

Spend the day experiencing the best of Sint Maarten with this all-in-one adventure and beach package. Your day kicks off at 9:00 AM with a …More

4.7 (3)

Waves & Wheels: 3 Hour ATV Tour + Jet Ski & Beach Experience

Spend the day experiencing the best of Sint Maarten with this all-in-one adventure and beach package. Your day kicks off at 9:00 AM with a...

3 to 4 hours Free Cancellation

4.7 (3)

from
$205

Barbados Hiking and Sightseeing Tour (Transport Included)

Discover the East Coast of Barbados on our guided hiking and sightseeing tour. Hike through sweeping cliffs, hidden coastal paths, and quiet fishing villages while …More

5.0 (79)

Barbados Hiking and Sightseeing Tour (Transport Included)

Discover the East Coast of Barbados on our guided hiking and sightseeing tour. Hike through sweeping cliffs, hidden coastal paths, and quiet fishing villages while...

2 hours 15 minutes Hotel pickup offered Free Cancellation

5.0 (79)

from
$140

Good Vibes Tours with Dannyboy & Co. – Private Island Experiences

What Sets Our Tours Apart Guests can choose from four curated private tour options, ranging from a short mud bath and waterfall experience to a …More

Soufriere, St Lucia

4.9 (106)

Good Vibes Tours with Dannyboy & Co. – Private Island Experiences

What Sets Our Tours Apart Guests can choose from four curated private tour options, ranging from a short mud bath and waterfall experience to a...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (106)

from
$85

Middleham Falls Hike and Ti'tou Gorge Half-Day Excursion

Explore the interior of Dominica with a 125-minute medium difficulty round-trip hike to the tallest waterfall in the Eastern Caribbean. After the hike and splurge …More

4.9 (61)

Middleham Falls Hike and Ti'tou Gorge Half-Day Excursion

Explore the interior of Dominica with a 125-minute medium difficulty round-trip hike to the tallest waterfall in the Eastern Caribbean. After the hike and splurge...

4 hours Hotel pickup offered Free Cancellation

4.9 (61)

from
$130

Go for half-day tour discovering and enjoying the most beautiful beaches and bays of the island including the Belmond La Samanna, a 5-star hotel where …More

5.0 (129)

Half-Day Jet Ski Tour of St Martin

Go for half-day tour discovering and enjoying the most beautiful beaches and bays of the island including the Belmond La Samanna, a 5-star hotel where...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (129)

from
$236

#1 Best of St. Kitts/Panoramic Tour (Rosevelt's Special)

Join us for your perfect get-to-know-the-island tour, as our caring and considerate guides take you on an experience of a life-time. Sit back, relax & …More

4.8 (81)

#1 Best of St. Kitts/Panoramic Tour (Rosevelt's Special)

Join us for your perfect get-to-know-the-island tour, as our caring and considerate guides take you on an experience of a life-time. Sit back, relax &...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (81)

from
$80

Trinidad Highlights and Scenic Drive Tour

The main destination of this sightseeing tour is Maracas Beach, the most popular beach on the North coast of Trinidad. After a historical and architectural …More

4.6 (67)

Trinidad Highlights and Scenic Drive Tour

The main destination of this sightseeing tour is Maracas Beach, the most popular beach on the North coast of Trinidad. After a historical and architectural...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (67)

from
$109

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?

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

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?