Top Caribbean Tours & Sightseeing

Q: Which Caribbean Tours & Sightseeing have Instant Confirmation?

Caribbean Tours & Sightseeing with Instant Confirmation include: Private Airport Transfers Roundtrip Punta Cana Hotels The Battle of Santo Domingo 4D Movie Experience Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory La Boutique Mobile Punta Cana View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Tours & Sightseeing have Hotel Pickup?

No problem. These Caribbean Tours & Sightseeing include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory La Boutique Mobile Punta Cana Punta Cana & Bávaro Private Transportation 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 GROUP Adventure for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a …More

Private Half Cultural Safari Tour from Punta Cana

PRIVATE GROUP Adventure for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a...

4 hours Hotel pickup offered Free Cancellation

from
$1,200

7-Day Adventure Tour in Punta Cana with Pickup

The scenic vistas and the emotion-charged adventures are one of the main reasons Punta Cana emerged as one of the most loved and visited destinations …More

Punta Cana, Dominican Republic

7-Day Adventure Tour in Punta Cana with Pickup

The scenic vistas and the emotion-charged adventures are one of the main reasons Punta Cana emerged as one of the most loved and visited destinations...

7 days

from
$1,221

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 (31)

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 (31)

from
$1,236

Enjoy an unforgettable private boat experience along the beautiful coast of Punta Cana! Perfect for birthdays, bachelor and bachelorette parties, families, and groups celebrating special …More

Punta Cana, Dominican Republic

4.9 (144)

Private Luxury Double Slide Party Boat

Enjoy an unforgettable private boat experience along the beautiful coast of Punta Cana! Perfect for birthdays, bachelor and bachelorette parties, families, and groups celebrating special...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (144)

from
$1,250

Hop on our comfortable 55ft President Yacht and enjoy a semi beach hopping yacht cruise in Curacao. Our yacht cruise will start exploring the spanish …More

4.0 (27)

Half day private yacht cruise & snorkel

Hop on our comfortable 55ft President Yacht and enjoy a semi beach hopping yacht cruise in Curacao. Our yacht cruise will start exploring the spanish...

4 hours Free Cancellation

4.0 (27)

from
$1,250

Explore St Maarten Shore and part of nature reserve of St Martin on a 3.5 - hour speedboat and snorkeling trip. With your expert captain …More

Private Snorkeling Charter to Creole Rock 3 hours

Explore St Maarten Shore and part of nature reserve of St Martin on a 3.5 - hour speedboat and snorkeling trip. With your expert captain...

3 hours 30 minutes Free Cancellation

from
$1,250

Deep Sea Fishing Private Boat Charter in San Juan

Experience some of the greatest sport fishing waters in the world when you take a full day or half day fishing charter from San Juan, …More

4.6 (10)

Deep Sea Fishing Private Boat Charter in San Juan

Experience some of the greatest sport fishing waters in the world when you take a full day or half day fishing charter from San Juan,...

4 hours Free Cancellation

4.6 (10)

from
$1,282

Discover Barbados with Inaja's Transport and Tours

Well-regarded operator with over 15 years of experience and proven track record of customer satisfaction, excellent customer service, knowledge of Barbados …More

4.2 (5)

Discover Barbados with Inaja's Transport and Tours

Well-regarded operator with over 15 years of experience and proven track record of customer satisfaction, excellent customer service, knowledge of Barbados...

3 to 4 hours Free Cancellation

4.2 (5)

from
$1,287

Private Yacht Party Boat Rental Excursion in Ocho Rios, Jamaica

What to do in Ocho RIos on your cruise stop, day trip or during your stay? Our Hatteras 55' Yacht offers you a unique experience …More

Runaway Bay, Jamaica

5.0 (27)

Private Yacht Party Boat Rental Excursion in Ocho Rios, Jamaica

What to do in Ocho RIos on your cruise stop, day trip or during your stay? Our Hatteras 55' Yacht offers you a unique experience...

3 to 6 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$1,290

Full Day Saint Thomas Private Group Excursion

A customized sightseeing tour with us is the way to go as you can customize your tour to what you want for you and your …More

Cruz Bay, US Virgin Islands

4.0 (4)

Full Day Saint Thomas Private Group Excursion

A customized sightseeing tour with us is the way to go as you can customize your tour to what you want for you and your...

5 to 7 hours Hotel pickup offered Free Cancellation

4.0 (4)

from
$1,295

The sail with us for the ultimate Puerto Rican boat experience! Whether you’re looking to make new friends at our lively Mix & Mingle boat …More

Fajardo, Puerto Rico

5.0 (21)

Private Boat Trip to Icacos & Palomino

The sail with us for the ultimate Puerto Rican boat experience! Whether you’re looking to make new friends at our lively Mix & Mingle boat...

