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 →

Private and Luxury 2 Stop Snorkel in Bonaire National Marine Park

Cruise ship friendly! Welcome aboard your private Calypso Charters Bonaire two stop snorkel tour. While you're with us, you'll enjoy personalized service, tasty food and …More

5.0 (6)

Private and Luxury 2 Stop Snorkel in Bonaire National Marine Park

Cruise ship friendly! Welcome aboard your private Calypso Charters Bonaire two stop snorkel tour. While you're with us, you'll enjoy personalized service, tasty food and...

4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$800

We are a family runned business. We will take you from the Montego Bat Port/ Montego Bay hotel to the beach while you get a …More

Montego Bay, Jamaica

5.0 (14)

Montego Bay Highlight Tour

We are a family runned business. We will take you from the Montego Bat Port/ Montego Bay hotel to the beach while you get a...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$47

Bachelorette Party in Punta Cana Party Bus

Best option to enjoy your Bachelorette party on board the most luxurious party bus, visiting one of the hottest nightclubs in Punta Cana …More

Punta Cana, Dominican Republic

4.9 (30)

Bachelorette Party in Punta Cana Party Bus

Best option to enjoy your Bachelorette party on board the most luxurious party bus, visiting one of the hottest nightclubs in Punta Cana...

4 hours Hotel pickup offered Free Cancellation

4.9 (30)

from
$130

Tour to the best beaches; snorkel with fish and turtles

Our guided beach tour offers a unique experience in Curacao because it goes beyond simply visiting the beaches: we seek to connect customers with the …More

Willemstad, Curacao

4.9 (24)

Tour to the best beaches; snorkel with fish and turtles

Our guided beach tour offers a unique experience in Curacao because it goes beyond simply visiting the beaches: we seek to connect customers with the...

7 hours Hotel pickup offered Free Cancellation

4.9 (24)

from
$105

Private Rasta Safari Cultural UTV Village Experience

RastaSafari Experience is a unique way of experiencing the local jamaican culture, this includes riding through the mystical community Roaring River on side by side …More

Negril, Jamaica

5.0 (26)

Private Rasta Safari Cultural UTV Village Experience

RastaSafari Experience is a unique way of experiencing the local jamaican culture, this includes riding through the mystical community Roaring River on side by side...

3 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$179

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes …More

4.9 (23)

4 to 5 Hour Private SUV Trip

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$350

Experience Grand Turk in a fun and unique way aboard an open-air golf cart. Feel the refreshing tropical breeze and warm Caribbean sunshine as your …More

5.0 (11)

Golf Cart Island Tour in Grand Turk

Experience Grand Turk in a fun and unique way aboard an open-air golf cart. Feel the refreshing tropical breeze and warm Caribbean sunshine as your...

2 hours Free Cancellation

5.0 (11)

from
$260

Private Catamaran Day Cruise Out of Soufriere for Up to 15 Guests

Depart from Soufriere and join us for a full day Snorkel and Sailing trip onboard one of our spacious catamarans. You will spend the day Sailing along the …More

5.0 (12)

Private Catamaran Day Cruise Out of Soufriere for Up to 15 Guests

Depart from Soufriere and join us for a full day Snorkel and Sailing trip onboard one of our spacious catamarans. You will spend the day Sailing along the...

7 hours Free Cancellation

5.0 (12)

from
$2,280

Punta Cana: Round Mountain Beach Tour – A Breathtaking Adventure

Embark on an unforgettable journey through lush mountains and two stunning beaches: Macao Beach. Once at the top, enjoy the breathtaking panoramic views, where the …More

La Romana, Dominican Republic

5.0 (1)

Punta Cana: Round Mountain Beach Tour – A Breathtaking Adventure

Embark on an unforgettable journey through lush mountains and two stunning beaches: Macao Beach. Once at the top, enjoy the breathtaking panoramic views, where the...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Private & Romantic Sunset Cruise Under Sails

Sail just offshore of the coast of Grenada. Enjoy snacks and drinks while taking in the remarkable view of the crimson sun falling into the …More

4.9 (17)

Private & Romantic Sunset Cruise Under Sails

Sail just offshore of the coast of Grenada. Enjoy snacks and drinks while taking in the remarkable view of the crimson sun falling into the...

2 hours 30 minutes Free Cancellation

4.9 (17)

from
$608

2 days 1 night by private catamaran from St Martin to St Barth

Treat yourself to a private and exclusive stay in Saint Barthélémy from Grand-Case Combine sailing, discovering a part of St Martin by sea, magical night …More

5.0 (2)

2 days 1 night by private catamaran from St Martin to St Barth

Treat yourself to a private and exclusive stay in Saint Barthélémy from Grand-Case Combine sailing, discovering a part of St Martin by sea, magical night...

2 days

5.0 (2)

from
$4,798

3 Hour Private Charter on Stingray City with Snorkeling

Avoid the crowds and join us on your own private boat with an experienced crew for an adventure of a lifetime! Enjoy an exciting one-on-one …More

Grand Cayman, Cayman Islands

5.0 (6)

3 Hour Private Charter on Stingray City with Snorkeling

Avoid the crowds and join us on your own private boat with an experienced crew for an adventure of a lifetime! Enjoy an exciting one-on-one...

3 hours 5 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$750

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other …More

Kralendijk, Bonaire

5.0 (6)

North Tour with Local Guide

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other...

2 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$75

Glistening Bioluminescent Waters and Dinner at Jerk hut

Take a dip or boat ride at Bioluminescent Blue Lagoon. Then take a trip to the most authentic rustic local food hotspot where you get …More

Trelawny, Jamaica

5.0 (3)

Glistening Bioluminescent Waters and Dinner at Jerk hut

Take a dip or boat ride at Bioluminescent Blue Lagoon. Then take a trip to the most authentic rustic local food hotspot where you get...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$75

Private transportation from Montego Bay to Martha Brae River Rafting Tour

The entry price and travel costs are included in this hassle-free and cashless half day tour. Visitors enjoy the private tour from your hotel in …More

Montego Bay, Jamaica

5.0 (28)

Private transportation from Montego Bay to Martha Brae River Rafting Tour

The entry price and travel costs are included in this hassle-free and cashless half day tour. Visitors enjoy the private tour from your hotel in...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$121

Best Of St Maarten Private Nightlife Tour

There's a reason why locals call St. Maarten "The Night Life Capital of The Caribbean'. Tour the gorgeous island paradise at night with our Local …More

Philipsburg, St Maarten

5.0 (8)

Best Of St Maarten Private Nightlife Tour

There's a reason why locals call St. Maarten "The Night Life Capital of The Caribbean'. Tour the gorgeous island paradise at night with our Local...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$249

Missile Adventure Park Negril Jamaica ATV Tour Adventure

Locally own and operated community based business that provides a real Jamaican experience which is second to none. …More

Montego Bay, Jamaica

5.0 (25)

Missile Adventure Park Negril Jamaica ATV Tour Adventure

Locally own and operated community based business that provides a real Jamaican experience which is second to none....

4 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$170

Santo Domingo Unfiltered : Gualey//Colonial Area (PRIVATE TOUR)

From Gualey to the Colonial Zone – A Journey Through the Soul of Santo Domingo Don’t miss this unique experience in Santo Domingo! Embark on …More

Santo Domingo, Dominican Republic

5.0 (22)

Santo Domingo Unfiltered : Gualey//Colonial Area (PRIVATE TOUR)

From Gualey to the Colonial Zone – A Journey Through the Soul of Santo Domingo Don’t miss this unique experience in Santo Domingo! Embark on...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$100

Experience the BVI Like Never Before with TRC Powerboat Charters, we go beyond just boat charters—we create unforgettable, tailor-made experiences on the crystal-clear waters of …More

Tortola, British Virgin Islands

5.0 (32)

BVI Private Day Charters

Experience the BVI Like Never Before with TRC Powerboat Charters, we go beyond just boat charters—we create unforgettable, tailor-made experiences on the crystal-clear waters of...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$1,236

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

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?