4 hours Free Cancellation

5.0 (21)

from
$1,300

Create-Your-Own Luxury Adventure in Bimini with photographer

The Be Your Own Captain adventures offer guests the perfect opportunity to enjoy the turquoise waters at their own pace and in complete privacy. Whether …More

5.0 (4)

Create-Your-Own Luxury Adventure in Bimini with photographer

The Be Your Own Captain adventures offer guests the perfect opportunity to enjoy the turquoise waters at their own pace and in complete privacy. Whether...

3 hours Free Cancellation

5.0 (4)

from
$1,300

Grand Cayman Private Customized Bus Tour

Gather a group of friends or family and get ready to explore Grand Cayman at your own pace on this 3 hour private guided bus …More

Grand Cayman, Cayman Islands

5.0 (4)

Grand Cayman Private Customized Bus Tour

Gather a group of friends or family and get ready to explore Grand Cayman at your own pace on this 3 hour private guided bus...

3 hours Free Cancellation

5.0 (4)

from
$1,300

Visit the famous Dunn's River Falls on an exhilarating day tour from Negril. Cool off in the natural freshwater pools, climb around the series of …More

Negril, Jamaica

Negril to Dunn's River Small Group Tour

Visit the famous Dunn's River Falls on an exhilarating day tour from Negril. Cool off in the natural freshwater pools, climb around the series of...

7 hours Hotel pickup offered Free Cancellation

from
$1,300

If you're looking for a cozy, safe, and private beach location surrounded by palm trees to propose to your loved one at sunset, without worrying …More

Proposal in Punta Cana - Sunset Beach Package

If you're looking for a cozy, safe, and private beach location surrounded by palm trees to propose to your loved one at sunset, without worrying...

1 hour

from
$1,300

Private Boat Charter Saint Martin & natural reserve

Private boat with captain to discover SAINT MARTIN Discover our new private charter boat, ready to take you for an unforgettable day at sea! You …More

5.0 (7)

Private Boat Charter Saint Martin & natural reserve

Private boat with captain to discover SAINT MARTIN Discover our new private charter boat, ready to take you for an unforgettable day at sea! You...

7 to 8 hours Free Cancellation

5.0 (7)

from
$1,312

Private Yacht for Excursions in Punta Cana, Snorkeling and Booze

The yatch comes equipped with air conditioner, plasma TV, bathroom, full kitchen, amazing stereo system, wifi, king size bed, two couches, snorkeling equipment, two paddle …More

5.0 (26)

Private Yacht for Excursions in Punta Cana, Snorkeling and Booze

The yatch comes equipped with air conditioner, plasma TV, bathroom, full kitchen, amazing stereo system, wifi, king size bed, two couches, snorkeling equipment, two paddle...

3 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$1,350

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two …More

Fajardo, Puerto Rico

5.0 (8)

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two...

7 hours 30 minutes Free Cancellation

5.0 (8)

from
$1,350

Punta Cana Sunset Private Yacht Cruise with BBQ and Open Bar

Enjoy an unforgettable experience with our sunset yacht excursion in Punta Cana. Sail through the crystal-clear Caribbean waters as the sun sets on the horizon, …More

Punta Cana, Dominican Republic

Punta Cana Sunset Private Yacht Cruise with BBQ and Open Bar

Enjoy an unforgettable experience with our sunset yacht excursion in Punta Cana. Sail through the crystal-clear Caribbean waters as the sun sets on the horizon,...

4 hours Hotel pickup offered Free Cancellation

from
$1,360

Love Story Photoshoot: A Romantic Couples’ Experience In Ponce’s Most Beautiful Locations With Profesional Photographer, Private Driver and Transportation In Luxury Black Sedan. Celebrate your …More

Private Love Story Photoshoot for Couples in Ponce

Love Story Photoshoot: A Romantic Couples’ Experience In Ponce’s Most Beautiful Locations With Profesional Photographer, Private Driver and Transportation In Luxury Black Sedan. Celebrate your...

6 hours Hotel pickup offered Free Cancellation

from
$1,399

Frequently Asked Questions

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

What are the best options for Caribbean Tours & Sightseeing?

What are the best kid-friendly options for Caribbean Tours & Sightseeing Tours?

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

View all kid-friendly Tours →

Which Caribbean Tours & Sightseeing have Instant Confirmation?

Which Caribbean Tours & Sightseeing have Free Cancellation?

Caribbean Tours & Sightseeing 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 Tours & Sightseeing have Hotel Pickup?

Got any more Caribbean trip ideas?

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